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Podcast Episode Notes: Ryan Bertrand on the Business of Sport (Ep78)
Episode Overview Podcast Title: Business of Sport Episode Title: Ryan Bertrand, Fmr Chelsea, Southampton & England: ‘It Didn’t Feel Like the Chelsea I was Brought Up In; The Foundations of Champions League Success' Description: The episode features Ryan Bertrand, a distinguished footballer known for making his Champions League debut in the final with Chelsea in 2012 and his diverse career beyond football. The discussion explores the intersection of sports and business, financial literacy for players, personal growth, and the evolution of football culture.
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Key Themes and Topics
- Football Culture, Clubs & Career Decisions
- Lessons from Legends: Ryan reflects on his experiences with Chelsea legends (Drogba, Lampard, Cole) and emphasizes the importance of having great dressing room characters.
- Shift in Mentality: Discusses how the winning mentality at Chelsea shifted, leading to a focus on fear of losing rather than the confidence of winning.
- Manager Relationships: Importance of honesty from managers; Ryan recalls his worst managerial experience and appreciated those who communicated effectively.
- Loan Deals: Insight into the mechanics of loan systems and player management decisions behind the scenes.
- Money, Fame & Mistakes
- Financial Traps: Ryan highlights the common financial pitfalls for young players, noting the lack of education on money management.
- Broke Athletes: Discussion on why many professional footballers face financial difficulties despite high earnings.
- Investing and Mentorship: Ryan shares his journey into investing and how he helps educate younger players about financial literacy.
- Retirement, Identity & Reinvention
- Emotional Toll of Retirement: Ryan discusses the identity crisis many players face after leaving football and the importance of preparing for life beyond the sport.
- Advice for Younger Players: Encouragement to build a legacy beyond football and not to let their careers define their self-worth.
- Transitioning to Business: Ryan emphasizes the need for athletes to find balance and explore interests outside of sports during their playing careers.
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Key Takeaways
- Financial Education is Crucial: There is a significant gap in financial literacy for young athletes, which can lead to poor financial decisions. Ryan advocates for a structured approach to educate players on managing their finances.
- Cultural Shifts in Football: The culture within clubs can greatly affect player performance and mental health, highlighting the importance of maintaining a competitive and cohesive environment.
- Personal Growth and Networking: Ryan's transition from professional football to business illustrates how athletes can leverage their experiences and networks for success in other ventures.
- Importance of Transparency: Ryan calls for more detailed discussions among players regarding financial decisions and business ventures.
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Interesting Anecdotes
- Champions League Final: Ryan recalls the nerves and excitement leading up to the final, reflecting on advice from past coaches to "play the game, not the occasion."
- Career Decisions Influenced by Managers: He discussed how crucial managerial decisions can affect a player’s career trajectory, including the shifting dynamics within club hierarchies.
- Reflections on Identity: Ryan speaks about the challenges of finding identity post-retirement and the importance of not tying self-worth to football success alone.
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Conclusion The episode with Ryan Bertrand provides a compelling exploration of the intersections between sports and business. It underscores the necessity of financial literacy for young athletes, the impact of club culture on performance, and the importance of personal growth beyond one’s athletic career. Ryan’s insights illustrate the need for a holistic approach to player development, both on and off the pitch.
For more insights, listen to the full episode on the [Business of Sport podcast](#).
Written by AI. May contain mistakes. Listen to the episode to check what was said.
Transcript
Automatic transcript. May contain errors.0:00That's kind of a grey area. It'd be great if there was a lot more transparency in terms of players sitting down with other players and saying, Hey, I'm Gary Neville. I've got these hotels and stuff. This is what I chose to do on my journey. This worked for me. This didn't work for me. I would suggest this. I would suggest that. And now I've got an income of X that's provided me this much cash flow from them investments. That would be a great conversation to have. I think exactly what it turned into is what Chelsea had lost. Because we were in a precarious moment in the league where things were inconsistent.
0:29I think it was like 6th or something, which is ridiculous. We had a meeting one time and I think AVB went, what's changed? What's different? And my thoughts was, and my feeling of the whole dressing room and the club at that time was, it just didn't feel like the Chelsea that I was brought up in, where we didn't think about losing. You would look around and you're so confident that everyone is the best in their position. And you get so much power from that and the ethos was winning and winning and winning. I just felt like we'd lost that. We're going into games thinking about, oh, hopefully we can win.
1:01Hello and welcome to The Business of Sport, the show that takes you behind the scenes with the industry's leading owners, operators and athletes. This week we're delighted to welcome Ryan Bertrand to the show, the only man to make his Champions League debut in the final and of course win it in historic style with Chelsea in 2012. The regulars of you will know a conversation like this is exciting for both Harry and I as big Chelsea fans and the shirts we wore throughout gave the game away anyway. You can head to YouTube to check out the visuals. but it's really important to recognise that Ryan isn't just the player who won that cup or played over 260 Premier League games and was capped 19 times by England.
1:37This is a former athlete with a story to tell that incorporates exploration away from football, interests that the fans, media and even those within the game don't associate with players. You can do business, learn business, all while playing at the highest level. You can also leverage the power of your network and your unique experiences to add something few others can do in businesses outside of the game. This is something we encourage athletes, the ones who are interested off their own back and the ones who may not have understood the possibilities, to do in a world where opportunity can come from multiple sources.
2:07Ryan has built businesses, he's managed people and carved out a path that now positions him to succeed at scale. What can you learn from him? It's the balance of the stories we of course are desperate to hear, which include how a Sprite nearly cost him his England career and the time that Chelsea didn't realise he was actually on their books, with his transition from player to multifaceted operator. This is one of the good ones. We're delighted to welcome Ryan to the business of sport. But first, some words from our valued partners. This is digital fitness coaching at its peak. I'm so excited for us to partner with Runner, a relationship that's going to get us all up and out there, me included, pacing the streets, woodlands, parks, beachfronts, but backed up by elite level insight and accessibility.
2:47This is the kind of coaching that used to be reserved for the pros. Now, all you need is a pair of shoes and a goal. I'm terrible at sticking to anything without a plan. runner rethinks how people train whether you're gearing up for your first 5k chasing a marathon personal best or just trying to stay consistent runner is world-class coaching personalized plans and real-time adjustments that actually make sense for your life it's about building better habits through structured training that works on top of that it's strength training conditioning mentality support all geared towards keeping you motivated and making you accountable a scary word but let's be honest integral to actually achieving over the coming weeks we'll start announcing some of the awesome things we'll be doing with runner to engage with you it's about more than downloading an app this is fitness driven experience and community we bring you a global network of runners who push celebrate and support each other whether you're an existing user or want to check it out for the first time you can use our code boss runner that's b-o-s-r-u-n-n-a or click the link in the bio take a look be challenged have fun and of course stay tuned Ryan thank you so much for joining us it's great to have you in the studio pleasure to be here I've been a big fan for a while now of the both of you's and yeah a pleasure to be here as are we obviously anyone not watching the video come and check out the shirts that we're wearing Harry's actually doing his closest attempt if you can actually see the shorts of going full John Terry just without the socks and the shin pads we all know you of course through the professional playing career that you've had Tell us a little bit about how you've made that transition from football into the business world.
4:25I was inspired by business by my mum when I was young. I think she used to work in Morgan Stanley in Canary Wharf. And I was just inspired by, you know, these buildings going there and just thinking what is inside these amazing buildings. And it kind of sparked my intrigue into the business world and seeing her work ethic. And I kind of took that with me throughout my career. So whether we'd travel on the bus or anything, I'd like to relearn and read a lot and try and anticipate what I'd love to do post-career. And that led me in good stead for the transition. Was that unusual? Yeah, it's hard to be like, oh yeah, I'm this maverick person.
5:01I always think ahead and they all don't. And no, it's nothing like that. But I think the truth is, yeah, that is quite unusual. Can I ask, do you remember your first professional contract? Yeah, I do. How much was that for? Shambles. Go on. No, it was great at the time. well I was a Gillingham before right so I was just content there I was gonna sign a scholarship there I think it was 35 pound a week 45 pound a week and I was thinking that's right Peugeot 106 I'll be good we'll get this and content then I went to Chelsea and the first contract ended up being 500 pound a week which is great how old are you that's at 17.
