In short
Graham Ruddick discusses his book Risk Roulette and how business leaders miscalculate risk, comparing UK vs US risk attitudes, and applying “upside vs downside” thinking to decisions, media entrepreneurship, and brand/competition shocks.
Guest backgrounds
Graham Ruddick is a former deputy business editor at The Times. He launched the Off to Lunch Substack newsletter (late morning inbox slot) and co-wrote Risk Roulette. He was previously a journalist on business desks and later built his own media venture.
Key claims
- The US is seen as more risk-taking due to “FOMO” and capital cycles that fund startups; the UK also takes risks, but talks about them differently.
- Risk is understood through context, mindset/goal, and having the information to decide.
- People are bad at risk perception; successful risk-takers use longer horizons (e.g., Bezos’ regret-minimization framework).
- Media success depends as much on distribution as product; AI will speed transcription and make back catalogs more searchable.
Notable examples
Babylon virtual GP (US funding then Chapter 11), B&M’s Simon Aurora (protective “secret sauce” risk aversion), Gerald Ratner’s “crap” remark, Tesla/Elon Musk brand impact, British Airways launching “Go” vs EasyJet, and skydiving with two parachutes (Equitory founder Clara Milia).
Written by AI. May contain mistakes. Listen to the episode to check what was said.
Chapters
Tap a time to open that second in VOThe Motivation Behind 'Risk Roulette'
0:29 to 0:56
Graham discusses his motivation for writing 'Risk Roulette' and insights on risk.
“When you need to build up your team to handle the growing chaos at work, use Indeed Sponsored Jobs.”
The Motivation Behind 'Risk Roulette'
3:20 to 5:08
Graham discusses his motivation for writing 'Risk Roulette' and insights on risk.
“This is the return match because I appeared on your podcast well many moons ago.”
Comparing Risk Appetite: UK vs US
5:08 to 6:28
Graham explains the differences in risk attitudes between the UK and US.
“But why do you think the US is seen as more having greater risk appetite than the UK?”
Simon Aurora's Risk-Averse Approach
6:28 to 7:30
Graham shares the story of Simon Aurora and his unique business strategies.
The Gerald Ratner Incident
7:30 to 10:58
Discussion on the infamous Ratner incident and its implications for business.
“It's just this idea of risk manifests itself in many different ways and how people think about it.”
Corporate Communication Challenges
10:58 to 14:00
Graham and Jimmy discuss the evolving nature of corporate communications.
“Tell us the Ratner story, because it's fascinating.”
Episode Discussion
14:00 to 28:00
“But I think what did happen that day at the IOD with that speech really has affected CEOs to this day.”
The Evolution of Media and Distribution
28:00 to 30:16
Explore how the media industry faces challenges with modern distribution methods.
“He talks very much about how zero to one is basically all about creating great businesses.”
Insights on Modern Media Success
30:16 to 33:19
Delve into what makes certain media businesses successful and the importance of community.
“Who else do you think is building great sort of media or perhaps media-adjacent businesses?”
Reflections on Substack and Media Future
33:19 to 35:25
Discuss the potential of Substack and the challenges faced by independent creators in the UK.
“lucky enough to get on the graduate scheme at the Daily Telegraph.”
Show all 25 chapters
Challenges for Media in the UK
35:25 to 37:50
Examine the British media landscape and the difficulties independent creators may encounter.
“I think Substack, when I started, almost saw itself as like a home to columnists, you see what I mean?”
The Future of Media Creation with AI
37:50 to 41:30
Investigate how AI is expected to transform media creation and consumption.
“a great product is just not enough it's just not enough and there are people out there who know this, understand this and a great distribution and you've got to get it right.”
Critical Perspectives on Podcasting
41:30 to 42:05
Explore the evolving podcast landscape and the importance of unique content.
“Yeah, I think it could be really interesting.”
The Changing Landscape of Podcasts
42:05 to 43:13
Discover insights on the evolving nature of podcast content and listener engagement.
“that I've sort of vaguely switched off, like, listening to them, and I haven't even sort of realised, partly because whenever you're doing a...”
The Story of EasyJet's Launch
43:13 to 45:02
Explore the origins of EasyJet and the competitive dynamics with British Airways.
“was the starting of EasyJet and how British Airways launched a competitor.”
Dream Guests for the Podcast
45:02 to 46:43
Hear about potential high-profile guests and the insights they could share.
“I do think he's a very special case because I've now heard so many different things about how he works.”
Risk and Reality in Business
47:42 to 50:09
Engage in a discussion about the risks taken by figures like Elon Musk and their implications.
“Elon Musk is undoubtedly addicted to risk and he's open about that.”
Rebranding Risks: The Jaguar Case
50:09 to 51:36
Analyze the bold rebranding decision made by Jaguar and its necessity in a declining market.
“What do you think of one of the biggest business risks that's been taken this year is obviously the Jaguar rebranding.”
The Intersection of Business and Politics
51:36 to 55:47
Explore the relationships between business leaders and political involvement, including risks and rewards.
“I think Apple is, I don't want to compare them to Simon Rohr and B &M, but it's that same mentality of focus.”
Lessons from Sports for Business
55:47 to 56:00
Learn about the fast-paced nature of sports and how its lessons apply to the business world.
“And it is also easier to do that at the start of a new government as well.”
Innovations in Sports and Business
56:00 to 1:01:00
Learn how sports innovations can provide valuable lessons for businesses.
“What are some of the most interesting sporting business stories that are out there, do you think?”
Pursuing Journalism Dreams
1:01:00 to 1:02:22
Discover the journey of a sports journalist and the impact of mentors.
“It's a boring answer, but I always wanted to be a journalist.”
Football Predictions and Future Trends
1:02:22 to 1:06:40
Explore insights into future football innovations and the impact of AI.
“Who's the most underrated player in the Premier League do you think?”
Reflections on Competitive Balance
1:06:40 to 1:07:00
Discuss the competitive balance in football and the potential for surprises.
“We saw a Leicester City, but back in the 80s and 70s and 60s, someone new was winning the league, different was winning the league every year.”
Reflections on Competitive Balance
1:07:32 to 1:08:06
Discuss the competitive balance in football and the potential for surprises.
“for The Devil Wears Prada 2 on Disney Plus and Hulu.”
Transcript
Automatic transcript. May contain errors.0:00This episode is brought to you by Accenture. When your advertising operations fall out of sync, everything else follows. Spotify and Accenture are working together to reinvent the rhythm of ad sales, using automation, analytics, and smarter workflows to simplify campaign delivery and access better data across the business. The result? Less time spent on operations, more time connecting brands with the moments and fandoms that matter most. Learn more at Accenture.com slash Spotify. When you need to build up your team to handle the growing chaos at work, use Indeed Sponsored Jobs. It gives your job post the boost it needs to be seen and helps reach people with the right skills, certifications and more.
0:42Spend less time searching and more time actually interviewing candidates who check all your boxes. Listeners of this show will get a$75 sponsored job credit at Indeed.com slash podcast. That's Indeed.com slash podcast. Terms and conditions apply. Need a hiring hero? This is a job for Indeed Sponsored Jobs. Welcome back to Jimmy's Jobs of the Future. I hope you've been having a great summer. Today's guest is Graham Ruddick. Now, Graham used to be deputy business editor at The Times. And when I first left number 10, I used to write quite a bit in The Times business pages about different ideas, partly as I was exploring what I was going to do next.
