In short
Al Elliott’s origin story as an entrepreneur, including building “Gimme Some Beer,” getting pulled into licensing trouble, going bankrupt in 2007 (about £103k personally guaranteed), reframing bankruptcy as a “beginning,” and using that debt experience to launch a second business focused on helping people facing repossession.
Guest backgrounds
Al Elliott is a former pub manager turned entrepreneur. He was named in “42 under 42” (around age 25). He later built a property-related business with partner Chris (about 21 at the time), who could hold mortgages and later became a property developer.
Key claims
Al says his early decisions were driven by wanting to be “popular/cool” and later by excitement about opportunities and rapid proof-of-concept. He argues intelligence is domain-specific. He claims bankruptcy created expertise in debt management and empathy, and that “bankruptcy isn’t the final—it's the beginning.”
Notable examples
Beer delivery after-hours using credit-card “reserved” funds and later pre-ordering workarounds; police/licensing court appearances; losing his liquor license; a mugging in Leeds; bankruptcy after dot-com-era credit expansion; second business using a “99-year undertaking” to compete ethically against firms using short tenancies and Section 21 evictions.
Written by AI. May contain mistakes. Listen to the episode to check what was said.
Chapters
Tap a time to open that second in VOReflecting on Al's Journey
0:45 to 2:43
Discussion about Al's background, previous successes, and bankruptcy experience.
Young Al and Early Influences
5:30 to 6:42
Al shares his childhood experiences and how they shaped his identity.
“We've been around for a little bit, a few episodes now.”
Defining Intelligence
6:42 to 10:31
A deep dive into the multifaceted nature of intelligence and self-perception.
“I think for the UK is public is different.”
The Entrepreneurial Drive
10:31 to 14:01
Al discusses his entrepreneurial journey and what motivates him to create.
“I'm just like, okay, that was just the fact.”
The Creative Process: Building from Nothing
14:01 to 15:02
Learn how creativity and personal competition drive innovation in coding and design.
“Um, and so we just sat there and we're like, okay, let's design it.”
The Journey to Entrepreneurship
15:03 to 16:52
Understand the emotions behind leaving traditional jobs to pursue business ventures.
“You go into like a landing page website this afternoon.”
The Birth of Gimme Some Beer
16:53 to 19:13
Discover the inspiration and legal hurdles behind starting a beer delivery service.
“So how did it feel to go from, because that's a huge amount of success, just so we kind of have a timeline, this was in the, what year is this?”
Scaling the Business: Growth and Challenges
19:14 to 22:45
Explore how Gimme Some Beer rapidly grew and the cultural aspects of the team.
“However, I started looking more into it and realized that actually a sale, according to British law, is only consummated when the money is taken.”
Navigating Legal Challenges in Business
22:46 to 25:56
Learn about the legal challenges faced and creative solutions devised to comply with regulations.
“the big, I was at the center of something quite cool.”
The Impact of Licensing Laws on Business Operations
25:57 to 28:00
Understand how licensing laws affected operations and led to innovative workarounds.
“I kind of liked it because I think it was just different to how their normal day would go of dealing with someone who'd stolen a car or fallen out with their wife or something.”
Show all 32 chapters
Navigating Licensing Laws and Business Challenges
28:00 to 30:10
Learn about the creative strategies used to cope with strict licensing laws in the alcohol business.
“fact is that legally she had ordered it beforehand.”
The Downfall: Personal Bankruptcy
30:10 to 32:50
Discover the personal and financial struggles that led to bankruptcy after a failed business venture.
“So all I did when I wanted more money is I just, I went there and I went, I've got a new business plan.”
Reflections on Loss and Shame
34:21 to 36:53
Explore the emotional impact of losing a business and the feelings of shame associated with bankruptcy.
“So what the hell am I going to do with the rest of my life?”
Shifting Mindsets: Finding Positivity in Bankruptcy
36:53 to 38:24
Understand how to reframe the mindset around bankruptcy and setbacks in business.
“What was the darkest moment during that time?”
Building a New Business from Experience
38:24 to 42:00
Learn how personal experiences of debt and bankruptcy led to the creation of a new business model.
“normal working life that made me start to reframe how I looked at things.”
Building a Business Ethically
42:00 to 44:14
Learn how the speaker developed a business model to ethically help those facing repossession.
“And if you do it ethically, most people aren't doing it ethically.”
The Journey of Trust and Partnership
44:14 to 46:44
Discover the dynamics of trust and partnership that shaped the speaker's business.
“But it just felt like such an advantage in the market at the time.”
Marketing Strategies and Success
46:44 to 48:24
Explore the innovative marketing strategies that led to early business success.
“He'd seen that I really genuinely wanted to help people.”
The Impact of the Financial Crisis
48:24 to 50:36
Understand how the global financial crisis affected the speaker's business and clients.
“But at some point we were buying two or three houses a week.”