5:34Fast forward now I feel like one of them old pros where the moan about the new pros with the money but it's happening in such a short time span the inflation now is crazy in terms of first pro contracts and stuff if you were getting that contract now what would it be i was acquired right from gillianon to to chelsea so generally if you're doing that you're in one of the top tiers within the group if you look at a top professional contract for a 17 year old at an elite club in england probably start from 7 to 15k a week seriously yeah so from 500 yeah you got fucked yeah i would have been done would have been done so going back to give context to the 500 500 was kind of like the band of the top the top ones there were some portuguese guys if you got brought in from abroad they were probably like 850 to 1k but generally i think that the english boys that were at the top end of the pay scale were about 500 do you remember one day where you were like wow i'm making a lot of money i think more so when i was going on loans so for example i think me and jack cork become some of the first players to go on loan to kind of start to actually farm these talents out and we had incentives where it was like 10 games was 10k 15 games 15k 20 games was 20k all the way up to like 50 games and 50k so you're like putting additional games in the calendar aren't you but basically we actually got great traction we went on loan and we just killed them them bonuses and they quickly got removed after that yeah that was the club chelsea put those bonuses in yeah why did you choose chelsea do you look at a club at a time where there wasn't necessarily a well-trodden pathway for young players to get into that first team to be honest i was i used to just love playing football so i'll be out with my friends on a friday night wake up play for gillenham on a saturday go out with my friends again very very normal far from good or bad the over pressures that the young players tend to come with now i just don't for fun i didn't really care i was i was at gillenham was going to play for them get a contract hopefully i'll get a scholarship for them and then i went to chelsea and then i thought okay i might have to start to apply myself a bit here now.
7:35But Chelsea approached Gillingham. Yeah, so they approached Gillingham. That was nice enough for me. I was amazed by the project and I just joined. It wasn't a case of, okay, well, if they want me, who else wants me? I don't really like to put myself in people's places. Amazed by the project? Who was doing the negotiating with you? Did someone come and talk to you from the club? Map out how they saw your involvement, even at that age? Yeah, I think it was through Neil Bath. He was kind of spearheading it a lot and they brought me in said they saw me as a left back i was playing left wing sent a midfielder up front in and around for gillenum and it's playing left back and you're playing up front and then they're like yeah we want we want to we want to play you at left back yeah yeah but when you understood the tactics and stuff it was fine because you can attack so so when you start making more money at chelsea is there any infrastructure around you at that point like hey you should do this with your money is there any education around it no i would say no i think that's what i'm very passionate about in my post career is helping people and helping people through how can i speed up their choices in life and make half the mistakes that i made in terms of that financial support there's there's not much really traditional you go to a bank but there's no real education on credit scores like deep deep education or what is a mortgage how is that structured how do you invest in a business how do you start a business what is the difference between venture private equity what is a hedge fund there's nothing and yet you're on 15k a week do you think the players want it because i think there's an amazing opportunity for someone to come in once a month that i mean pictures i think all footballers at premier league clubs should put a week of salary a year into a venture fund and then once a month we come and tell you these are all the cool businesses you invested in and teach a little bit about what makes a great business 100 % But would the players want it?
9:22I think so. I think the information is a lot more common now. I think it's being quite more thematic of everyone's learning and seeing what people are doing, which is great. Once you can grab a player at the ages of like 16 to 18, when you've really gotten them in that incubation zone, I think a lot more can be done in that moment in terms of learning the financial side of the game. 100 % that would be a very viable thing to do. But let's be honest, right? If you had said to most people, this is a side that you need to get to understand a little bit better, would you want to do it? Most wouldn't really probably have a very good answer for you.
9:55They're just thinking about some other things that average 16 to 18-year-olds are doing. But I think if you say, hey, look at Uber, look at Deliveroo, look at Candy Crush, we're going to take an hour a month out to tell you about cool shit that you invest in and love and play with on tech. I think it's much more fun than, hey, we're going to talk about your pension. Oh, no, wait, but no one's doing that either. Yeah, nobody's doing the full scale. It's like the boring stuff and the kind of cool, the cool, sexiest stuff. But unfortunately, they have no education. So when they get flashed a proposed amazing project that's going to make them a million pound tomorrow, they go for it.
10:28And then they fail because the guy isn't serious. But that's the problem around the representation. Yes, indeed. And we talk about it quite a lot. It's the misalignment of incentivization when it comes down to representation. A lot of the representation of footballers are incentivized on short term deals, generally commercial. And that's how money is generated for both player and agent. This is a very different proposition. It's a long term cycle. it's harder to find an incentive structure that fits an agent yeah it needs to be penetrate them whether it's through the premier league the pfa or something they should be more initiatives aligned with them aside from football clubs when you're in a changing room what is player attitudes to agents is it like a skepticism of like i hope they're not ripping me off is it like they're my bros and they make me money what's that attitude yeah i think from the player side it's an alignment and they they generally appreciate the agents there's a lot more value that goes into guiding a young athlete than what is probably seen by the parents, so to speak.
11:19I fully understand how parents want to manage their son's careers, but there's so many other intangible things that are going to come your way, whether you like it or not, that perhaps it's better for someone else to have a conversation about with your son or give them some guidance and some things that they just won't listen to you about. Yeah, there's a lot more value and leverage you can have by having an agent. When you broke through into that Chelsea team, you also had people in the dressing room. that are revered for their leadership and successes. You know, if you're having Terry, Lampard, Cech, Jogba, Ashley Coles, etc.
11:50Are you learning anything from them around how to manage your life away from the pitch? I think you're absorbing how to be on and off the pitch, not necessarily how to invest or monetize your incomes for the better. That's kind of a grey area. And it'd be great if there was like a lot more transparency in terms of players sitting down with other players and saying, hey, I'm Gary Neville. I've got these hotels and stuff. This is what I chose to do on my journey at this stage and this stage. This worked for me. This didn't work for me. I would suggest this. I would suggest that. And now I've got an income of X that's provided me this much cash flow from them investments.
12:31That would be a great conversation to have. Who was a culture carrier who doesn't maybe have the spotlight on them? It's hard because they all carried it in a certain way. But one that resonated kind of with me is probably Joe Cole and Ashley Cole. Ash probably a bit more because he's a bit more prominent. But yeah, them two guys are really, really good guys. And that's in popularity. It's in respect. It's professionalism. Yeah, they were proper guys. It's interesting because that's why the squad's so important. I spoke to a few of the guys and he was saying it was Bettinelli and Tosin this season.