1:19And whenever Graham was kind of on the desk, I would sort of write three different ideas I got in my head. And he would always pick the one that was the sort of most different. So I sort of wrote about the rise of coaching and all these different types of things that you might not traditionally see as much of in Times Business pages. So it wasn't a huge surprise to me when he decided to go and launch his own thing, which was a very bold step. He launched the Off to Lunch Substack, which was a brilliant email newsletter that arrived in your inbox in late morning. So not competing with all the early morning business and political ones that have been often out there and he uh he he scaled this quite a lot and did really well with it um but then he was actually brought out by previous guest richard harpin as part of the ever-growing business leader empire so it was really interesting to get graham on to talk about his book that he's written alongside doing all these things as well called risk roulette which looks at the different and i've got a copy of it here actually you can see it here for those watching on spotify um and it analyzes lots of different business decisions lots of different business stories uh there were some great things in there that i didn't know before my kind of professional career about various fights between british airways and easy jet and so on so it's a uh it's a cracking read and it was great to sit down with graham and talk all about risk and how we often kind of miscalculate it and misperceive what risk really is as well so it was a really good chat and we even talked touched quite a lot on sport as well so in one of my favorite episodes of where we touched on four or five of the key jimmy's jobs topics so i hope you enjoy listening as much as i did recording it with grem make sure you subscribe so we can continue to get bigger and bigger guests
3:18Graham welcome to Jimmy's Jobs for the Future. Thank you very much Jimmy. This is the return match because I appeared on your podcast well many moons ago. You were one of the first guests. Let's guess well back in the archive we've probably both improved quite a bit since then. You have just recently written this book Risk Roulette which I found a fascinating book the surprising reasons why some businesses work and others fail. And it's like a collection of stories. One of my thoughts at the end of it was that actually, if somebody wants to understand British business over the last 40 years, they could do very well to kind of sit and read this book.
3:54Because there were, you know, I appreciate I'm pretty target market for it, but there were a lot of things that I actually learned in it as well, so that found really interesting. Why did you decide to kind of write the book? I've never been anyone who really wanted to write a book. I was a big believer in that Christopher Hitchens quote of, there's a good book in every journalist and that's exactly where it should stay. But I felt compelled to write it because this topic kept coming up all the time, risk. This was like a common thread that would emerge through conversations with entrepreneurs and CEOs, how they thought about risk.
4:32It was also a common thread that came up in terms of the UK and US. the US attitude to risk is way different to the UK. And it was just something coming up so often, and the stories were so interesting. I felt compelled to write it. And I subsequently learned that that's actually how a lot of first-time authors end up writing a book. There's this thing there that they feel like they've got to write about, and that's exactly what it was like with that, because there was this narrative out there about risk that people in the UK don't understand it and don't take risks. And speaking to all these entrepreneurs and CEOs, it just became very apparent to me that just was not the case at all.
5:08But why do you think the US is seen as more having greater risk appetite than the UK? It's a great question. I think it's got a lot to do with the fact that businesses have succeeded there. So you look at Amazon, Google, Apple, obviously all the tech giants, and touch on this in the book is that you see a different sort of risk aversion in the US. effectively comes across as FOMO. But FOMO is a type of risk aversion. It is literally the fear of missing out. It's taking a risk that by not doing something, you will miss out. And fund managers in the US don't back, are afraid of missing out on the next Apple and Google, so they're much more likely to pile in.
5:53And then this creates this virtual cycle of money and capital and investment that creates more tech businesses. So you see it, I'll give you an example. There's a story in the book about Babylon, the virtual GP business. Very promising business. Ali Pasa, the founder, said he would rather float in the US because they had a better appetite to risk. It was more likely to get back to the startup. And he did indeed raise a lot of money. But then within a couple of years, the business is filing for Chapter 11 bankruptcy, and it all unravels. and you see that story replicated in in many different ways and things i think in the u.s are also more open so they talk about success and talk about failure more in the uk we don't but if you go looking hard enough in the uk there's plenty of people who understand risk and are prepared to take it um what are your favorite stories from the book that is a great question um i would pick out simon aurora of bnm as one story so one of the things i found fascinating about simon's story with bnm is his view of risk and being quite risk averse actually so he built bnm with his brothers into one of the biggest retail groups in the uk for those who don't know the story they bought bnm for about 521 000 pounds when it was 21 shops in northwest england 20 years later by the time simon stood down as ceo it was worth more than five billion pounds he had a bigger market value than mark spencer's it's an incredible story of entrepreneurship and building a business out but what's really interesting talking to simon is how he was so protective of what he saw as bnm's secret sauce and he was risk averse in the sense of they never took the business online they wouldn't advertise and the reason they wouldn't do that is he was so concerned that by doing that it would spoil what made B &M what B &M was.
7:55So for example on advertising he explains very eloquently when I spoke to him about how well advertising costs money and if that money eats into our margins and that eating into our margins means we can't charge the prices in shops that we can't and we would rather have the cheap prices than get word mouth from consumers and he was so protective over what made B &M B &M that he wouldn't take the risks of online, wouldn't take the risks of advertising. It's just this idea of risk manifests itself in many different ways and how people think about it. Two of the bits of the Simon story that stuck with me where it's sort of counterintuitive thinking is that he takes over a business as you say for five hundred and twenty thousand.
8:38So often we kind of lionised the entrepreneur in the back bedroom, in the garage, kind of doing this. And it's like, yes, that's true. And that happens a lot. But actually, there are different ways of doing it as well. Also, the fact, and I hadn't realised this until I read the book, that he doesn't want to own it for generations and generations, actually. Like it's a lot of the family are involved. He saw his family involved with business and doesn't want to kind of run it in that way also the fact his father died when he was young as well which is often like a factor that comes up like i've had simon squib and john cordwell sit in that chair over the last couple of weeks and both of their dads died when they were young and i just think it's a really kind of common factor yeah i don't think he says he said before you can either go two ways you can either think that you can't control anything in life or you try and control everything and with him it manifested into what he describes as a healthy paranoia wanting to be in control and thinking about risk in the way that he would think about it.
9:43Yeah someone like Simon Aurora doesn't have kind of that higher name recognition across the UK at all right? No. It's not a household name. And these people don't seek it. Yeah. It's really interesting we put together a business leader a list of the top people who built businesses in the UK in terms of more than a billion pounds and more than half the people on that list have barely ever done an interview you've got no media profile yeah it's not accidental not accidental I think for two reasons one they're very concerned about that any backlash they would get for themselves and also for their family the family is a big one they don't want their family to get caught up in this web but secondly I'm linked to what we're talking about they do think about it in terms of risk this is you know one of the things i really dig into in the book is thinking about upsides and downsides and for them they look at that equation it's like what's the upside doing any media really it's like one nice headline what's the downside well actually the downside actually is that it could unravel the whole business as the gerald ratner story in the book indicates like if you say something controversial about your business that gets picked up in a certain way you could potentially unravel your entire business so So it's not accidental that they keep a low profile.