Values in Business and Life
50:36 to 52:49
Reflect on the values that drive the speaker's approach to helping others.
“is that with everything we do, like with Oblong we're doing together, my primary, and this sounds like an advert for Oblong, it's not, but my primary thing is how can you help someone to get what they want?”
Transitioning from Property to Marketing
52:49 to 55:05
Learn about the speaker's transition from property management to marketing consulting.
“So in theory, they should have been paying us.”
Reflecting on Success and Impact
55:05 to 56:00
Evaluate the speaker's perceived successes and the impact on families they helped.
“I don't know if any of you are old enough to remember Chris Cardell, but he used to do all these webinars or these, actually there were tele-seminars back then.”
Starting a Marketing Company
56:00 to 56:40
Learn about the transition from traditional jobs to entrepreneurship in marketing and web design.
“We've just looked at each other like, we're not doing this.”
Helping Families Avoid Bankruptcy
56:40 to 57:40
Discover the impact of helping families avoid financial ruin and the joy it brings to the entrepreneur.
“And I just remember getting like sometimes getting emails from people who I'd helped months ago, just going back and saying, thank you so much.”
Lessons Learned in Business
57:40 to 59:00
Explore key lessons learned over 20 years in business, emphasizing trust and integrity.
Redefining Success in Life
59:00 to 1:00:00
Understand how personal definitions of success evolve with age and experience.
“I don't have the same hopes, dreams that I had when I was 25.”
Advice to the Younger Self
1:00:00 to 1:02:00
Reflect on the advice one would give to their younger self and the impact of past experiences.
“I don't care how much money we've got in the bank.”
Valuable Advice for Aspiring Entrepreneurs
1:02:00 to 1:03:40
Gain insights on starting a business, building a network, and avoiding ego pitfalls.
“Whatever, we learned loads of stuff from him.”
Mistakes and Learning in Business
1:03:40 to 1:06:00
Discuss the common mistakes in business startups and the importance of market validation.
“And I think that this whole idea of making mistakes is so, so important that by trying to avoid being wrong, you're going to avoid about 90 % of all the good things that are going to happen to you.”
The Importance of Genuine Networking
1:10:00 to 1:11:52
Learn why authentic relationships are key to success in business and life.
Effort Behind the Podcast
1:11:52 to 1:13:00
Discover the dedication involved in crafting great podcast episodes for guests.
“And that's one of the things which does slightly annoy me when we put all this effort, because we do probably put 10 to 12 hours of effort into it.”
Personal Updates and Exciting Projects
1:13:00 to 1:14:08
Hear about personal milestones and the development of a new house project.
“And today, those of you who are in our inner circle know that we're building a house in Herzegovina.”
Transcript
Automatic transcript. May contain errors.0:02Coming up this week in work.
0:04Leanne:My favourite person in the world has had a big birthday this week so we're not going to do this week in work at all. No, is that me? Happy birthday Al. Thank you, thank you. I've got less than 12 months now until I'm 50. Yeah, the big 5-0, that'll be a party. Yes it will. People still talk about your 40th. it was do you know what it was a really really really great day it was all our family flew out to Spain we had a lovely party out there and some of our friends stayed in one of the UB40s houses yeah yeah yeah yeah so we're going to have to go we're going to have to go bigger for 50 yes yes we'll have our new house then we'll build a few houses that's what we'll do we'll just build a couple of houses around in our garden just do that and get everyone over if you want to come to Isle's 50th birthday party next year let us know drop us a line we'll add you to the guest list yes exactly exactly but it did mean that we we took the bank holiday and it was glorious um i know it's it's it's proper hot in the uk right now isn't it about the same same here so we thought we would do that thing you know when companies give like employees their birthday off i thought i'd do the same i thought i'd give your birthday off um so an easy edit which i thought as well because i had loads of people haven't we gotten in touch recently asking more about you yeah weirdly i like the whole point of this podcast is that leanne is an incredible expert she's a great organizational psychologist she's chartered and god knows what more letters after name than in my name um yet people have started saying well wow what do you do what do you bring into the table i think is what people are saying i'm not sure it's that i think they know you're bringing a lot to the table but they don't know much about your background and your history we have we have covered it on the show before but like ages ago like first 15 episodes ago yeah we're now on what 304 yeah so i thought it'd be fun to post an interview that we that i did with al almost four years ago now talking about his background which includes being 42 under 42 entrepreneurs yeah going bankrupt for a fair chunk of change 106 000 i think it was using lessons from that to build your most successful business that's true to date and then how that turned into into what we do today so it's a good story one person listened to it and got in church was it richard yeah and started yeah reckoned it could be a movie yeah apparently he's writing a netflix miniseries i know i know so shall we um Sure, roll the VT, as they say, after this short break.