13:04Yes. And he was just like those two. And Bettinelli has never played a game and won't now because he's gone City. he never played a professional game for Chelsea he was the third choice keeper yeah yeah the same thing was like Ross Turnbull he was like a guy everyone was just he was cool everyone loved him yeah what a gig that third choice keeper was great Scott Carson's been at City for four years is it not a bad gig or is it just deeply shit I know that sounds bad you're getting paid 25 grand a week get to the stage where if you get it in the twilight years of your career it must be a great gig it can't really be if you like if you're a Mark Schwartzer it's a great gig yeah it's a great gig yeah you're playing with great players beautiful facilities great managers especially if you can be local especially if you can hook Chelsea or Fulham or something if you're used to live in random areas but that was I mean all jokes that was Scott Carson at Man City the guys won three four Premier Leagues Champions League two FA Cups I think he played one professional game for City genius and he's at the back end of his career so he's just you know he's there in case he's needed has to be the best gig yeah it has to be so when you started making bigger money at Chelsea did you start investing that and were you the only one to do that how did you approach that i kind of chose to invest just traditional stuff through the bank optimize my money and preserve it and then i kind of backed myself and then that's where i would invest in my own companies for example our fintech business at the start that we had rolling all the way into other endeavors that set me up for the future i would rather invest in my own companies and learn that way give some context on fintech business you're setting up a company while you're still playing and it's in an area very very different yeah completely different yeah it's kind of all around us like going back to the morgan stanley thing once i found out what was in them businesses in them buildings kind of the financial hubs trading was a step that was quite popular amongst my friendship group it was actually the start of the get rich quick schemes that you see everywhere over the instagram right now you see people selling the golden blueprint to finances but if they had the golden blueprint why would they give it away you know it's funny the guy outside the jack yeah i'm a trader and i work one hour a month and make a million dollars take my things for 20 pounds you've got a gold you're going to keep the gold that's for everyone else yeah but we decided instead of to learn trading we decided we saw you know 90 or plus retail traders lose so we decided to come to playing field we actually took a guy from goldman who was well versed in machine learning and built an algorithm that people could trade very very easy it's like a version one machine learning algorithms so you could say trade this at this time if this happens and that happens then I want this trade to happen it was a very good model and we learned so much so much in terms of structuring the company raising the funds building a pitch deck my business partner in the agency today Louis traveled to China he's going around there traveling with the guys and we just learned so much we end up exiting to a Malaysian firm because it was very restrictive we needed a lot of capital and just wasn't our lane our market and the returns wasn't great but it's more what we learned in the process and i think what we learned was if we was going to be involved in a business that we didn't quite know front to back we'd rather be an investor you can't lead that business you have to have respect for the founders that because it's really two feet in or two feet two arms into a business you can't just have a business and be like yeah it's going to do that you need to know it inside out live and breathe it and put your whole life into it you were still playing when you had this as well right yeah i was still playing yeah that's southampton no that was chelsea days that was still chelsea yeah so you were quite young yeah yeah we was 24 so it was towards the end so i was chelsea and then aston villa and then and you weren't worried about losing focus no not at all i just loved it i just loved it do my training do my extras and then after training onwards i'll be on a train coming to london be at finance magnates it's probably a clip somewhere you can find talking about what we're trying to achieve the main thing that i would love and that comes back down to educating people about investing and different types of investments is because our next door neighbors believe it or not with a was revolute and i would love to put 50k with them if i didn't know more about investing then they started to just completely take the whole floor and a 50k investment in them back then would have been us returns would have been a great outcome this spare time in football has come up a few times with the players because it's the gaming time that others have referred to it as you train for actually a relatively short period of time and how long your day can be productive for yeah and those three four five hours after 2 p.m can be utilized in many different ways were you always keen to to kind of do something productive in that because that's the thing that i think if we're looking at bite-sized chunks of making this more accessible to players it's saying from three until five use that time to do something that is building a career for yourself away from the game or finding an interest in something other than sport yeah i think that can be structured very well i think you could actually give them a window or provide them with parameters to explore in them times until they find something that they feel actually this is this could have legs for me to be honest i think it should be provided by the club though yeah there should be a window where they bring in experts yeah that's my point which is like you know you can choose what you choose to do p venture credit real estate 6 to 8 p.m yeah this people are in sit down learn network totally it would bring that element of discipline for sure because we've got structure and stuff so that probably does bear some benefits for me it was um i actually loved that flexibility because what it done for me was nothing more so in a modern day game you need that flexibility because you want to get to the top but the the road to the top isn't as smooth straightforward so if you need to go to bournemouth for six months then to oldham for a year then to Norwich for two years and then back to Chelsea for six months then to Reading I loved it I loved it you loved the Lone Moves yeah I loved it yeah why I felt like I was a real professional but when you're developing at Chelsea for me it was I don't want to just be incubated at Chelsea and then it doesn't work one day and then go find the club I wanted everybody to know who I was and I felt by doing that by going alone and playing 25 50 75 100 games I'd established myself away from Chelsea and people know me.
19:16So I have that option. And it's not like, okay, we'll see what he's like just because he's from Chelsea because some people fall down that trail of they've never played a game. But if that manager in the league is fighting for his life, he needs to be able to trust you more than anything. You might have the skills, but can he trust you? Don't laugh. When you're doing like low moves as a youngster, is it like a glamorous life where you like staying in Premier Inns ad hoc? Yeah, yeah. Premier Inns. Depends, the older you get, the more prestige player you get. You get obviously you get looked after.
19:43But yeah, just hotels, any hotels in the middle of Oldham. But I loved it, you know. You go there, you have your independence, you've got your routine, you're turning up, you've got your games on the Saturdays. There's nothing better. Your goal obviously was always to make it properly at Chelsea, right? You were doing those loans to go, right, come back and play regularly. Were the managers giving you that confidence when you were being sent out on loan? Chelsea was, yeah, they would keep in touch. I think Neil Bath would keep in touch more so. And Neil Bath, sorry, just for calling, he was the academy manager, right?
20:11Yeah, academy director, yeah. Very top man. set the whole culture and everything really really good guy really really good guy so basically they would keep in touch a lot chelsea had a lot of managers change over i think you know as yeah that was the that was the blueprint so every time we come back to pre-season it was kind of like starting back at square one the most pivotal point was i think i was at nottingham forest great club great time there and january coming uh billy davis was the manager and he pulled me into the office it's like ryan are you staying what's going on i said what do you mean he said we're trying to buy you this window they're saying everything's done but we're just waiting for you i said to him sorry i have no idea about any of this like nobody's spoken to me about anything okay let me uh let me come back to you it was on a friday like we got a game the next day and stuff let me come back to you so leave training you know go through a few things over the next week and then made the decision where that's what happens in clubs is directors come in directors has changed directors bring players they want their players to play so when they bring their players in they try and push their players if they're going to spend two million pound on this player but they've only spent 200 grand on you from gillingham then he's going to push this two million pound player because he's next on the line that's just that's just the reality of what you have to understand unless you excel so so much but he's going to give his player the element of doubt i'm not going to name the man or the player i was in competition it was another left back at the time and I remember coming and I thought now I'm gonna go back to Chelsea so I cancelled the loan and not in the forest went back to Chelsea I was training and then the other left back was there I was training with the first team as well and I remember doing a warm-up and I was doing the warm-up and I looked over there was this director that left back another player with the manager Ancelotti at the time they're all laughing at the side of the pitch blah blah blah and I'm like I'm over here doing the warm-up trying to give the best account myself but one of my competitions it's just over there with the director laughing and joking with with the manager i was thinking this is a bit off balance but i took it as this is director trying to push this left back in there so that's just the nature of the beast i cancelled the loan come back to the first team and at the end of that month the funniest thing was i didn't actually get paid and i was like i didn't get paid i told my mom i said i didn't get paid she was like okay i will call the club called the club and the club said oh sorry we've got him down as he's left it's like no no he's still here so i don't know factually but i think that the deal was that advanced behind my back that i was actually down as i've left the club crazy just so we understand you said they're kind of directors of football pushing the players they have it's always a perception that managers choose everything it's the manager it's the manager can you just share a bit of light on directors and managers and the roles there so he was like a manager of the youth elite talent so it's kind of like pushing your guys up to the first team and then it's down to the manager but the manager will only see what he gets shown first or gets presented in this light so after I cancelled the loan I come back and I just train non-stop I was fortunate that Ancelotti saw it was not bad a couple of months later I had my debut against Birmingham got the assist and the rest was history Ancelotti gave you your debut yeah but only because I made that decision to come back did he communicate with you as to why did he hide you just turn up in training just perform perform when he's doing tactics listen be able to learn the tactics understand the tactics and he trusts him okay so then let's use that because he then leaves you mentioned this like going back to like the start every time he said how many games you want next season and stuff I was like what do you mean how many games I was like I don't know 20 all in something he said no problem then he got the second that's finished so then AVB comes in yeah and you have to have the same conversation again at the time yeah He was kind of Fabian Herzler style at the time.
23:57Was he 31? Yeah, Mahjong. I think he was tasked with the chalice of transition. I think he was meant to try and make a transition. What's happened to him? He's president of Porto. Director of Porto, yeah. Oh, yeah. But he then went to... Went to China. China. Went to Spurs, of course. Yeah, Spurs. Don't forget that. Yeah, it's funny. I really respect him for a few things in terms of how straightforward he was. And he told the truth, which was amazing. he said at the start of the season look there was a guy called Andreas Pereira probably it was a left wing backer or something they were trying to bring in and he was saying look Newcastle here they want to take you saying I don't want to sell you but I want to bring this person in and if I get this person in I don't want to stand in your way to go to Newcastle I was like when he said that I was like thank you very much because at that time were you already so you had Ashley Cole and you yeah and then that so that would have brought basically three of you in the same position yeah another one and I was getting to the age where I need consistent time.
24:54But he just fancied this player. So he thought he'd rather go with Pereira than me, which is fine, absolutely fine. And that's what I love about managers. You just be men, you know, men is men. Do you think that most don't tell the truth? Or just hide it or whatever. But he's probably one of the only ones that was very direct in that instance, you know, could have, didn't have to call me into his office. But I appreciate it because he said, look, Newcastle here. If I take him, you can go Newcastle. If not, I want you in my team. Because it's not like I want to get rid of you, but I would love this person over you.
25:25How did that style compare to Ancelotti's style? I think the style was a bit too structured. I think he was a bit too... AVB. AVB, yeah. It was a bit too... Hold this. It was a bit too rigid, the whole tactics and the way he was trying to implement them. You think that was because he was a young manager trying to make a mark, not an experienced head who had the confidence already in his approach? Yeah, probably had the... wanted to show the bravado and the strength. It was hard because it was a transition between all the senior guys as well. I think maybe there were some conversations about transitioning them on and then going through a transition of the kind of senior guys out, new guys in.