10:58Tell us the Ratner story, because it's fascinating. Of course, I used to be the Institute of Directors as well, so that annual conference brings back a lot of memories. But also, do you think that could happen in the same way now that it became a kind of mainstream sort of story and so on? Explain to us what happened. It's a great, great, great question. So for those who don't know the story, Basically, Gerald Ratner gave an interview in the early 1990s at the Institute of Directors Summit, and he said that the jewelry that the company was selling was crap. He made it as a joke, and he meant it as a positive spin on what the company was doing, because it was cheap and good value for money.
11:43But it wasn't taken that way, and the next day, he was on the front pages of The Sun, The Daily Mirror, and the story spiraled from there. What's interesting about the story talking to him now is actually there was a lot of other things going on. So this was the early 1990s. The company had a lot of debt and it was potentially heading for trouble. It was the largest jewellery brand in the UK, certainly I think even beyond the UK at that time. I think even globally it was right up there. And it had done incredibly well, but it had issues. and so he looks back now and thinks this was just part of a wider problem.
12:24Could it happen today? I think absolutely it could. I think it's more likely to happen today because of social media and because stories can happen so much quicker and it could really spiral. But would it have the same sort of... So I agree with the social media point but then I just thought there's so much of that kind of stuff that happens now like whether it would be so cataclysmic to the business as in in terms of like it literally finished it overnight virtually like would something like that would definitely have the potential to have that i sometimes think of some of the stories that get written about various entrepreneurs at the moment in the press and so on like it's they aren't quite as long lasting now because there's just so much noise out there one one sort of current example i would guess is tesla and Elon Musk and you look at Elon Musk's standing and what that has done to Tesla sales.
13:21You've got people driving around in Tesla cars saying, I bought this car before Elon went mad. And I think it can only happen in a consumer brand because it has to get people with affecting spending decisions. It can only happen where a certain individual is really tightly associated with the business. And I think it can only really happen in a sort of semi-luxury business where part of the appeal is the brand and the pricing of the brand is linked to quality, but also in jewellery, it's also about the perception of quality. And I think all those things came together with that story. So I do think it could happen again, but it's a very certain sector.
14:05But I think what did happen that day at the IOD with that speech really has affected CEOs to this day. I mean, the Ratna moment is still a phrase that's, doing a Ratna is still a phrase that's used, and CEOs are petrified of something like that happening. Yeah, that is true. And it comes back to one of my main theses, which business, as a result, is getting a little bit more boring. And alongside this now, you've seen this huge kind of growth of the professional communications industry, and it just means that a lot of the sort of personalities gets chiselled from people a little bit, which people like us that want to write stories about business people is not so good.
14:49Can you tell us about the entrepreneur who uses skydiving as a way to relax? Welcome to the Engine Room here at Jimmy's Jobs of the Future. Now, you may well know that we are powered by Octopus Energy here. But I have now taken a delivery of an electric vehicle from Octopus Energy, which not many people realize that they do. But it's been amazing. It's been transformational. It's so quiet. It's so easy to charge. I've been quite impressed by it, and I'm going to be telling you a lot more about it in the upcoming weeks. But if you want to find out the latest deals that they've got on Octopus vehicles, but also heat pumps and solar panels and all these amazing new products that they're doing, you can check out the link below or email jimmy at octopus dot energy you know we're huge fans of them here we interviewed greg jackson for our 200th episode and about the 11 000 jobs they'd created in the uk so it's definitely worth checking out back to the episodes quite a lot of them do so uh this is is clara milia who's who talk about in the book who runs a business called Equitory which does um investor relations basically and I met Clara at dinner and then she came on the podcast I was just fascinated by this point about skydiving because it was part of a broader story which was the way she thought about it and it was that actually you know there's it's not that risky at all and then when I was talking to her about something her husband did he did a different type of skydiving and she was like I would never do that because it's far too risky um but it was part of this sort of calculation in her mind and you see it in other entrepreneurs about how risky something actually is may not actually be that risky so she she knows the numbers of i can't remember the exact numbers but she knows the numbers off the top of her head about what the risk of a parachute not opening is and then what the risk of a second parachute not opening is because she will always dive with two parachutes and in her mind it was just a it was just a tiny risk and the upside of skydiving and enjoying it was was so much higher and i think in that chapter in the book i was talking about mark zuckerberg doing mma and you know meta has considered that such a risk that they actually put it as one of the company's risks in meta's annual report that this founder and ceo does extreme sports that could cause a risk to his health but they um they don't see it that way and it's interesting as an aside one of the reasons they don't see it that way is how valuable they see that time to switch off this is something that actually oliver bertman talks about as well in his books about time management that actually you do things like extreme sports or things like that what it allows you to do is forces you to switch off from work and by forcing yourself to switch off from work that way you become far more productive in in the long run it's yeah i find that um fascinating like way of approaching things but can totally see why why it works people and there is also an element of kind of addiction to risk perhaps in terms of that and they need it in lots of different aspects of their life but tell us you sort of summarize at the end like what it what is risk perhaps we should have started with this really but like what are sort of three components that you see it as?
18:11So I see an understanding of risk in people manifests across three key ways really. One is understanding the context they're in. Secondly it's the mindset and what they're trying to achieve and then thirdly an important one is actually having the information available to you to actually make a decision based on what the upsides and downsides are. What's fascinating about risk is that humans, this is based on research by people far smarter than me like daniel cayman humans are inherently bad at understanding risk we tend to underestimate the long-term benefits and overestimate the short-term risks and therefore that means that we can sometimes not take risks that we really should um and so when you look at people who've taken risks one of the things that immediately stands out is how they think of things over a longer period of time.
19:09So if you take someone like Jeff Bezos, there's a story in the book about the decision he made to start Amazon. And he told his boss, he was working in Wall Street at the time, and he told his boss he wanted to leave his job to set up an online retailer. This was like 1994, so the internet was just a figment of most people's imagination at this point. And his boss told him, that's a great idea, but why shouldn't someone without a job should do that? Because you've got a great job, why would you sort of risk losing that job to go and do this and he went away Jeff Bezos went away to think about this and he he subsequently come up with what he describes as the risk minimization framework as a way to get you to think about risk more broadly and that is to think about what you would basically to think about what you would regret on your deathbed when you're 80 years old and when he looked at it that way he was in no doubt that he would regret not starting Amazon and therefore he completely turned the risks on the head the risk to him was not leaving his job the risk to him was that he'd be on his deathbed at 80 years old and he would have regretted not doing something what's also interesting about risk we touched this with about people's losing a parent is when something has happened to you that is the worst thing in the world or at least feels like the worst thing in the world at the time that changes how you think about risk because once the worst thing has ever happened to you then you know you know So it's A happened and B, and he's still around.
20:38So talk about Tom B and Evcastor, who you've had on the podcast as well. Tom is so great and such a great sort of storyteller in terms of building the business. And he obviously wanted to be a professional footballer. That was his dream when he was younger, and particularly at Trammeer, where he was on the books. And he remembers in his early 20s being told that he wasn't going to make it and they were going to let him go. and as he said, how powerful it was that the worst thing in his mind as a young 20-something, that was the worst thing that could happen to him. But then for that to happen, the next day the sun still rises and you're still there and you're still okay.