2:45Leanne:Yeah, let's roll the VT. But I do want to tell you about what happened to me staying in the park. Okay, go on. I got attacked by a crow. Like a proper crow. I think so. What's the difference between something that looks like a crow and a proper crow? Could be a raven. Ravens are massive, aren't they? Are they? I don't know. It could be a magpie. They're sneaky. There was no white. Ah, it was just a crow. I don't know. Orange beak. It was a black bird. Oh, no, it had a black beak. Oh, no, it wasn't, was it? Black beak, look like a crow. Yeah. You know it's the Bosnian black beak crow. Is it? They are renowned for how ferociously they fight.
3:21It was keen. It was keen.
3:23Leanne:It went for little Bob, our little Minpin. He wasn't that little, so it was still an ambitious, ambitious snack. But went for him and then just wouldn't leave us alone, just kept bouncing towards us. I was like swinging my backpack around at one point to try and distract it. And then Peanut was off the lead, our big dog, who would probably like back us up um i tried to call him back and he wasn't interested he was like nope no there's a bin over here overflowing with chicken bones i'll get into that yeah so um so that was a bit of an odd experience not gonna lie do you think it was some kind of omen or just a coincidence no just something that happened no it's magpies that's unlucky you have to say good morning mr magpie or something don't you yeah salute them and salute them and three for sorrow and four for joy or is that just kids?
4:09Leanne:Yeah, one, three for a girl, four for a boy or something. Something like that. I don't know. If you know anything about, if you're a bird expert and you know about crows and black-beaked crows, then let us know. Yeah, in the Southern Europe area. Yes, yes, we'd be interested. We'd be interested. Anyway, should we go to the break? Yes. No. Sponsor, Truth, Lies and Work, a watering podcast brought to you by the HubSpot Podcast Network, the audio destination for business professionals. we are contractually obliged to say that. So with that done, should we go here from the HubSpot? Tick, tick. If you've ever done sales for your business, then I bet this is going to be familiar.
4:47Your pipeline looks full, activity looks great, but you're not sure which leads matter, which ones are wasting your week and which call you should have made three days ago.
4:55Leanne:It can all be very confusing, Al. Very confusing. But luckily, HubSpot's prospecting agent gives you a clear way forward. It shows you who's actually ready, gives the details of the reps you need and points them towards the conversations worth having. So reps know exactly where to focus and what they're walking into. Check out HubSpot.com, the agentic customer platform for growing businesses.
5:24Welcome back. Welcome back. Straight to the VT, Lee.
5:28Leanne:Yeah, without further ado, here is Al Elliott. So today is a little bit different. We've been around for a little bit, a few episodes now. We've been on the HubSpot Podcast Network for about six weeks and we've realized that we haven't really taken the time to introduce ourselves. And today we are learning all about my wonderful co-host Al Elliott and his very interesting and rollercoaster experience as a business owner and entrepreneur. Al, welcome to the podcast. Well, thank you so much for having me. It's a delight to be here. I've been dreaming of this moment for a long time, Leanne. It's just you've never asked me.
6:15Leanne:Well, we're very busy. I think we should just dive straight in and get to know get to know al elliot so to steal a question and if you're a regular podcast listener you'll know exactly where this question is from what do i need to understand about young al to better understand the man that sits in front of us today oh that's a good question oh i'm stealing that for next time i do the interviews i think i noticed that a lot of the decisions i made tend to be around um sort of trying to be popular or trying to be cool because as a kid i was never popular i was never cool i was the biggest nerd ever up until about the age of sort of like 19 20 still i'm a huge nerd but i was like an uber nerd um and so but i was never particularly like in the comprehensive school, which is, um, I think for Americans, that's public school.
7:14I think for the UK is public is different. So for just like your general bog standard school, um, and I say it because I went to one, um, so with that, I was never particularly popular because I was never good at sports. Um, I wasn't like, um, I looked weird in my teens. I still look weird now. Um, I wish I could have grown a beard in my teens. Um, and also, um, so I was never really popular there. and then when I went to a grammar school for my A-levels, what my parents wanted me to do, because my little brother went to grammar school all the way through, then I came from the comprehensive and I wasn't particularly intelligent and so I only scraped by to get in there.
7:48So I wasn't particularly popular there either. So when I left university, I went into pub management. So I had a few pub jobs, that's bars, so I had a few jobs in bars and then went into like a bar management and then went into the actual got a job as a pub manager and i think probably that's a lot of that is to do with the fact that i wanted to be the person who sort of everyone to put the party together i suppose so my first pub job was in manchester in a busy student bar we used to get sort of two or three thousand people a night in there and my job was to make sure that everything was running right and everything and so i suppose that was the beginning of it and i really enjoyed the fact that people you know thought i was important uh that people thought that, you know, that essentially I looked down and go, if I hadn't done all the bits and pieces today to make this night happen, then they wouldn't, you know, it wouldn't be happening.