26:03And I think that probably just got mismanaged because they were some strong senior guys. But also you have a 30, was he 31? I think he was. Yeah, I think so. 31 year old. And then you've got Terry, Lampard, Drogba, Cole, Cech who are the same if not older. is that a strange relationship to have? Yeah possibly and I think maybe there was a mismatch on just having that I think you look at a Brighton coach I think he has that aura of I know I'm young I'm willing to listen to anybody but I know what I'm good at I know what I want to do I'm not saying I have all the answers I'm very confident and then the older players can share in with that I think maybe AVB's when he wanted to be like I'm in charge I know what I'm doing I don't need you guys it's a bit tough But that transition then when he leaves in February, Di Matteo comes in and it obviously ends in the Champions League win, which seemed massively driven by the dressing room as much as it was by the manager.
26:58Yeah, it was. I think exactly what it turned into by being led by, you know, Robbie and the players, the senior players, is what Chelsea had lost because we was in a precarious moment in the league where things were inconsistent. I think it was like 6th or something, which is ridiculous. We had a meeting one time and I think ABB went. A big meeting, everyone basically, what's changed? What's different? What's going on? I want everybody to speak and give their opinion. And when it come to me, my thoughts was my feeling of the whole dressing room and the club at that time was, it just didn't feel like the Chelsea that I was brought up in where from the age of, you know, 16, 17, 18, 19 to 20, we didn't think about losing.
27:40it wasn't a thing it wasn't like an over arrogance but it was you would look around and you're so confident that everyone is the best in their position there's no one here that's here because of anything and you get so much power from that and the ethos was winning and winning and winning and there used to be this feeling from the youth team down and you look at the records of everyone white I don't know I can't really explain it but there was a feeling of you would never ever think about losing You said that? Yeah I said I don't think it's here What was the response? No it was everyone it wasn't like a debate each it was just listen to everyone's thing and i say that was the biggest thing for me i just felt like we'd lost that i feel like we're going into games thinking about oh hopefully we can win is there a feeling of resignation when you are in a bad period and the rumors start swirling is x manager but in this case avb is are they going to get the sack are the players in an element of fuck it there's not much we can do we're on the downward slope how does that temperament look when the downward slope is very obvious yeah going through a few times from the player's perspective i think it it becomes frustration because i think the managers go into pure delusion i don't know if it's tough for them it's hard to think about everything objectively it's hard for them to come away from themselves and actually see their actions they're kind of blaming players or they need this they need that but their whole action the way they're taking the training sessions, the tempo of the training session, the detail of the tactical approach is just a shadow of what it once were when the manager was being successful.
29:12And I just think maybe they just get into an operational blur, egotistical protection. I'm not sure what it is, but they just get into this lane. Was it at the time at the club, and it's an interesting point on prioritisations, but the Champions League was such an issue for the club. It had been the thing that Abramovich had wanted from the start and it hadn't happened despite being one kick away. And that year it really did, it's easy to say now because we won it, but that year really did feel like the last time that group of players would probably be at the level they needed to be at to win it.
29:43Did that all-consuming obsession become actually quite a hard thing for, should we say the managers to be able to deal with, but also the players? As the players, it definitely wasn't a stress. It was, we want to do that. We have to do that. Everyone wants to do that. We have to make that step. Yeah, and like I said, that was the feeling and the thing. It was normal. it was normal for us to take that step what's the feeling in the dressing room as you're like getting ready it's 7 30 kickoffs at eight what is that feeling is it excitement is it nerves is it yeah a bit of a bit of everything depends which game you're talking about yeah i was saying the final uh the final yeah that was like can you palpably feel the nerves yeah can't you hear it is it not coming through again the only player to ever make his debut in the champions league in the final the you know the thing for me is i think because of the the very um kind of pathway i've had and I felt like I was fortunate enough to go to Chelsea and stuff but I felt like everything I developed after that was earned.
30:38I never had like an easy ticket where you say oh come on let's go here or I fancy him and you get like this you know some players get this elevated pathway I've had to learn and go and play and play and play and play and keep playing to develop it and coming back to Nottingham Forest Billy Davis funny so I'll be in a Champions League final and all I'm thinking about is Billy Davis and he used to say so he's playing against Derby and we played them that's a big game now I think we beat them like 5-2 or something but before the game he was like he was just walking around the dressing room saying play the game and not the occasion just walking around saying play the game not the occasion and funny enough when I was at that Champions League when I was getting ready that's all I could think of so when I'm hearing the Champions League soundtrack and stuff which is amazing and having that realization I've got this this echo of just playing a game is just another game.
31:26Did it actually work? Easy to say, hard to do. Yeah, it did. It actually worked alright playing against like for example Robin was dead no matter how dangerous he was. I'd had that repetition against him when I was 16. The more you play against a player you become familiar with them. So it wasn't like I played against him in major competition but trust me it's not easy to get 300 one and ones against Robin in pre-season. I remember Robin so much for Adidas F50. Yeah, yeah, yeah. He was the one remember with the ones that covered up the laces. I remember it was the black, like electric blue around the back.
31:56Was it like a was it full black or was it like a grey? It was grey black. On that note, do you get paid to have like a boot deal? Yeah. Were you Adidas? Yeah I was Adidas. I had Adidas, I had their 50s. They were probably not necessarily banking on you starting left wing in the Champions League final. So I would imagine like now being obviously helping some people out on their journeys. You're all versed so you can go up to millions now. And you sign up for a season no it'd be quite a long-term contract four or five years and then they'll be like what you do is kind of implement like a matrix system or development system so it's always progressive so you get promised i don't know 100 pounds a year but you'll get guaranteed 50 pounds but if you play x amount of games here you'll activate another 10 x amount of games there and you activate the full retainer then you get the money so that'll be international games premier league games where you can activate the whole thing totally yeah so when you look at like say your core salary paycheck from chelsea whatever club you're at what percent is core salary versus alternative financing be it boot deals be it toothpaste instagram ads you name it yeah well your core monthly will be salary and bonuses performance bonuses yeah and then there's a team performance bonus that's paid at the end of the year depending on where you finish and how many games you've played what was the biggest team performance bonus team performance bonus surely champions league yeah champions league i think for 90 minutes and everyone gets the same there if you play for example if he was consistent in competition and played all the games you get played per percentage of games that you played basically it's broke down into the pool because one was champions league who told you you were starting that final yeah robbie at lunchtime yeah was it completely unexpected or did you have a was there any hope i had probably 10 % thought because if you look at I think even some of the last game of the season, we had suspensions what a win, honestly the whole story, that's crazy, the Napoli come back, the Camp Nou it's mad, the same year right, so we lost 3-1 to Napoli away everyone's like, done beat them 4-1 at Stamford Bridge then it was Benfica, then it was Barcelona, 1-0 at Stamford Bridge, Terry sent off in the second leg, Terry off, Ivanovic kicking the spot, gets the booking gets the ban Messi misses the penalty Was Zivanovic a great team mate?
34:21Yeah he's a top man core part of the team super good guy Horrible part of that was when he found out he missed the final in the interview I remember watching it and he was like what? He didn't know Unbelievable But that Torres got how was Torres? Yeah very good guy very good guy Because as fans you just wanted him to do well Yeah And he had amazing moments but not the expectations He needed to be more consistent in the main part But other than that, he was a very, very good guy. That's one thing. All of them were proper men. I think some difference now were not really age-related, but they were all mature, very mature, like all leaders, captains.
34:58Why do you think that is? I'm not sure. I'm not sure how the differences change so much. I don't miss the game in general. Do you think there's a difference in loyalty to club? I think one thing you see more is just an increasingly mercenary nature to football clubs, partly by players themselves, where wearing the badge doesn't quite mean as much as it used to. And the fierce loyalty of a Lampard and a Terry and you name it, you don't necessarily see that at times today. Yeah, it's true. But I would say that's also on the clubs. Clubs now, if they get a good deal and they think it's a business transaction they want to execute on, no matter who you are, then there's a chance they'll look at it, whether maybe previously they just wouldn't have entertained an offer.