21:13That can be, if you take it in a certain way, incredibly empowering. And therefore, once that had happened, actually the risk that you start a business and it doesn't go very well is nothing because the worst thing in the world has already happened to you. Yeah, it's funny. When I read that story in that context, I had a similar kind of like moment of where, you know, working number 10 was like an amazing privilege. Not something I'd always wanted to do, but doing the business and politics job was like a real, yeah, like it was a dream job. And then of course we had a 2017 general election, which was just a, you know, complete disaster on so many levels with the Conservatives losing the majority and so on, which was not what we'd been expecting.
21:57and I remember on the night at about sort of midnight it was looking like it could be even worse than it actually ended up sort of being and I just remember having a conversation with my now wife which was just like I think there's a good chance I could lose my job here in the next kind of week and in the end that didn't happen and actually was given a bit more trust and my role kind of grew and we did another two years in Downing Street that was fascinating but I did have a similar thing in my head actually of that there was quite a moment of where it was like what looked like it was basically all over um and then once that's happened it's there's an element of it being sort of a little bit kind of freeing and so on yeah um what do you think one of the interesting things i thought was what you said about the context of money and it's one of the things i've sort of thought about in this podcast is those with money are more likely to start a business and it's a bit of a theory I have that basically we have a dearth of middle class entrepreneurs so the upper classes perhaps one of a better phrase like have the money to be able to do it and the working classes again perhaps a bit of an outdated phrase are able to take lots of risk because they're they don't have anything to lose as well so it's a kind of interesting sort of thing of where there is like no middle class entrepreneurialism um yeah i just wonder what you're i think it's a great point i think that almost is you've nailed it in terms of context the context is have you got anything to lose and you kind of will have something to lose if you've got a family you've got a mortgage you've got a highly paid job you don't have any of those things and the context you use completely different and also you can frame the context in whichever way you want so the jeff bezos example of regret minimization framework sometimes these people change the context so much that they just see the risks in a completely different way but I it's an untold and unsaid part of business exactly what you just said which is the truth is a lot of businesses exist frankly because people had wealthy parents or they were from a wealthy background and therefore they kind of had nothing to lose and I do think that one of the key reasons why a business succeeds is that it was kept going long enough to be successful.
24:17And that's either because you had money to keep it going or because you were so incredibly determined and you could see the end goal and you really believed in what you were doing that it was successful. Will Shewitt Deliveroo talks about this a little bit that you've got to have, to succeed a business, you've got to have this bizarre mix of determination and resilience, but also naivety. Yeah. because naivety and optimism, because if you actually looked at the realistic situation in front of you, sometimes you would just not carry on going. And it sort of takes a unique mix of attributes. It's a big piece to be able to kind of do that.
24:58Yeah. And it's funny because some of those things I think are so entrepreneurial cliché, but it's only when you've kind of lived and breathed it that you sort of get it. I remember sort of starting out on the journey of people saying, oh, you have to get used to hearing no, and whatever and it didn't sort of like it didn't compute at the time and like now it's like yeah you hear that like all the time but let's talk a little bit about your own entrepreneurial journey as well because actually you took the kind of leap out of the mainstream media deputy business editor of the times where i used to do some occasional writing and you would always make me write about the hardest and most interesting thing like i should explain this like for context I was writing the occasional kind of comment piece and so on in the business pages and I would send three ideas through to you and Richard or something and you'd be in charge of the desk or whatever and it was always the third one that was like the least well thought out but perhaps the most interesting and you would be like, come back and write on that one which, yeah, it was good.
26:02But then you sort of leave from doing that to sort of start your own kind of media venture. It's one of the reasons I wrote about the book is sort of personal experience from that kind of led me down this path of thinking about risk in a slightly different way. Because when I did that and left the Times to set up my own newsletter and podcast, one of the things I kept hearing was people saying, what a crazy risk, why have you done that? And I just did, first of all, I was looking at people thinking, crikey, you're way more talented than me and you're saying that to me. It's like, why? Like if I was you, I'd be doing the same thing.
26:34But I didn't see it that way. I saw it very much in the, what I realise now in that Jeff Bezos sort of frame of mind, which was I would regret not doing it. And if it all went wrong, then I would figure something out and go and try and get another job. But there would be options, right? You'd hope there'd be options. That's kind of the way I saw it. But fundamentally, it was about I will regret this if I don't do it, because I strongly believe, still do, that there's the way we consume and enjoy media and information is changing dramatically and it's never been a better time to be in the media industry often doesn't feel that way but it is we're living in a time when it is cheaper and easier to distribute information I mean as than ever before and then AI is coming in behind that now and basically is offering a way to consume knowledge more effectively and efficiently than ever before so what's that meant is that competition is fierce than ever before but it's an incredible time to be to be in the media industry and to an incredible time frankly to go and start your own business there's loads of people doing fascinating stuff at the moment in the media world that i really admire like the guys doing the local business stuff yes um whether in london or manchester or across the country and there's just so much it's it's so much great content to read and enjoy could you as a sort of proper media professional define what the media is
28:15it's changed quite a lot hasn't it so one of the so i've just finished reading um peter theel's book zero to one i want to reread it again for various different reasons and i left that book with a really interesting thought about the media industry. He talks very much about how zero to one is basically all about creating great businesses. And in his mind, a great business is a business that can create a monopoly that's so good it can dominate a market because it can't be copied effectively. And he talks about a great business needing to have great product and great distribution. And I think this is a really interesting one for the media industry because I think you have the traditional newspapers and the traditional media which are a great product really like honestly they are great incredible products like the smartest people i've ever worked with the amount of work that goes into putting a daily paper no what you think about the different brands the amount of work and thought and quality that goes into those products is incredible but then the great distribution part of that equation you need a great product great distribution to create a great business i I don't think a lot of media organizations right now have great distribution.
29:27The reason being is that they're finding it harder to reach modern audiences because a print product inherently doesn't reach a young consumer as well as it did. I think they're consuming news in different ways. And that has left this gap for a different realm of media, which is content creators. It's broadly called content creators, whether they exist on social media or YouTube or somewhere else, who are great at distribution. They have looked at YouTube, looked at LinkedIn, looked at Twitter, and they know, call them salesmen, whatever. Great distribution maybe ultimately is about to have been great salesmen.
30:02But there is a new part of the industry that is just great at distribution. And they are now loud and they are now present. And some of it is great product, but quite frankly, a lot of it is rubbish, really rubbish. But they're great at distribution. and so I think for the traditional mainstream media that's had its challenges there's so much that can be learned from that other part of the media reorganization so much that can be learned about distribution I mean it's interesting now a lot of them are trying to do more sort of video stuff like the times comes up on my Instagram feed a lot more than it ever did now as they're trying to do some more of that it's funny still not many of them are doing LinkedIn right which which I find kind of slightly bizarre because I think that's probably like one of the biggest opportunities that's out there.
30:51Who else do you think is building great sort of media or perhaps media-adjacent businesses? Look to the US a lot. I really look to the US and a lot of people like Ankler, who do some really interesting stuff in terms of Hollywood, POC, do some really interesting stuff. I love the Acquired podcast in the US. Yeah. and a lot of these are about the same thing it's about depth of knowledge and about building communities and the information and the content is just a start it's then offers it up into create a community and you've got events alongside it you've got it's personality driven stuff yeah i'm really interested about by that i'm looking at the ai world really interested in what perplexity is doing um and how that's offering a different way to consume media and i'm just back from the and honestly kind of blown away by where they are in terms of AI and in terms of people using perplexity, people using chat GPT and it's like we're kind of we're there now in terms of people who have taken it fully into their lives and it is going to very quickly change in front of us I think.