8:38So that's, I suppose, my working career. When I left that and I started building businesses, I think it's a similar kind of thing. My very first business was a beer delivery company. And I had maybe sort of 20 or 30 staff in there. And it was a similar sort of thing. I felt like, you know, I was paying or I was paying people to be around me, but I felt that it was, I was creating an environment where people wanted to be and probably wanted to be where I could be part of. Does that make sense?
9:08Leanne:It does. And before we kind of dive into that period of your life, you said there that you were not good looking, you're not particularly intelligent, you weren't popular. Where does this kind of self-deprecation come from? I honestly don't think it is. I think it's just practical. Um, I, my brother is, um, a professor, um, very, very clever. Um, and so obviously naturally with being two boys in the family, you kind of, you are pitted against one another to a certain extent or compared, I suppose, is more likely. And then I remember some of my earliest memories where, where, um, there was a, a girl called Eleanor who was in my class.
9:49Um, and, um, my mom kept going, right, what's, what does Eleanor get in this test? And what did you get in this test? And it's like, well, why didn't you get what Eleanor got? And so there was a lot of this sort of competition to be intelligent, which I wasn't able to, well, I wasn't able to win as much as my brother did. Now, I think I've got intelligence in other, certainly other things. Academically, no, but in terms of other stuff, definitely, I feel like I'm very good at picking up, seeing patterns or seeing ideas, which is, again, takes me on to the entrepreneurship. So I don't think it's self-deprecating.
10:23I honestly think now in my 40s, I look back and I'm like, yeah, this is just practical. That's just how it was. Perhaps at the time I felt terrible, but now I don't. I'm just like, okay, that was just the fact.
10:33Leanne:What does intelligence mean to you? I'm not sure necessarily that you can define intelligence using just one sort of criteria. Because intelligence in warfare, for example, is very different to intelligence in a university, which is very different to intelligence in if you're leading a massive team, which is very different to intelligence if you're starting a new business. You know, so I don't think you can say someone isn't, you can say I've got a universal measure of intelligence, even though I'm sure psychologists do, and I'm pretty sure that's IQ. but i would say i would i would argue that intelligence probably within your domain do you have intelligence do you know things that other people don't um so if we if we talk about intelligence in terms of like secret service and spy stuff and all that the intel they talk about in james bond well that's the intelligence about a particular domain isn't it about a particular back to particular people.
11:27So I think maybe intelligence is often very domain specific and someone who would appear very intelligent as a university professor, for example, I'm trying to take the most extreme example, would appear really stupid to someone who managed a team of 10 ,000 people or who started a business or Elon Musk, for example. Two very different intelligences, I think.
11:51Leanne:You mentioned that you were often compared to your brother and it wasn't kind of a game you could win. Do you think that played a role in you going into business, being an entrepreneur? Yeah, maybe. Honestly, I hadn't really thought about it like that before. Yeah, in my family, that wasn't a game I could win. Whereas in my family, there was no one really who as an entrepreneur. So even if I was a shit one, I'd still be the best entrepreneur in the family. So yeah, I never really thought about that. But yes, potentially, yeah. Are you competitive? I don't think I am particularly competitive. We have a monthly quiz with my family and with your family.
12:36And I am always last in it. They get an average of like eight points and I get three. so and that doesn't bother me at all what does get me excited is when i see an opportunity in something and i think not many people have have seen this opportunity and even fewer people are actually acting on it so that's where i would become competitive but not because i have to win like type a personality just more because the excitement of being able to bring something to life that hasn't existed before is incredible. So I suppose I'm competing against time rather than people in that I like to be, I like to create things that either haven't existed before or have existed, but aren't great.
13:25Um, and so that's why I got into coding as well, because it's made me about sort of, I started programming when I was a kid in basic. Um, but if I started in PHP about 15 years ago and I was rubbish for about eight years of it, then I started getting and better and better and better. And what really excites me about that is that you can sit down and within a day, you can have produced something that other people can access and use that's never existed before. Or you can see something that exists and you go, that's not very good. I can improve that. And I don't have to go and find a huge tech team to do it because I can create a proof of concept in a couple of days.
14:00And that's what I like. So I suppose I see coding very much like Lego or like woodwork where if you want, if you could imagine something existing, like I remember when I was, when I was living with my brother in Bradford, we built a cabin bed, a bunk bed. Um, and so we just sat there and we're like, okay, let's design it. Let's go and cut the wood. And so within three or four days, a space that was unusable in a tiny bedroom suddenly became this place with a desk underneath it. And then, um, it sounds like children and then a bed above it. And we created that and we we're created from nothing so i suppose i'm not competitive with other people but i am competitive with myself in that i want to produce something that i'm proud of before i suppose before i get bored of it and move on to something else so that's probably my time constraint probably what i'm competing against is if you were to graph my interest over time then i'm working so hard to stay in the first third of that of that quadrant of that graph before it starts to plateau and
15:02Leanne:then dip and then it just never gets built is that a pattern that that is quite familiar to you then 100 the i think i'm not sure there's many things that i've finished i've started lots of things and what what is funny is that is that i i meet a lot of people who who say they've got great ideas and they never do anything about them and i always think it's ridiculous you could have a website up by this afternoon. You go into like a landing page website this afternoon. You'd be running ads by tomorrow. You could have started this. Yet people who look at me when I started something and then haven't finished it probably think exactly the same thing.