35:36The players have a lot of love for Abramovich. Abramovich was obviously a loved figure by the fans. yeah yeah massive deep you know respect towards him i think just how he conducts himself how did he conduct himself very um very calm you know whether he's in the training ground or come into the dressing room he would speak or just you know sit on his corner but just have this aura of respect and uh he never came in at half time and gave you a hair dryer treatment and pop out of the uh the laundry basket or whatever jose did yeah did he actually get did he get involved ever with the negotiation side let's say you're trying to sign a new deal and maybe it was a tough one or there was a player who really wanted to come was that down to the team or was there a moment where the owner actually goes no you need to hear this from me so the owner he would deliver if there was a second of the manager would he yeah he would would go into the media room himself will be there and he's one of his main right hand guys uh eugene would be there as well and what's that like what's the atmosphere yeah that's a that's an interesting atmosphere that's a it's a very you can feel the power in them situations and he would give his reasons why he's not happy to get rid of this manager because of X, Y and Z and why he might be disappointed with us but it's important that we move forward Which manager was there the most discontent about seeing leave?
36:54Probably I wasn't so close to it then probably Mourinho I think that was one moment where he thought when he left then he thought anything's possible in football right now First time? Yeah the first time Second time was a bit different Was there any manager you didn't say who? Where everyone was like, thank God. Yeah, a few. That was it, honestly. Is it hard to play for a manager you don't respect? Yeah, I think so. And the respect is hard not to have. I think I probably only had it with really one manager. Why? Maybe it's just like when the dinner ladies don't like you. That's a problem, right?
37:31How is that transitioning? your whole aura the way you're moving around is too like I'm the way everyone needs to listen to me this is how it's going to go and then you go 360 and a year later you're you're actually communicating things you're actually seeing the value in old players actually taking on new ideas is actually what's going to make you survive in the best league in the world Did you see a major change in how managers conducted themselves? What they were able to do maybe in the end of a Ferguson Mourinho time to the managers they then had to be to get on well with players towards the end of your career?
38:05Yeah, I kind of, I think there was three changes and I think two come very, very quick. I think you had the traditional managers like Ferguson's perhaps and then when kind of Wenger come along a bit, they were kind of like tactics, get around your man and then great, they were great man managers. Their squad was, you know, very gelled, very cohesive. And then it moved to kind of deep tacticians. I think Mourinho tinkering with every little thing, doing so many unorthodox things to win a game. and then come the kind of now the way the managers are going the Klops, the Peps loads of managers the detail they put into their game it's not remember it went down the phase of I'm the manager you're the coach now I think the top top managers are like well coaches they're coach managers so they'll take it they'll have their coaches but they'll be leading sessions they'll still be on the pitch leading sessions we're looking for meticulous changes details not just leaving it to their coach Gone are the days of that old school mantra where it's like, yeah, let my coaches take Monday to Thursday.
39:07I'll come out on a Friday and do the last little bit. The managers nowadays are so detailed in what they do. Which manager today do you look at and think I would most like to play under you? Be Pep or Klopp. Playing against them two teams was amazing. They're so mentally intense. I think City is a more mentally draining game. Liverpool's probably more physically draining. they used to stress for example people playing against Liverpool that Salah and Mane they would run inside all day long they'd be threatening long ball they'd keep possession but they wouldn't be scared to play a long ball but a long ball is so accurate they're sprinting in behind so you can't head it back to the keeper the ball's not got enough pace on it so you can't do a big header so you have to just get some sort of contact on it or guide it out of play but if you do get that contact if not Salah's in behind you the midfield even though it's gone long they haven't fought oh it's gone long but I wanted it short and then they turn around and then they go no as soon as the ball goes long the Hendersons the everyone's of the world is turning sprinting picking up that second phase ball and then they got you in your half and if you're playing City it's more there's a player there I need to get close to him he's a bit too far but as soon as I move out of this gap someone's going to pop in this gap so I have to stay in this gap it's like a game of chess City it's like the most intense game so they've got mad possession so they've got runners everywhere but you can't move too far because they're waiting for you to move out of the pocket and they'll kill you in that pocket tell us like you've got liverpool on a saturday the week before that what's happening are you tailoring to the opponent are you focused on your tactics yeah we're focused probably three parts so how we're going to build up from our build-up play whether we've seen something where we can play short and once we play short and execute one two three passes the space is there you know how we're going to kill them from from the start or if that's not on we're just going to squeeze up we're going to play to Trent's side because he's probably weaker in the air and he's further away from Virg as well and then you'll go through their consistent attacks of how we need to defend and cover each other and then how we're going to attack them if we get into their attack in third how we're going to kill them there, what's the best runs and then how we're going to press them who's the weak point, which points are we going to jump on, where are we going to try and push the game so there'll be loads of different levels In my head when you're talking about this I'm thinking of you at Southampton when you're playing regularly captaining the side, it's the moment of transition right when when you are going from this history that you had with chelsea to then that decision to move and and move permanently most importantly why um just to continue my trajectory to be honest it's 25 i think 25 just to continue to continue my game i've already i had that ethos at the start i'd love playing and then obviously you're in a big squad so you need to be patient i think my games went something like 12 18 25 30 and they were progressing until they did and they stopped to progress.
41:57I think when, I think when Mourinho probably come in, he started to play an Azpi left back, this and that, and all these. So there's no problem for me. Do you think Azpi was a better left back than you? No chance. It was possible. But if you look at the tactic, probably Mourinho probably wanted a more solid, consistent player, but I could do that. But also he knew I could just go, possibly go winning the game, but he probably didn't want that person winning the game or assisting the game or he'd rather hedge and be more conservative because I think him and his whole personal demeanour tactically changed from his initial.
42:32When he first came, it was 4-3-3, 4-diamond-2. We would know, I remember the youth team, we used to have to replicate things. Very progressive football, very attacking and winning. And he never stopped winning for sure, but the tactic actually changed. I think he'd become more conservative with his approach to the game over time. Second time around, that team was, well, he came back and won the title, didn't he? He got Fabregas, Diego Costa in. and it actually plays football. Yeah, and I think Fabregas is probably so key because he could release people with that long ball. Diego Costa. He was an animal.
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43:03Yeah, he was funny. I remember when he was playing, I think it was at Southampton, when he was playing them, we were playing the balls down there and we were squeezing up to the halfway line. And you could just see he's just standing in my eye line just turning around and just staring at me. He's staring at me. You know, you're not trying to pay attention. He's staring. I'm like, the ball's there. It could come any minute and he's just still staring at me. And he's staring. I'm not giving my attention and I finally look at him he looks at me he laughs and runs off really who had the weirdest thing we've heard someone sorry I can't remember who it was which player someone I think it may have been Falcao to a centre back someone told a story they were like he was asking me who does my laundry at home he was asking the centre back that to try and put him off and the next thing you know he'd spun him round the back who would do that weird kind of stuff probably me to them to be honest me talking rubbish I just love to have fun with it when I'm on the dance floor.
43:55Who did you look at the team sheets and go, God, I can't believe I'm marking them. Who was the dreaded, I can't believe I have to be on them? I'm not sure. Hazard. I think, yeah, Hazard was what a player. One of the best. Yeah, what a player. How do you analyse that downfall? I think it comes to a continuation. I think he got to Madrid and that was his end goal. So maybe there was not much to chase. Strange, wasn't it? Because I was looking at the stats and I think he missed it. It's something ridiculous. He missed 21 games across his time at Chelsea through injury. So let's say that was across, what, five years, six years?
44:30Nothing. So three to four games a season. Goes to Madrid and he barely plays 21 games. So I think you need to start, you need to try and stay locked in, I think, towards the end of my career. There's dynamics that come into play. As soon as you come out of that sort of locked-in football mindset, it's hard to get back in. like now I'm thinking I can't even dream of getting back into you can get back into shape but can you get back into that mentality where it's very like straight laser focused you know you're training in two days you know your patterns you've got this team then and this team then it's a lot and you don't realise it until you come out how like locked in you are even when you're chilling in the park with your kids but you're always thinking I'm in at 11 o 'clock tomorrow Where do you play your best football?