32:02What are people using perplexity for in particular? To get news. Yeah. I'm really being taken aback by the number of people I now speak to who go to perplexity for their news. Don't use Google anymore. If they want to search for information, they'll go to Flexity. I couldn't tell you the exact numbers off the top of my head in terms of usage, but it's more people by the day, obviously. And for those who haven't had a go, I would recommend trying it. This is all very controversial, obviously, because there's questions about copyright, there's questions about fair usage. I think a lot of those questions are still to be settled but for people who are interested in in the very least the debate and what's going on go and have a look at what these businesses are doing so when you went and set up your sub stack you called it off to lunch why was the theory behind that to similar kind of reasons to what I've just said we're trying correct community a feeling a brand and also because I've business news is about more than just business and to sort of narrowly define it as just business I think does actually a disservice to business using coverage.
33:14I wanted to be a sports journalist originally. The reason I ended up in business is that I was lucky enough to get on the graduate scheme at the Daily Telegraph. My first placement was on the City Desk and when I started I was like I really don't want to do this. Get me on the sports desk. But honestly from day one I loved it and the reason being was the stories. The stories of success the stories of failure the people the ups and downs and also the transparency and visibility of success and failure because you could see it through company results you could see it through share prices and those stories i think at the very essence of what business and business journalism is all about and then these things define the world around us literally whether it's the products um that we use every day apple phone or whether it's a state of the economy whether it's the homes we live in i think to just narrowly define it as just business i think did it a disservice so i wanted to broaden it out but also to give it a personality and feel so i i agree with all that but why therefore does the business pages you know start at page 40 in most of our national press a lot of the best stories go forward so to the news pages so uh at the times we would very regularly push business stories to the front of the paper into the news section.
34:33Quite often, there'd be stories of success. This is one of the things that I think people get wrong about the UK. I think people in the UK are interested in success stories. I just don't think it's true that they're not interested. We would see it in the time fairly regularly. If we had a story about an entrepreneur building and selling a business who'd grown up on a council estate or something, quite often we'd put that on page three of the paper and the readers would love it. It'd be one of the best read stories in the paper. So I don't believe that people don't like success stories in the UK.
34:59It's just not true. People actually more broadly just love stories and they are well and truly interested in finding out how someone went from zero to nothing. Do you think when you, so we should, for context, I've talked about this before on the podcast, you ran off to lunch for a few years and then it was acquired by Richard Harpin and business leader, etc. What was your sort of reflections on those few years that you did that in terms of, do you think there's a real market for the UK and Substack media? Yes, still do massively. I think Substack, when I started, almost saw itself as like a home to columnists, you see what I mean?
35:48So this was, I launched the newsletter on Substack in early 2022 it was. And at that stage, it was like seen as a home for columnists and people to do certain niche products. Now I think it's one of the greatest ever distribution tools that's been created for media businesses. and you will see media businesses, new media businesses emerge on Substack because of how easy it is to use and how easy it is to distribute your product to lots of different people. You think they've got payment things built into there as well. Since I launched, they've introduced video, audio, a whole different range of things.
36:27You basically, anybody tomorrow could launch a full-scale media business on that platform, which is incredible. You don't seem as sure. No, I don't. So my thing on it is that there is an element, a British problem with it potentially, in the sense of the BBC ends up squeezing out a lot of independent creators. And I'll get a load of messages from various BBC people when I say that, sort of getting very fidgety about and kind of worried that I'm saying that, but I feel it. and also that because we don't have a tipping culture in the UK there isn't as much people used to sort of paying somebody a fiver for their kind of news and whatever.
37:14So that's why I wonder whether the UK is going to particularly kind of struggle with it. You have to give people a reason to pay for something. I think one of the things I've learned very much over the last few years is a great product is not enough. nowhere near enough you've got to not just have a distribution channel but really carefully think about how are you going to distribute and how are you going to connect and engage it's it's a huge part of the story it's a huge part of the story for the media industry and i think it's part going back to the point about the peter field book i think it is a key challenge for media it's a great product is just not enough it's just not enough and there are people out there who know this, understand this and a great distribution and you've got to get it right.
38:00You've got to not just figure out where to distribute but how to distribute and how to connect with people. I'm hoping I've got Hamish McKenzie coming on the podcast, founder of Substack. What should I ask him? What tools they're working on for the future, who they see as their main rivals, because I think that gives you a really interesting insight into how they're thinking as a business because you've got other newsletter platforms like Beehive and Ghost, which are offering slightly different products, but I'd be interested to know if he thinks like that way or he says something like the BBC.
38:34I saw an interesting story this week, for example, that in the UK, Substack has now overtaken CNN as a source of information. Which isn't entirely surprising because CNN is not massive in the UK, but it's just an interesting insight into where it is. But I'd be really interested to know what tools they're looking at developing and whether he's still against the idea of bundling up subscriptions. Yeah. Because obviously there's now hundreds in the UK alone, thousands of different media organisations now on Substack. Is there some sort of bundling offer that they could do? But isn't that where you just basically end up back at the newspaper?
39:09I mean, that's like, yeah, because I often used to think about this in terms of like, you know, you were doing it and if Danny Finkelstein and Henry Winter or whatever all went off and did this, you know, would I sort of buy a collective? and I was like, well, before long, you're basically at another time. You end up with a newspaper. What tools do you think, and I suppose this is a way of asking you, where do you think the future is heading with kind of like media creation? It's all about AI, right? I mean, ultimately, that's what that question is about. And using the tools, it's difficult to imagine looking forward that the traditional written story continues to exist as the main way to consume information.
Read the full transcript
39:53I'm talking about the 500, 750-word story. Why do I see that? Because the change in the online advertising market, because the decline in SEO and the decline in things like programmatics and the shift in money from advertising to more things like lead generation or events. and then secondly with AI people can get information in a different way and consume knowledge in a different way ultimately I think AI is giving great for the media industry because of how much it's gonna allow people to move faster yeah just one example is just take transcription for a start you used to do a one-hour interview sit down interview someone and that would take about three hours of manual transcription.
40:43Tools like Sonic and Otter now, you can do that in 10 minutes and then just double-check the things as you're going back through it. The other thing is it's going to make people's back catalogue, I think, far more valuable because people are going to be able to get around them much faster. So whether you're using an agent tool or an AI tool to sort of ask questions of a back catalogue and extract information. So I know people like the FT are trialling stuff like this, but it makes back catalogs and getting information from those back catalogs way more. Because you could go on the FT and be like, give me every story about Babcock or BAE systems.
41:20Well, take podcasts. I mean, you could put all your podcasts into a tool and people could ask it questions and get information from 30 minutes through an episode and really go back and get the exact value and knowledge they want to extract from those episodes. Yeah. Yeah, I think it could be really interesting. The challenge is potentially the amount of content. This AI slop idea that a lot of people are talking about, which is there's just going to be so much content because it's so much easier and quicker to produce. How do you rise above that and offer something different? Yeah, I think it's strange that because you have to be quite critical.