15:37Like you're a flipping idiot. Why have you, why have you got this far and got this much momentum and then just given up? So it's definitely something that I'm really bad at. I get excited about opportunities, He's excited about proof of concept. And then my interest almost falls off a cliff because I'm like, oh, let's go and build something new.
15:56Leanne:So let's take it back to your first business, that first opportunity that you saw. What was the build up to that? What did kind of the 12 months before you started your first business look like? I think the build up to starting the first business was probably around excitement and frustration that I'd never really like, Like I'd never really fallen into a job that I enjoyed. They all just seemed to be just work for work's sake. And so I just wanted to do something different. And so I looked at all kinds of different things. And then this idea of doing beer delivery after hours was like the most appealing and the most exciting to me.
16:37And also because I'd been in the license trade already, I knew a little bit about licensees and licenses and all that kind of stuff in the licensing law.
16:45Leanne:So is it just a case that you were kind of bored managing a bar and wanting to do something different in the same industry? Yeah, well, I mean, I got sacked from managing the bar because money was going missing and I couldn't tell them where it had gone. So I ended up getting sacked from that, which obviously was the end of my career in pub management, because who else is going to employ a bar manager who at 21, but at 21 had taken a bar from the 27th worst in the area to the first in terms of sales, but then six months later got sacked for money going missing for Grossmas Condon. So how did it feel to go from, because that's a huge amount of success, just so we kind of have a timeline, this was in the, what year is this?
17:32This was 1999 to 2000, late 2000s.
17:37Leanne:And you took it from number 27 to number one? Yeah. And then you got sacked? Because the money was going missing. Which you had nothing to do with? No. And I still, to this day, don't know where he was going. I mean, I know there was a weird thing around the post office in the UK, around about the same time, where he was over. Postmasters were getting sacked because the tills were saying it should have this much, and it was a computer error. so whether it was something like that or it was just as simple as someone was just taking money I don't know but I don't know the answer to that so I went to do a sales job a daughter door sales job and then I did a phone sales job both of which taught me loads but I hated and so my main thing was just I just hate just basically getting up going to work coming home watching tv going to bed getting up going to work coming home watching tv going to bed it was just they seemed this horrible cycle of just is this it so gimme some beer was your first business um so tell us tell us about the idea behind gimme some beer so it was born from a a night where there was a load of us sitting around having a few drinks we'd been to the off like no been to the pub come back and there was there was some like some went to someone's house maybe like some sherry and some advocar or something in the in the in the cupboard ran out of that it was about 11 o 'clock um and everyone was like, let's have another beer.
18:55Like we've got no more beer. We've got no, nothing else to drink. So we all sort of like disappeared off home. And I was like, wouldn't it be great if I was the man who was able to phone a friend and go, bring us some beers. And so that's where it sort of came from was that surely this, we can do something. So I looked more into this and of course, licensing law meant that I couldn't sell alcohol, um, or no one could sell alcohol after 10 PM until 10 a.m. the next morning. However, I started looking more into it and realized that actually a sale, according to British law, is only consummated when the money is taken.
19:31And this all started when, and this is going to make sense in a second, when I went to a hotel, they took my card, they swiped it, and I said, what have you done that for? I said, right, okay, well, what's happened is it's reserved£30 for us. So if you use anything from the minibar, for example, then the money's reserved for us, but not taken yet. So at the end of it, we'll just say, okay yeah you took two cokes and um jack daniels therefore that'll be eight quid and then they'll take the money and then the rest of it's released and that's what gave me the idea for giving some beer i was like well we can deliver the alcohol at three o 'clock in the morning because delivering it is fine deliver it at three o 'clock in the morning take a swipe of their card and then put the sale through at 10 a.m the next morning which meant that the sale was consummated during permitted times or permitted hours which got us around the licensing law well to start off with so that's how it kind of got born how it started and it was successful quite quickly was it within
20:23Leanne:a few months you were named in the 42 under 42 is that right it was actually yeah it was we were kind of because i was only like was it 2002 so i would have been 29 i think um and uh no sorry 25 um and it all sort of started quickly i got a i got a loan from hsbc bank for what seemed like a huge amount of money at the time, but it wasn't. I got a loan from the HSBC bank. I rented a little sort of shed. I built a big walk-in fridge in there. And then when I started a business, they're like, great, we'll start the business. And then the phone didn't ring at all. And then the second night it rang once and someone wanted a packet of cigarettes, which we were then selling for about the same as they were in the garage.