45:14Southampton So when you leave Chelsea you're on how much? So at Chelsea It was It finished at about It was about 50k 50k a week Yeah And at Southampton Your first contract is The first contract was about 60 About 60 something Yeah Got you And was that the highest You were paid No Highest probably ended up About 120 So yeah So it was good And considering I wasn't Like in the top four That's my point So when you look at like An Eden Hazard Today Who now has a long life Ahead of him And Obviously Is not earning money now he's obviously stopped playing is he like financially secure is yeah i think so i think it's them ones that that will be very financially secure i think that if they build a big bulk of sponsorship money they could be getting two to four million pound a year just through sponsors so when you are in whatsapp groups with other players today is everyone like hey i'm doing stuff because i love it and i want to be investing and it's fun or is it like an awareness that actually life is long and don't get me wrong 20 million is a lot of money but with kids and holidays 20 million goes yeah yeah and it was you know probably the average of kid private school it's it's crazy yeah and so is it a necessity or a passion for the players that you i think it's a passion at the minute a bit of a passion and a cool card investing in a minute for them i think some are actually savvier but they're not thinking about sustainable returns for the future or you not what's my cash flow going to be like in them i was going to have in these businesses that's great but where's my cash where's my return say if i've got x amount of million there it's bringing me i don't know seven to ten percent a year i'm going to nick 1.5 percent of that output in my pocket that's that much cash these rentals give me that much cash did you change your spending when not earning i think the mentality that i had was i like to keep my spends not too far away of what my reality would be when I finished.
47:09So for example, if you knew you needed, when you retire, you're going to need 30k a month or something, 40k a month. You would kind of keep your spends in and around that already. You know, you wouldn't be spending 180k a month because then the jump from 180k to 30k, 40k seems paltry. You're like, fucking hell, I've got to live on... No, but you should condition. It's all habitual, right? But most don't, do they? Most don't. You'd be spending the paycheck to paycheck. What was the most crazy car you had? I had a 458 convertible hard top. That was very nice. Is the car part like Boy's Paradise?
47:41Yeah, yeah. People like it. Is there much social capital tied to cars? When someone comes in with like the most awesome Lambo, is everyone like, whoa, Michael. Yeah, I think you probably get a solid 48 hours or solid, no, three days. And then everyone doesn't really care. And then they go, they can't say rocks up. Yeah, and everyone's like, that's cool. You're doing it wrong. That's what you should be like. There's an age, isn't there? because you work with a lot of young players now there's an age where that can move from being maybe cool so if it's too young and you're just breaking through arrogant put that car away that's you're not there yet yeah definitely i think you always got to have them principles confidence and principles you don't need to hide your money you can enjoy your money just be smart with it and think for example i wanted a range rover thinking it had to be my dream to get a range rover sport i made sure i played like 100 games in the league already so although i weren't establishing a Chelsea first team and the day I knew I was a I was a footballer I was a I was a footballer so I thought that mentality if they understand my journey even though it hasn't been with them you know I've played you know near enough 100 games in the league now that I'm sure like me getting a nice car isn't How do you advise players?
48:50You see people a lot of athletes who have some success early like your Raducanu's of the world get a lot of sponsorship opportunities and it's like make money while it's there because it doesn't always last but be aware that that's a lot of distraction that's two days shooting here three days there travel here how do you advise the balance between make hay while sun shines and focus on execution and being the best yeah i think of leverage i think when you're when you are that star that's where you leverage your star capacity for financial gains and for you know longevity and network and what you want to do that's the most two important things and another thing i always have this debate with some people is make time.
49:32And when you're going through it, even though it is busy, it is demanding, but it is what it is. I just don't get people that say, I don't have time for things. You find you have to be careful when you are managing players. The difference between giving advice and letting them kind of learn a little bit for themselves. You don't want to necessarily be projecting your experiences. Times do change as well. Yeah, of course. You can't, you give examples, but at the end of the day, everyone's living their life, you know and everybody lives a different career has different moments mistakes won't be the same as your mistakes so it's not burdening what do you think your biggest mistake was my biggest mistake was when i was with andy carroll and scott sinclair and we was in england under 19s in leeds and we snuck out of the hotel the team hotel in the evening we was just i think we were just chilling at like a McDonald's we was like 10 days away in Leeds stuck in this hotel one evening we just went out to go to the McDonald's up the road it happened there was some banter in the dressing room I think somebody's room got like the beds got flipped over and all that stuff and then that wasn't quite ethical and there was a team meeting and team meeting was called and we wasn't there and then we got called back and I was on loan at Oldham at the time the England manager then was telling me yeah you'll never play for England again this that you'll never do this you'll never do that I was thinking, oh my God.
50:55It was on Sky Sports News, I think. And I was just thinking, oh, Chelsea are going to... You know, everything you're thinking, this is not cool. We're at McDonald's? Yeah. We're not really McDonald's, yeah. We're just out, just to go and hang around and just have a bit of freedom. When you go back to your club, is that a club issue? Do they speak to you about that? No, I went back to Oldham. I think the club might have called. It is what it is, isn't it? And then probably England said their fair share about I'll never do it. And I think that's probably my worst mistake because that cost me. that cost me I was delayed in the 21s trajectory so I would have done it and then delayed you to go to the first team delayed me to go to the England 21s next step that's what I was probably then and then I was going to immediately go but then because of the staff I wasn't chose for selection for a year or two the real question on the back of that is what was the Mackey D's order I think it was a large spread oh it was a large spread you didn't even get a chicken select yeah no no if it was like happy meal that's a McDonald's advert isn't it the chicken select was worth the call up yeah so that would be like yeah i thought that was the end of the world do you get paid for playing for england yeah so our fees that we get are all donated anything that we get paid we go to work for so then we'll do commercial advertising and stuff they'll get a retainer of the commercial value of the team on the trips do you find your like enterprise value as a player for commercial stuff goes up when you're in the england team yeah definitely but the value of footballers and sponsors compared to tennis players and stuff is I know it's a singular sport, it's a singular person so the money in football has to be divided so much but the differences are crazy.
52:34Do you think so? Yeah. I remember we've had Miguel on and he was talking about, so we had an agent on and he was talking about the challenge in football is really the top 3-4%. I was surprised he was saying that great players still didn't get that much. He said he's chasing deals for really good players because there's so many and the big ones will swallow up the majority of yeah they'll just swallow up the majority and yeah it's crazy did you ever have any like brand deals on the side with like sardine or like lynx deodorant or like just through i think anything like that was just through a club so it would be a club deal it wasn't a direct deal it was a club deal on part of commercial package you get shoved do you wish you'd marketed yourself more less is there anything that you could advise yourself on monetization opportunities while you were playing yeah actually what i'd love to have done is like we touched on earlier i'd love to have been incubated better on marketing investing and everything in them early stages and i think that's what that moment there i think if you nail that down for the players in terms of just life development in their moments i think we'll get well-rounded players making half the mistakes that they do.
53:40I think there's a difference between in America. I think when they're forced to go through the college university program, I think it also gives them time to mature as individuals. Completely agree. At least then they get to be around, they get there on a scholarship, but they get to be around other kind of different wealth profiles and they get to shape their mind. Well, you're coming from Southeast London, you're the first generation of money, you get 10k a week at the age of 17. Your family don't know much about money. you're learning money you know eyes are lightened up and it's tough you then go to Southampton and you then become big fish in smaller pond Southampton's a great team but you're a bigger fish and a big signing in a smaller pond yeah how does one's mentality change with that it was progressive because I think I'm going to go here I'm going to play well now if it's great then I'll come back to a Champions League club or if not having a career we'll see what happens why Southampton because I'd imagine you had quite a few offers Yeah, a few offers.
54:39Yeah, a few offers. It was West Ham at the time. And that was a bit of a weird deal. Weird, weird deal. Why? Because I think Allardyce was there. I think he just bought Cresswell from Ipswich. But then the owners wanted to bring me in. I don't want to be that guy where the ownership brought me in and the manager's like, I'll play him. But I just brought my guy in. It was just weird. And there was a few others. But I went to Southampton. I met Ronald Koeman. And I really like these style of managers. A little bit like Ancelotti. More of a father figure. doesn't have to shout or scream massive aura can just give you a suggestion like that and that's enough you don't need to shout at me or yeah I just resonated with him a lot what they were trying to build how they had built a good momentum before with a previous kind of team that got promoted and stuff and they done well but then how they were going to take it forward and yeah I was I loved it.
55:28You have to be careful not to make a decision on a club based on a manager when we've talked about the volatility of managerial position. Yeah if you look at the setups and I think the The professionals, I think, at the time, they had Paul Mitchell as well. He was very good at his role. The ownership was structured very well. So he had everything. He had a new training ground. The manager was great. Ownership was very, very good. The Lieber family. The professionals in the directorship as well was all there. And it was set. You know, it was set. And most importantly, you're playing week in, week out.