42:05I find this with some podcasts now. that I've sort of vaguely switched off, like, listening to them, and I haven't even sort of realised, partly because whenever you're doing a... Generally, when you're listening to a podcast, you're doing something else. But, like, it's just become, like, quite... Some of it has been sort of regurgitated, and partly because some podcast model, particularly at the moment, is, like, three, four episodes a week type thing. So you try and listen to some of this stuff, and, like, actually, it's sort of... You know, it's just a lot of the same thing that's been trotted out again and again.
42:36I mean, it seems to be working for those people, but it's just, yeah, I do find that kind of thing is interesting. And that's where, like, reading something is you have to be using proper kind of cognitive power to go for it, whereas podcasting and video, to a certain extent, is much more kind of passive. So I think there's something interesting in that. I also think people say things on podcasts that they wouldn't necessarily write down, because, again, there's that sort of, like, more friction of, like, do I really think this? It would be fascinating to see the way the world goes. One of the great stories that we haven't talked about in the book was the starting of EasyJet and how British Airways launched a competitor.
43:22Can you talk us through that? Yeah, so we talk about Stelios launching EasyJet in the book as an example of how to think about risk and how competitors think about risk. So EasyJet and Ryanair launch, this is the 1990s, and in response to their growing popularity, British Airways launches Go. And on the very first day that they launched Go, Stelios and a collection of EasyJet people bought tickets to get on the first flight, getting dressed head to toe in orange, which was the EasyJet brand colour then, still is, and pulled off an incredible publicity stunt. They got more publicity for EasyJet than it did for Go.
44:05and ultimately what ends up happening in this story is there's a competition investigation BA have to sell and EasyJet end up buying Go and looking back on that story there's so many different parts of the story I think it's fascinating but BA launched Arrival and what it ended up doing was making EasyJet stronger because not only did EasyJet end up buying Go but it gave incredible validation to low cost flying because we're talking about the 1990s here. Flying and the airline industry, people were still thinking about safety a lot. Yeah. And the biggest barrier actually to get over for a low-cost airline was, are these planes safe?
44:50Are they okay? And then British Airways goes and launches its own. What better validation could you possibly get for the entire industry than that BA has gone and launched its own as well? And that's basically how the story ended up playing out. I mean I do think it's probably not quite a film in it is there but there's a very interesting Netflix documentary to come be made a three part series about getting people together of those different things and talking to them about it it was fascinating I'd got no idea that BA had done that and the sort of what happened behind it all so yeah I found it a very thought provoking thing who would be some dream guests for you to get now on the podcast this is maybe a bit I have a conversation with myself but so Nikolai Stonskip Revolut James Dyson and I'm a Money United fan so I would say Jim Ratcliffe as well hopefully we will get all those people on that's the UK people and then in the US I would say people obviously the usual names we'd love to get Elon Musk just spending time really digging into their thinking and how they build their businesses I think will be fascinating But take Nikolai at Revolut.
46:03I do think he's a very special case because I've now heard so many different things about how he works. For example, he's got something like more than 40 direct reports. So the reason that that's come up quite a lot in conversations I've had is people are like, have you heard how many direct reports he's got? And that he's someone who works at a greater pace and greater intensity than anyone you've ever seen before. So I think I'd just sit there and speak to him about how on earth he manages more than 40 direct reports. That's an interesting example, because so often business leaders sort of say to me when we talk about comparing business and government, is they say that, you know, there is no way that I would have 25 direct reports as the Prime Minister does with Cabinet Ministers, essentially.
46:52And so that's very interesting to hear that he's got actually more than that the other way around. Yeah, when he's spoken about it before, he says it's a great way of testing that they're right people because they should be easy to manage. And if they're not easy to manage and you find it hard, then the people aren't right, which is interesting. Are you a fan of Jimmy's Jobs of the Future? Hi, I'm Sonny, one of the producers behind the show. And we don't just make this podcast. We produce some of the best business content out there, working with global brands and founders. Over the past year, we've flown around the world and demand keeps growing.
47:25and with four prime ministers trusting us with their appearances on this show you're in safe hands so if you're already in the market for a podcast or standout business content why not start with us drop me a line at sunny at boxlight.io try our podcast calculator or book a meeting at boxlight.io that's boxlight.io now back to jimmy is elon musk a genius risk taker or a gambler who hasn't lost yet? Oh yeah, good question. I mean, he was a... Elon Musk is undoubtedly addicted to risk and he's open about that. But Sam Bankman-Fried was too and he effectively was playing his own game of Russian roulette.
48:10And of course, if you play Russian roulette enough times, eventually you will lose. And it's not... It's one of the problems I have with people thinking about risk and expected value you've got to think about the upside and downsides and problem with sam bankman freed is that he was playing risk thinking oh this chances of this succeeding are high high high and and not succeeding a low but that low risk was that everything would collapse and blow up so everything would like end and obviously he came a cropper i'd tend to think that elon musk is a is a genius but his recent behaviour rather suggests that he may become somewhat detached from reality.
48:53Yeah. Do you think there's an element that that happens to all successful people, whether it's politicians or sportsmen? Depends who you've got around you. You'll know this better than me from being in government, but the advice that you have around you and having strong characters around you is surely huge. It's no surprise that some of the most successful sporting managers and also business leaders who had incredibly strong people or teams around them. Yeah, and people that are empowered. But it's also people, I think, that can stay in touch with reality as well and kind of want to. I think there are a lot of these jobs where you're surrounded by a lot of people and those people can often tell you what you want to hear because that's seen as the way it's getting up, but it doesn't necessarily get you into the inner sanctum.
49:43But there is also, oh, we'll do that for you, we'll do that for you. And it sort of means that it happens with politicians where they just, if you've been prime minister for 10 years or whatever, you haven't even, simple things like you haven't driven a car for that time because of the security protections and so on. It just means that people do end up getting slightly disconnected from it.
50:09What do you think of one of the biggest business risks that's been taken this year is obviously the Jaguar rebranding. What's your thoughts on it all? I think it's a great one to look at because I think people missed that upside-downside thing with that. I wrote about this a little bit, and I would have, if it had happened before the book had been published, I would have included this story because I think it's a really interesting example. Jaguar as a brand hasn't been doing very well. Sales are nowhere. it was behind like a whole load of car brands UK sales I'm talking about here that people just barely would have heard of there was really no risk for them they needed to do something bold because the brand was in decline and going nowhere and those people who've complained about it and said it goes against tradition were they buying Jaguar cars?
51:01Yeah exactly I don't think they were because not many people were so I on the one hand admire how bold Jaguar was but on the other hand, don't think they really had much choice. They needed to do something. Well, it goes back to your point of what you were saying about M &S, for example, where the board would sit there and say, if we don't do this, we're going to die anyway, so we might as well go out and roll the dice. Yeah, actually, M &S calls it the unvarnished truth. You've got to face up to the unvarnished truth of where you are and make decisions on that basis, on that burning platform, and that's, I think, what they did.