21:04So I made about a pound delivery fee on that. And I realized that something had to happen. So I came along this idea of finding students to go up and down the queues, the lines on outside nightclubs between the hours of like nine and 11 and basically sign people up for the after hours service saying, look, if you give me an email address, then when you ring up, we can deliver you beer when you come out the nightclub or the pub or whatever. And that worked phenomenally well. We went from literally, I think my first week, I took five pounds, six weeks later, we were doing about six grand a week.
21:36And it just blew up just because of that. And that's where I think I started to get the attention of the paper I was on local radio um and then nominated for this rather embarrassing 42 entrepreneurs under 42 um which we're going to find out in a minute wasn't wasn't a great nomination
21:53Leanne:but how did it feel to get I mean you talked before about in your your younger years not not being popular not kind of being the person that's getting the accolades how did it feel to suddenly be the center of that type of attention well I mean obviously it was quite cool it was cool. And being like, not being British about it. Yes, it was amazing. It was amazing to feel I was building something. It was amazing when people, drivers and staff used to come to my, the little shed that I'd rented was like a three bedroom sort of converted garage. And one of them was the cold room. One of them was my bedroom and one of them was the office because I slept there.
22:29And it was quite cool to select 10 o 'clock at night, start to, people start to drift in, staff would drift into the, to my office and they'd sit down and start taking phone calls. And then, you know, three o 'clock in the morning, it'd be like busy and there'd be phones ringing, people shouting and, you know, someone going into beers and stuff. So it did feel like it was like, finally, I was at the big, I was at the center of something quite cool. And people were there because they wanted to, they were with me on this journey.
22:51Leanne:What was the, what was the philosophy behind your business in terms of your, your people? What did your culture look like? I'd written, at the time, I'd read a lot of Tom Peters, which I think he's kind of fallen out of fashion now a little bit, but we're back in the day of 2002 and my dad was big into into tom beaters and so i was reading loads of stuff about that and so i was trying to implement as much of that as possible so for example one of the things we used to do um was we have a job swap so a driver would take calls for one night and then the the person who took calls would either go out with the driver or if they're insured do their own deliveries and then we had a job called the board monkey where the idea was every single order that came out went on the board.
23:34And so that sort of moved around every single night was a different person on the board. So my whole idea was to create this environment where people had different experiences. Everyone understood everyone's job. And they just had a really good time at work. And I suppose that probably does come back to the time when I was working, either doing my teaching practice when I was trained to be a teacher before I moved into all this and then when i did my sales job i'm just thinking this is just a this is boring i don't want so i never wanted to create a culture or a workplace that was boring that people went i
24:07Leanne:don't really don't want to go there at its peak how how what did give me some bill look like in terms of number of staff in terms of revenue i think we had at its peak we had 30 staff we're doing about 20 000 pounds a week um turnover um about five pounds profit didn't it wasn't a very thing but it was it was really cool and there was such a great environment there and people just you know like when we finished work it sounds ridiculous to say finish work at six in the morning it was like six in the morning we'd all sit around have a couple of beers and watch mtv or something um because no one wants to go home they just felt like i had a really good time and they were just it was exciting and things were new and there was problems to solve that they all had the opportunity to solve themselves before we we get on to that you mentioned before that um about the licensing laws and sounds very much like a loophole there um was there any repercussions to that was there any follow-up in in terms of that somewhat i don't know it seems a bit cheeky to me yes there was definitely uh repercussions the the local in the uk there's like a member of the police who's in charge of licensing, um, to allow you to sell alcohol because in the UK, you need a license to sell alcohol.
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25:28And so his job was to ensure how the people were fit to hold a license. So I got my first license, of course, it's just an off license. It was a normal license. And then when he discovered what I was doing, he pulled me back to court, which almost never happens, pulled me back to court. And he's like, I want, you know, I want to clarify what you're doing. You seem to be contravening the licensing laws. And at that point, that's when I was doing my sale and completion swipey of credit card kind of thing. And so the magistrates, I mean, the magistrates kind of liked when I went there, I went three or four times.
25:57I kind of liked it because I think it was just different to how their normal day would go of dealing with someone who'd stolen a car or fallen out with their wife or something. So he basically said, my problem is not that he's, I can understand he's not taking money, but still he's picking his stock outside permitted hours. And I was like, and at the time I was like, what the hell does that mean? So I went away and did some research and it turns out that yes, it's fine to deliver alcohol, but only if it's been pre-ordered. Because in theory, you can only go into the stock room during permitted hours.
26:28And of course we weren't. People were ringing up at three o 'clock in the morning saying, can I have four candlestella? And we walk into the stock room, grab the four-pack candlestella and go and deliver it to them. Now, even though we weren't taking the money, we were still contravening the UK licensing laws because we were actually going and getting the stock during outside of permitted hours. So I had an idea. And I thought, if we ever get, if the police ever raid us and they want to see, and we've got like two bags, four cans of Stella, going out to Leanne Elliott in Manchester, then they'd go, has she ordered this?