55:57Yeah, week in, week out. You were in team of the season, weren't you? PFA. Yeah, team of the season, yeah. For that, yeah. and then England I haven't touched on it but you know getting those opportunities club versus country is such an interesting conversation that comes up where does it sit for you getting that chance? Oh yeah that's what you do it for you want to be the best there's nothing like being when you're in the England team you know you're the best in the country so no matter where you go you've got that it's like a badge like a Premier League badge but then you've got the gold star because you won the Champions League it's like you're the premium premium player and you think right I'm at the top this whole country I'm at the top You were the first gareth southgate years weren't you as well yeah was that transformation as impactful as everyone likes to make out yeah i think culturally i think culturally there's there's two there's two things at play here i think in terms of how where the industry shifted to what gareth done was he created a better culture a friendlier culture a more cohesive culture possibly we had the whole players used to be a bit clicky not in a bad way but you know teams would sit with each other and not really interact and then the whole social bond probably wouldn't come through and you need that a lot in in big fixtures not that not the players from teams still didn't sit with each other but he created a good ethos to be honest gareth really good dynamic a lot of team building sessions that end up developing a good ecosystem and do you think that therefore built the respect that seemed to run so deeply through that management style yeah i think the expert thing was what he'd done was off the field stuff the on the field stuff I feel like I think if you look at he was quiet in the early stage it was quiet I think he kind of done the kind of like why Spain are so good I think because if you look at Spain they pick generally from two teams right they've got Real Madrid and Barcelona and then a few others but when you have that consistency of tactical know-how and consistency with the players where they're playing off the same hymn sheet from two teams to bring that together you get a lot of performance because it's such a small port all play in the same way so when you bring them together from wherever they are they know what it means to the country and they've been raised in a similar ecosystem so it's easier to get that performance so i think if you look at you look at the teams what i felt was it was when tottenham were flying so then we would have kind of we'd play wingbacks there'd be ever-present tottenham players within the core of the team you have walker and danny rose yeah walker danny rose harry kane eric dyer deli ali then all of a sudden that's 50 of your team playing that familiar playing one tactics you'll get a natural uplift on performance as well who was the best manager you played under so many played very good roles i'd say coming and ancelotti that's i'd put them to side by side really coming right up there yeah who was the worst manager you played under the worst right he just didn't have a clue he didn't have a clue pellegrino from he was at southampton why not so much i think his whole delivery just couldn't get it across to be honest just couldn't get it across the players all feel like is everyone Yeah, are they like, oh there's mad drills or the assistant will have us doing mad warm-up drills where it's just like, we're all here for learning, that's fine, you can have new concepts but why is that?
58:59Did you ever have a bust up with a manager? Yeah. What was the biggest bust up you had with a manager? It was probably Ralph Hasenhul, Southampton, at the start. What was it about? It's micro things, like he come in, he fought. To be honest, I have a lot of respect for him and actually I really like him, he's a really good guy. but at the start when he come in he come in fully egotistical thinking like anyone 30 plus or 28 plus is like the enemy because they can't learn new things it's his way or the highway everyone needs to listen there's no talking back and it was like we're only here to win like you need feedback because I've been with a lot of managers that have done a little bit more than what you do and they listen to people and this is how you survive in the Premier League but I think he sensed that and he was so paranoid of other people perhaps making him look like he's not the number one confusing feedback for talking back it was just so like awful tearing approach this way that way what happened to him he ended up doing okay for us but basically there was one game and i think it was losing and then he took me off like last minutes we was going for the game and i'm thinking why is he i was thinking why is he taking me off why don't you take a center back off if anything just keep all your attacking players on the field take a centre back off and you know worst case I can go centre back or something because we're losing like we need to go for it like I once spoke to him I said to him I said oh like I just didn't know why you took me off can you like explain it just a normal chat after when you're debriefing the game the next day he said it was a bit hostile and was like you know it was just a decision that I made and I was like all right no problem and I left the room and then after that he just never spoke after that he just never spoke he was playing people like Musa Gineppo is playing him left back he was playing Kevin Danzo left back like centre backs left back wingers left back anything to kind of provoke a reaction out of me but I wouldn't because I want to win it's fine if you want to play that's no problem I'll just train every day and didn't kind of say nothing and I spoke to one of the directors I said like what's going on what's he said to you he said oh he's said he wasn't happy with that moment and now it's just like a Mexican standoff I was laughing thinking Mexican standoff let's just have another chat and fix it what's the issue let's fix it and he never wanted to communicate and wanted to push his way anyway was anti-possession was trying to tell him look I want to perhaps we need to take more possession on the ball we can't be so frantic as what you want to play high speed football that's fine but sometimes you need to keep the ball in the Premier League because otherwise you're going to die you're going to concede last minute you need to keep the ball that's a form of defending as well and just wasn't having it wouldn't even let us take a touch the ball would come it'd be so focused on transitions I would play one touch forward but he'd want you to play one touch don't take a touch play one touch if it come I'm playing one touch back so when he got fired you were like woohoo well actually towards the end he went full circle because we played against Pep a few times and I think he started to see that is possession football actually and he slowly slowly he ended up going 360 ended up being more personable talking to everyone trying to be people's best mate you know had more of a character was doing possession based things this is the one who was nasty to the dinner ladies this is the one yeah well the dinner I don't know why he was or whatever but they weren't a fan of him at times and they like possession baseball too they told him here's your beans and possession and he was like what do you mean but that's disingenuous in a way so that's when you're talking about you know the respect the automatic trust that you have that just going from one minute I'm going to be like this and the next minute and I need you to the end of trying to give me a new contract to keep me to stay you weren't worth my time because that moment at the start like he was very disrespectful it was very disrespectful i never said anything never done anything he actually killed my game because i stopped attacking i had to stay back and you know he was killing my game at southampton i had to stay back i stopped attacking they're like oh yeah he's getting on a bit right you know no he's not getting on i'm just not allowed to run forward i'm not allowed to run forward i have to stay back here you're like oh all of a sudden ryan's not getting crosses he's not attacking fullback no it's because i have to stay back which is fine if they want the team to do that and i'll sacrifice like that but from the early days the respect was a one-way street with him and then coming back and then killing my game and then needed me to stay why would I stay how was the process of you making that decision to retire so I was at Leicester and things didn't get off to a good start there why just I don't know transitions things didn't really um didn't really couldn't really get into my groove it was it was cool it was just a string of events I had COVID at the start of the season which I missed the first game and then had a couple of weeks out of COVID and then that prolonged actually I was getting like I remember I would train then every time I'd stop training I would just get a migraine straight away for like another six weeks or so so it was hard to get the fitness back and then got back into the team was playing you know easing in things were okay but not as good as we wanted it to be fast forward I tore my meniscus and simple operation was probably aiming to be out for like one month but from the operation I had infection in the knee that one operation ended up lasting having three more operations and it just just kept spiraling and spiraling so i never really get back since that so it was a it was a very very tough time go through that process yeah and so you made the decision then hey it's not getting better cut it yeah to get fit and then pursue other options but then never wanted to be one of them players that just prolonging it i see players when they play along and i think is it for the love or are you stuck are you stuck in this thing you don't want to let go of it because either financially not you're not set up or you don't know what to do next or you're just stuck in the cycle so you're playing you shouldn't be playing to be honest it looks weird or some people can some people excel at it they go on are they playing because they're stuck is it for that reason that you think it's important that you are proactive in work outside of football while still playing for sure and they're all promotion we say is yeah it's great if players you know are productive thinking about investments he wants to do this business that business but at the same time the managers have to come along board with that because i've sensed a lot of managers that once you start being too loud in your business endeavors you would start to be questioned and start to be like oh is he focused that you might play two bad games and because you've been on the business of sport the week before or you was at this investors event is he's mind on it all them things come into it which is ridiculous but they will and they do when you wake up the day after you retire how do you feel you've been a professional footballer for your whole life since you're 16 and the tag is suddenly removed how do you feel when that identity is removed for me i didn't really build myself off the narrative of that and that's probably one of the most important things for kids young kids probably from 12 13 14 15 is to build your social worth not of who you are and of not what you're good at and i think that i think the more players at that young age can try and restrain from you're going to be the popular kid because you're at Chelsea for sure if you can try to differentiate and separate your social worth is associated with a badge, I think players in terms of mental health when they get released and stuff it's a lot more the transition will be easier so yeah I never really I'm chilled, I just go to the coffee shop, go to the pub take my space, I'm not really for it I love brilliant things I love the access that it brings me I love doing all of that stuff but I'm a very content, simple guy.