51:36he was your first guest on the podcast he was my very very very first guest yeah yeah yeah no i think i should get him on like the whole politics convergence and yeah stuff yeah he was the chief executive of asda and an mp at the same time which is just mind-blowing now to think it's incredible there's a story i read in campbell's diaries the other day uh which is like just before the 1997 election and british airways donated to the conservative party i was like it's mad this isn't that long ago really i know really when you think about it yeah it's kind of uh it's kind of crazy um what's been the biggest risk that apple's ever taken do you think in the last 20 years that's a good question um probably shelving products shelving shelving the car and goodness knows what else.
52:33I think Apple is, I don't want to compare them to Simon Rohr and B &M, but it's that same mentality of focus. Steve Jobs used to say that simplicity was the ultimate sophistication, and that goes into a lot of how they think about products. You focus on a small number of great products. You don't spread yourself too thinly. That means having to make some really difficult decisions about what doesn't get developed. And I think saying no and walking away from something like the car, which is also something that Dyson did, is ultimately they will have waved goodbye to revenues with that. But the risk that they took was that those resources, time and money, time is often a more valuable resource than money, could be better deployed elsewhere.
53:22one of my theories is that we may see more business leaders going into politics touched on Archie Norman a bit but do you think we will see that over the next 20 or 30 years
53:36James Timpson's obviously doing it at the moment yeah Elon Musk has probably set the whole thing back a little bit because he's shown that right now at least obviously still quite early on in that story that people will punish the brand i think a little bit with him he's maybe made some calculation in his head that actually the downside risk of losing people is worth it because bear with me on this one but that a lot of the people not buying teslas are the climate skeptics yeah who tend to be in america on the right and therefore if i reach them by going to the Republicans, do I make them become Tesla buyers whereby otherwise they wouldn't be?
54:19And so the risk of losing customers is worth it because I get this bigger pie over here. I don't think, if that's what he's thinking, I don't think it's going to work, but we'll see. But I think he's very clearly shown that it will damage your brand. There will be people who don't like it. I don't think a lot of people have got the time for that. It's interesting. you get so many businesses that have got really interesting ideas about politics really can contribute because they know their customers, they know their market they know the UK but I think they just feel they've really struggled to get stuff done it's the overwhelming feeling I get that frustration of getting stuff done would be really hard yeah yeah it would be it would be but I do wonder whether in some ways I think you're right that Musk has kind of put it back and then in other ways I think I can see more entrepreneurs now Now, yeah, a lot of entrepreneurship about scale, resource allocation.
55:16My governments just have enormous quantities of that. And British entrepreneurs will look to America and think about it. It's interesting, Matt Clifford's also doing a lot more work, etc. as well. Poppy Gustafson as well. Yeah, there's a sort of interesting kind of thing. I mean, none of those do a particularly high profile that we've, in the same way that Musk has gone about it. But it is interesting they've done it all. And I do actually praise the Labour government for that as well, of getting those people in, because it's not easy to persuade them. And it is also easier to do that at the start of a new government as well.
55:52You talk quite a lot about sports and business in terms of how you want to compare things and so on. What are some of the most interesting sporting business stories that are out there, do you think? one of the reasons i talk about sport quite a lot is is that point i made earlier about stories uh and transparency about success and failure is that things happen so fast in sport they happen so fast you can see who wins you can see who loses and it's also constantly innovating you innovate everyone else copies force you to innovate again so for businesses there's so many different things that you can you can learn um in terms of sport right now um in the book talk about ed smith and england cricket team and he gives a really interesting example about innovation we use that sort of explain the risks involved in innovation so to tell the story innovation in any field is basically about somebody identifying a downside risk in some so it's someone's seeing an upside by realising they're prepared to accept the downside risk of something.
56:58So if you take cricket, for example, and the innovation that we talk about is moving Joss Butler from the middle order of the T20 team to the top of the order. That was considered quite a bold innovation. And the reason was is that you should have your big main batters in the cricket team in the middle of the inning so that in theory they're there to finish off the game. But the innovation here was Ed Smith and his team basically saying, actually, don't you want your best players to face as many balls as possible? And therefore, shouldn't we put them at the top of the innings? And so the innovation came about because they were prepared to accept the downside risk that he wouldn't be around to finish to get the upside of being there for every ball.
57:38And England went on to win the T20 World Cup with that team. And that's an example of an innovation. Another one that mentioned in the book that Ed Smith was kind of inspired by is Spain playing without a striker. This idea that the Euro 2012 team that went on to win the title played without a striker, they played with a false nine. And the downside risk there was obviously you don't have a strike on the pitch, how are you going to score goals? But they innovated because they could see the upside was actually you can have another midfielder on the team and therefore you can have complete control of the ball and possession.
58:12And for those who remember, Spain went on to win that tournament and won the final 4-0. and have any problems scoring goals. It's one of those interesting examples of where international football particularly is interesting because you are operating with constraints because there was the argument that Spain didn't have a traditional number nine anyway that they could really use in that. So they sort of forced to kind of do that. Which is one of those interesting thinkings that happens in one of the interesting principles in design thinking, et cetera, is where you actually apply sort of constraints to it as well.
58:42There was the John Stone's Pep Guardiola one as well in the book as well, which I thought was interesting in terms of him moving into midfield more when Manchester City got the ball. Exactly, for similar sort of reasons. Prepare to accept the downside risk if he not been in defence because the extra control it gives you in midfield. What's also interesting about these stories is they really highlight how difficult innovation is because you get criticised. It's like the England cricket team is criticised by the traditionalists because you don't do that with the batter. Spain were criticised for not having a big man up front and Man City would constantly get criticised for not knowing how to defend and being out of position.
59:20And innovation by its very nature disrupts the status quo. Therefore, if you are part of the establishment or the status quo, you may have something to say about that. And lo and behold, in sport, it's full of pundits and commentators who are the establishment, and therefore they're on hand right there to say what a stupid thing to do. It is also interesting, though. cricket I think is one of the great examples of innovation over the last 20-30 years. A, a television that has added a dramatic amount to cricket I think, but also the innovation in formats and it is where it's interesting in terms of football has barely changed at all.
59:59In fact, there's been tweaking of the offside rule and obviously VAR has been brought in in the last few years as well but it's almost because it's the most traditional sport is that it's struggled with it more yeah and it comes back to your point about needing to do it as well spain didn't have a striker cricket needed to innovate because viewership was down and there's a chapter in the book about the existential crisis and about what happens when you think about risk when you have nothing to lose because the downside is that you're going to collapse and go out of business so the examples pick out in the book is is waterstones the book chain led by james dawn and and also the turnaround at Marks & Spencer's.
1:00:36And both of those turnarounds were effectively led by the management team effectively saying, if we don't do anything, we're gonna die. The businesses are gonna die. And when you think like that, and you basically clear out any risk of any downside, and you think about the upside, businesses can be bold, leaders can be bold, and as we've just said, the sports teams can be bold. um we have a few quick fires for you following on from dream guests um what was your first job i worked in a clark shoe shop oh that was that was my school and student job um great learn about retail first hands um what would be your dream job my dream job yeah um I'm editor-in-chief of a business magazine and podcast host.