27:03And at that point, we're like, yeah, just a few minutes ago. Show me when she ordered it. Oh, just a few minutes ago. Right, well, you've broken the law. So I thought, wouldn't it be interesting if we created an order of every permutation of everything that someone could order from us and for every single customer we've got. So I spent about four weeks writing this computer program that would essentially create an order. Every possible combination of orders of products we sold for every possible customer we had. We honestly had about 50 binders, each one with probably about 500 pages in there and each one in tiny print.
27:39So if anyone ever stopped us and said, where's the order? We can go, yeah, we printed it out. Look, then we go and get my file, look under G for Gobsil, which is the Anne's maiden name. find it and go, look, Leanne's ordered four cans of Stella. Now, the fact is Leanne had also ordered eight cans of Stella. She'd ordered 12 cans of Stella. She'd ordered a bottle of wine. She ordered two bottles of wine. So there was maybe a thousand different orders for Leanne. But the fact is that legally she had ordered it beforehand. So that's how we kind of got around that. He didn't like that at all. So he took me back to the magistrates.
28:10I think this is the fourth time we went back there. And the magistrates went, look, fair enough. You've given it a good go. we've seen you four times you tried every possible way to get around this and so no we're taking your license away from you and they took away my my my liquor license my off license what what happened
28:27Leanne:then what was what was left did give me some beer if you had no license well nothing because suddenly suddenly what could we do people ring up can i have four cans of stella and you go well legally we're allowed to sell you wholesale which means you have to buy 24 cans of stella and they'll be like well we don't want 24 cans of stella can you just bring us four go no because we've not got a license. We can't sell less than wholesale. And that was the licensing law back then before it changed, was that you could sell it wholesale anytime you want, no license required, but you couldn't sell it sort of not wholesale in points.
28:57So we came up with an idea. In Costco, there was a very, very cheap case of something called Lambrini, which is peri, which is basically pear cider. It's horrible stuff. But they came in packs of six 1.5 liter bottles. And they were about the time about six quid and so what we what we discovered or i discovered was that if i sold four kinds of stellar and i also made them buy this case of lambrini that was qualified as wholesale prices and therefore we didn't need a license for it so it it was quite difficult to convince someone who'd been drinking all night ringing up who wants four kinds of stellar they also have to buy this lambrini but and we probably lost 50 percent of our business but the other 50 present we're kind of like okay i see what you mean so essentially this is like a delivery fee i was like yeah basically yeah so you get your four cans you get these labrini and i said and also i tell you what we'll bring next time you order we'll bring you another set of labrini but if you've got the original one back we'll take that back and give you the new one so you never have to pay for it you only pay for it once kind of like i suppose a costco membership fee again really convoluted allowed us to get around it for a while but ultimately wasn't the solution
30:10Leanne:so what what happened how long was there between kind of this final change in in how you're operating before you realized that the business was unsustainable probably only a few months um the licensing law was was starting to change it was allowing local shops to stay open until three four in the morning selling alcohol at half the price we were selling at um so i think i think maybe about six months after that the business closed um we were selling out the back of a car I remember I got mugged well why not mugged but I got an order to this dodgy part of Leeds I went there um and they kicked the crap out of me took my took my money my phone my car um and at that point I was a bit like you know what this just isn't worth it so so unfortunately I stopped and I went and got another job um but I still wasn't enough um that still wasn't enough to sort of pay all my debts because I borrowed like 103 grand at this point why'd you borrowed that that amount Well, the bank kept giving me more and more money because they were like, this is an exciting business.
31:10It was in the dot-com era. So all I did when I wanted more money is I just, I went there and I went, I've got a new business plan. I put dot-com at the end of Gimme Some Beer, which was my company name. Gimme Some Beer dot-com. They were like, oh, we're investing in dot-com companies now. So yes, here's another 50 ,000, you know, and they increased my overdraft to 40 ,000 or something. Then I had a van lease, which was like 30 ,000. So, and credit cards and all this kind of stuff. So if anyone's ever run a business and it's not going well, you'll know what the credit card dance is, where you go and apply for a new credit card, then that gets maxed out.
31:41And then you go and convert it to a loan, which Egg used to do all the time. Then you'd max out your credit card again. And you just were just getting deeper and deeper and deeper into the shit, which it all sort of came to a head when I realized that, you know, I owe this 103 grand. I was earning about three grand a month from my sales job, commission only sales job. and I don't think I even covered the repayments on everything.
32:05Leanne:So what happened then? Well, I went bankrupt. It was the person, because everything was personally guaranteed. So it's the only thing I could do. Well, it wasn't the only thing I could do. I could, I suppose, have gone, but I couldn't really because I got so much stress, so much stress. I was basically working so hard. I was behind on my mortgage that I lit, on the place in Bradford, which I bought. I was behind on the mortgage on my investment property in Manchester that I'd bought. And I was also renting somewhere that we were behind on rent there and electricity and all that kind of stuff. And I was just thinking, what's the point in even getting up in the morning going to work?