1:06:21And what now then? You've got lots going on. What's the focus? So now I think in establishing my thought process to the next part of my life, I think it all come down to being purpose-led, I think. I want to do things where I feel good. I want to help people. I want to make money. I want to generate great returns and great income. But I want to do it while helping people. That's why we spend a lot of time, one, advising and working, guide new generation young players. great when you guide them and you see how much money they go on to make for their families how much it changes their life it makes me feel good i work in africa between ghana nigeria ivory coast we go and change people's life tangibly change their lives and that feels very very good and then now probably just to move more to transcend the sports game and and invest in the in the sporting landscape and try and keep developing this ecosystem so yeah that's that's where i I want to be helping people making money.
1:07:16Invest in sporting landscape, asset side? Yes. More from ownership side. I went down the route of directors. You could be a director, but I really need to set a strategy. I think there's so much left on the table. What is left on the table that is not being seen or appreciated? In a football? So much more. There was a brief chat that we had before about the study into the behaviours. Like I mentioned about the manager that's moaning. for example I was thinking how if you're an owner I can see it's frustrating as a player to know that we're not training correctly to know that we're not preparing correctly but to hear a manager say I need strikers I need strikers I need strikers I need strikers we're not scoring but if you if you analyze the weak flow of training how many finishing drills did we do and how many individual finishing drills did your striker do and then when I saw that dislocation I'm thinking but you're demanding strikers you're protecting your ego because you're shot to pieces tactically you ain't got the team that's your argument you're using against your owner I'm thinking well it doesn't add up here so there's so much I think with modern day technology that can be implemented into a club that could aid performance if you analyse behaviours and not just the outcome I'm pretty sure there's a minimum exposures to goal where striker needs to go through for him to be in prime time to get the best opportunity he still might not score but how do you ready him Surely in the whole tactical world that's going on, they worry about CV demand, right?
1:08:41We've covered 5K. We've gone through the tactics. Done. But where's the individual exposures to their actual actions that they're going to be demanded for at the weekend? Who's checking that? Nobody. So if you had a club, you'd be building a performance model of more individual work and accountability. Yeah, definitely. I'd study. Why not just be a coach? I don't want the demands. I don't want the same singular role for another 20 years of my life. I love travelling. I love achieving things. There's nothing more than I would like to own something, develop something, sell it. This is my passion.
1:09:15It comes back to the investment side. Quickfire? Let's do it. You go first. What do you wish you'd known at the start of your career that you know today? I wish I knew... Should have been born 10 years later. Yeah, I wish I knew what the new pros were getting. Football education, to be honest, more. I think rather than, so I like to do with the young players now where immediately going through Mourinho and all these top managers, I think there's elements of that game that can be taught early, a lot, a lot earlier. So if you equip players with the tactical now, sort of positional runs early, gives them a better chance to be spotted earlier from the manager, yeah.
1:09:51What was your pre-game meal? It would be pesto pasta. Night before or later? So the night before pesto, the morning would be an omelette with toast some fruit and then some pesto pasta again after that what was the weirdest pre-game ritual someone had in your team you know I had to get rid of it because I don't like to be I don't like to have them these conspiracy things around me I'd rather not because if I haven't got it then I'm done I used to carry my boots my first ever pair of boots around there were some quasars I used to carry them around to all my games but sometimes I would leave it and then I'd think I didn't like that misplacing it and then I haven't got it and then what happens i'm going to play bad i guess i chose to get rid of it post champions league win what did you do as a team that night enjoyed we enjoyed the evening that family so we saw family celebrated and then yeah just like do you have like a party on the jet back yeah it was so we stayed there at the top of the hotel and it was a massive open rooftop swimming pool and it was it was good fun in business today which manager are you most like that you played under good one am i trying to say something that makes myself look cool or tell the real thing
1:11:04i'd say yeah probably probably mourinho i'd say when he's when he's only because he loves it's quite tinkery and visionary and we need to adjust this just say i'm non-stop kind of doing the creative stuff yeah final one who are the best owners in the premier league today the best owners probably see see football group now why because they kind of operate it i know the players they have a good feeling yeah it seems like a stable big ship they're kind of quiet but present present enough but not too present respected enough i think they've got a good model at the moment but i'd say probably one of the best ownerships that i've been under was the owner of leicester honestly proper really super nice guy honestly absolutely that club deserves a lot of the way he runs it, how personable he is.
1:11:53And Rob at the moment, because he gets a lot of heat from the fans. Listen, I think the problem is in football is mediocrity. Mediocrity is the killer. And to be honest, people, I don't think hire as transparent as they should. I think they hire people that are going to protect them and people stay in roles because they're good people. And if we go down, we need to stay in a job. I think there needs more transparency from ownership down. That's what I would definitely see. And I think, yeah, probably when you get into that friends hire friends there's a family or there's a family feel and a continuation of warmth you want in a football club but it's a high performance industry you have to be good at your job and if people you employ are not good enough then I don't know why they always looking for to blame the manager maybe sometimes it's more structurally Ryan listen thank you so much for this this has been fantastic really appreciate it I loved it thank you cheers what makes some of these shows stand out is the personal stories and touches that the guests bring along to each of the recordings and there was no shortage of those with ryan we so often assume that we know players really well and that may be true on the surface but particularly through the stories that they can tell in situations like this there's a depth to these individuals and a humor and an entertainment factor that i don't think is shown often enough the pressures that this group of people who are under as well should not be underestimated.
1:13:14Yes, they have a fantastic life in many ways, but it does come at a cost and there are a significant amount of challenges to being a Premier League footballer. How they navigate that, how they future-proof themselves when an earning career at the highest level is very short, is becoming more of the topic that we love to dive into. And Ryan was an incredible opportunity to really understand what it's like to achieve the highest of highs in football, winning a Champions League and playing for your country to then understanding how to create value for yourself away from the game we were delighted to have that chat with ryan and thank you so much to him for coming in and talking to us and we hope you enjoyed the show now if you want to see more from today's show you can do so by going to youtube and typing in business of sport but before we leave you some words from our valued partners this is digital fitness coaching at its peak i'm so excited for us to partner with runner a relationship that's going to get us all up and out there me included pacing the streets woodlands parks, beachfronts, but backed up by elite level insight and accessibility.
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1:14:43A scary word, but let's be honest, integral to actually achieving. Over the coming weeks, we'll start announcing some of the awesome things we'll be doing with Runner to engage with you. It's about more than downloading an app. This is fitness-driven experience and community. We bring you a global network of runners who push, celebrate, and support each other. Whether you're an existing user or want to check it out for the first time. You can use our code BOSSRUNNER or click the link in the bio. Take a look, be challenged, have fun and of course stay tuned.
From the publisher
This week, we’re delighted to welcome Ryan Bertrand to the show, the only man to make his Champions League debut in the final…and of course win it in historic style with Chelsea in 2012. The regulars of you will know a conversation like this is exciting for us both as big Chelsea fans, and the shirts we wore throughout gave the game away anyway. But Ryan isn’t just the player who won that cup, played over 260 Premier League games, and was capped 19 times by England.
This is a former athlete with a story to tell that incorporates exploration away from football; interests that fans, the media, even those within the game don’t associate with players. You can do business, learn business, all while playing at the highest level. You can also leverage the power of your network and your unique experiences to add something few others can to businesses outside of the game.
This is something we encourage athletes, the ones who are interested off their own back and the ones who may not have understood the possibilities, to do in a world where opportunity can come from multiple sources. Ryan has built businesses, managed people, and carved out a path that now positions him to succeed at scale. What can you learn from him? It’s the balance of the stories we of course are desperate to hear paired with his transition from player to multi-faceted operator.
On today’s show we discuss:
Football Culture, Clubs & Career Decisions
- What Ryan learnt from being around legends like Drogba, Lampard, and Ashley Cole?
- What makes a great dressing room character and why every team needs one
- What happens when a club loses its “win at all costs” mentality?
- Why the best Managers are honest with their players and who was the worst manager he played under
- What really goes on during loan deals, and why he cancelled his own loan?
- How do directors, signings, and behind-the-scenes agendas shape team selection?
Money, Fame & Mistakes
- What’s the financial trap that catches most young players off guard?
- Why do so many players go broke despite millionaire contracts?
- The mistake that almost cost Ryan his England career
- Why did Ryan get into investing and how’s he helping other players now?
- What does Ryan think about today’s player brands?
Retirement, Identity & Reinvention
- What’s the real emotional toll of retiring from football?
- What happens to your identity when you’re no longer “the footballer”?
- What advice does he give to younger players about career and legacy?
- Why did Ryan refuse to be defined by punditry or football alone?
- What would he change about how football prepares players for life after sport?
A huge thank you to our amazing partners on the show:
RUNNA
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