1:01:31Not that far off, I've got to say. It's a boring answer, but I always wanted to be a journalist. Why? When did you first want to be a journalist? I mean, I wanted to be a sports journalist. So my hero and dream job growing up was to be chief sports writer at The Times. My idol used to be Simon Barnes at The Times. I just would try and pick up The Times every day to read what he was writing. Incredible. I got to meet him as well. Incredible. When I was, I studied, did a postgrad in journalism and part of that I went to do an interview and I just sent him an email. And he was incredibly generous enough to give me two, three hours of his time.
1:02:10Wow. Which I wrote an interview with him, but mostly just sought his advice on different things. So yeah, but in my dream job probably, in the past would have been Chief Sports right at the times. It's funny because my first dream job was that as well, sort of age 15 I remember doing GCSE coursework and writing about Derby County's last game of their existence at the baseball ground and I just thought this was just so enjoyable and it was funny because it wasn't actually writing about like the football of who passed to who it was exactly that sort of writing about the kind of like emotions and things of the day who is you've done quite a bit I know you didn't do it as much now but work on fantasy football and looking at the stats and analysis of it.
1:03:00Who's the most underrated player in the Premier League do you think? Oh my goodness, that's a tough question. Am I allowed to say players who don't play in the Premier League anymore? I would have said Scott McTominay, never thought Manny Knight should have sold him but he's kind of proven his point now by going to Napoli. The other one I'd say is Matthias Cunha at Wolves, who will probably move on from Wolves this summer. But I genuinely think there was a period in the Premier League over the last season where he's been the best player in the league. And I think people might be underestimating how good he is.
1:03:36That's interesting. Why? Because he's got an ability to dominate and influence games as a single player like nobody else I've seen that often, frankly. in a not a great team either. Yeah, that's fair. What car do you drive? A old and getting older by the day Audi Q3. Have you ever considered going electric? Yes, probably will with the next car. Will you? Whether it be full electric or not, I don't know. Whether you'll go hybrid or not. and what who would you which footballing chairman would you most like to go for dinner with that's easy Tony Bloom at Brighton very good I think the way that they how they think Brighton is so interesting I'd just love to sit down and pick his brain for a prolonged period of time.
1:04:44Do you think when it comes to that, I mean, Brighton, Brentford and Bournemouth have all been very interesting in the way that they have approached things, but what will the next innovation be? They won't be leading the pack forever, right? What's somebody doing somewhere now that's going to be the future, do you think? Or could be? Almost certainly something to do with AI.
1:05:11and what AI could potentially tell you about what the opposition's going to do I think could be quite interesting. Using AI to identify patterns and plays and I think from a defensive point of view teams might start to get in a position where they can figure out or at least have a good idea about what teams are going to do. I think that'd be quite interesting. Yeah. Is football going to end up being too boring? Is the Premier League still going to be a juggernaut as it is in 2035? Yes. Even with a regulator? Yes. But I mean, I'm a very big American football fan and very big American sports fan.
1:05:53And I think, as much as we wouldn't like to admit it, UK sport has a heck of a lot to learn from the US. Yeah. I think it's one of the incredible contradictions in modern life that you have this huge capitalist society in America and they're basically operating a socialist sporting system where everything is shared out equally. But the reason it is is because overall it's a much better sport for it. It's much fairer. Otherwise, you end up with a sport where effectively it's just money against money. I mean, it is staggering to look at the Premier League. You put the Premier League teams in order of how much they spend on wages and you almost get the exact Premier League table.
1:06:33It's pretty frightening. Yeah. So you don't think we'll see another Leicester City again? I think we will, yeah, but I just don't. We saw a Leicester City, but back in the 80s and 70s and 60s, someone new was winning the league, different was winning the league every year. I think we'll see another Leicester City, but we should be seeing Leicester City far more regularly than we do. Interesting. We should dedicate a whole episode to that at some stage. Graeme, thanks so much for coming on Jimmy's Jobs of the Future. It's been fascinating. Thank you very much.
1:07:31We'll see you next time. for The Devil Wears Prada 2 on Disney Plus and Hulu. Rated PG-13. Shipping, billing, admin, payroll, marketing. You're managing all the things. So why waste time sending important documents the old-fashioned way? Mail and ship when you want, how you want with Stamps.com. Print postage on demand 24-7 and schedule pickups from your office or home. Save up to 90 % with automated rate shopping. That's why over 1 million small businesses trust Stamps.com. Go to Stamps.com and use code PODCAST to try Stamps.com risk-free for 60 days. Close your eyes, exhale, feel your body relax, and let go of whatever you're carrying today.
1:08:20Well, I'm letting go of the worry that I wouldn't get my new contacts in time for this class. I got them delivered free from 1-800-CONTACTS. Oh my gosh, they're so fast. And breathe. Oh, sorry. I almost couldn't breathe when I saw the discount they gave me on my first order. Oh, sorry. Namaste. Visit 1-800-CONTACTS.com today to save on your first order. 1-800-CONTACTS.
From the publisher
Thank you to our partners at https://octopus.energy/
Want your own Brand or Business Podcast? Try out our NEW Podcast Calculator: https://www.boxlight.io/
Are you playing it safe... and losing?
In this episode of Jimmy's Jobs of the Future, journalist and Risk Roulette author Graham Ruddick breaks down why risk isn’t what you think it is - and why avoiding it might be the biggest mistake of all.
We dive into how visionaries like Jeff Bezos, Elon Musk, and Simon Arora used bold bets to win big, why British business culture punishes risk, and how Zuckerberg’s MMA fight became a metaphor for Meta’s strategy. From the Ratner blunder to the EasyJet playbook, this episode is a tour through the real game of business - where risk = power.
Whether you're a founder, student, or future policymaker this is a masterclass in how to use risk to your advantage.
🔥 TIMESTAMPS
00:00 Intro
01:42 What We Get Wrong About Risk (and Why It Matters)
03:36 Why the US Is Winning on Risk and the UK Is Lagging
05:17 Simon Arora’s £4.3B Gamble with B&M
09:45 How One Joke Cost a CEO Everything (Ratner Story)
15:22 The Mindset of the Most Successful Entrepreneurs
23:49 Can Journalism Survive the Creator Economy?
35:04 Why Legacy Media Is Losing to Creators
35:52 The #1 Thing That Will Make or Break Media Companies
37:54 How AI Is Reshaping the Future of News
41:39 How EasyJet Disrupted Airlines with One Risky Bet
43:56 The Guests That Changed How We Think About Business
46:15 Innovation Lessons from Sport: F1, NFL & the NBA
50:46 How Turnarounds Really Happen and Who Pulls Them Off
51:25 Quickfire: Podcast, Politics & What’s Next for Graham
01:03:23 Where Business and Politics Collide
**********
Follow us on socials!
Instagram: https://www.instagram.com/jimmysjobs
Tiktok: https://www.tiktok.com/@jimmysjobsofthefuture
Twitter / X: https://www.twitter.com/JimmyM
Linkedin: https://www.linkedin.com/in/jimmy-mcloughlin-obe/
Want to come on the show?
hello@jobsofthefuture.co
Sponsor the show or Partner with us:
sunny@jobsofthefuture.co
Credits:
Host / Exec Producer: Jimmy McLoughlin OBE
Producer: Sunny Winter https://www.linkedin.com/in/sunnywinter/
Junior Producer: Thuy
Learn more about your ad choices. Visit podcastchoices.com/adchoices