32:43Because I need like 500 quid today just to keep my head above, just to pay the debts, let alone any kind of any food or travel or petrol or anything like that. I remember being used to go and raid my copper jar to go and put petrol in my car. And that's the most ridiculous thing is when you go in and you put£8.40 worth of petrol in your car because that's all you've got in coins. And you're driving so slowly trying to make sure it's going to last you all day. So the most sensible thing was to look at bankruptcy, which is what I did in 2007.
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34:30how did it feel at that time to be living in that that kind of world like you say you know you're
34:37Leanne:coppering up to pay for petrol knowing that just a few months previous to that you had a business it was doing 20 grand a week 30 staff a great work environment a great culture um exciting problems to solve and and you know the drama of being an entrepreneur and it does sound like a tv some kind of like short series of of kind of al versus a licensing guy and leads how did it feel being in that in that darker place and looking back at what what you'd had and what you'd lost I think it was awful because like you've said there you lost it and and at that point I was maybe 28 27 uh 2007 so I'll be 30 I think I'll be 30 um and I was like what the fuck I've just ruined the last three years of my life not only am I starting not starting at zero at 30 I'm starting at minus 103 grand.
35:35So what the hell am I going to do with the rest of my life? And it was just quite a frightening situation. I think actually thinking about it, I think I went bankrupt a little before that because I think I was 30 when I started my next business. But yeah, it was just, and it was also a bit of embarrassment that, you know, I said before about the 42 under 42 and I'm like, oh God, you know, what happens if someone finds out that it's that it's not worked. And it's like, of course, no one's, you know, there's 42 people who've been given that award. You know, no one's really going to go follow each one of them and go, how are you getting on?
36:08So it was that, but it was just, there was a lot of shame, I think. And obviously my parents were pretty upset about that because, you know, there's that, that stigma attached to being bankrupt. But I kept thinking, you know what? If you've gone bankrupt, it's shown that you've at least done something. It hasn't worked, but you've done something and you've tried something. And I kept borrowing a lot from the American philosophy of just bankruptcy's not, bankruptcy's not like the final. Bankruptcy's kind of like the beginning. I was reading a lot of things, people saying that, or books, people saying that they only ever invest in entrepreneurs who've been bankrupt at least once because it's shown that they've gone for the moon, it's not worked.
36:48So I was taking a little bit of solace in that, but it wasn't a great time.
36:53Leanne:What was the darkest moment during that time? In terms of shame, the worst moment was when my neighbor rang me up from Bradford and the house had been repossessed. So I'm guessing they put some kind of notice on the door being repossessed. My neighbor, who I'd gone on really well with, and she rang me up and went, what's happened? Your house has been repossessed. What's happened? And I had to pretend it was like a banking error or something, but she knew and I knew. So that wasn't great. and of course there was lots of times which were dark because I didn't really see I did see a way out of it a few months later but at the time I was like I'm gonna have to get another job and I'm as I said I'm worse than where I was five years ago.
37:37Leanne:You mentioned there that you were kind of looking at the American philosophy and in starting to to look at kind of the positives behind bankruptcy was that where did that drive come from to try and shift that mindset was that you or was that somebody else's influence i suppose i suppose it was me because my parents influence was very much i don't blame them at all for this but my parents influence is very much okay right you gave it a go it didn't work let's go and get a job you know you can go and get a job in aldi or weatherspoons or something like that um so there's you know you have a you have another opportunity to become a teacher, for example.
38:14And that was the last thing I wanted to do. So I suppose that it was almost like a negative motivation that I didn't want to go back to a normal working life that made me start to reframe how I looked at things. I think about the same time I might have done a Tony Robbins thing, you know, when you run across the coals and that might have been a bit like, wow, that was sort of as cheesy as it can be. And of course, you know, you have your own opinions about it but i followed him for quite a bit and like bought his tapes and his cds and all this kind of stuff and that did help because it just started to reframe really that what had happened yesterday doesn't necessarily dictate what's going to happen tomorrow and so i think maybe i'm wrong but i think i think i got a lot of motive sort of self-motivation to do this and not much external motivation at that point i don't think what was it about a normal life a normal job to use your word normal career that that was so
39:17Leanne:off-putting for you especially after you'd been through so much in the heartbreak of building and losing a business what was so bad about that more traditional career path i honestly don't know i'm I've never wanted to be the BMW in the drive of a 400 ,000 pound detached house in an estate that's never really interesting. Is that true? You've never kind of wanted those things? I don't think so I just felt that was mediocrity and like I felt that the you know the opposite of of being on, you know, on your ass like I was after gone bankruptcy is mediocrity, not riches. It's like people seemed, I just felt that those were the two opposites, whereas it was a totally different direction to go in, to build something, to, I don't know whether it was, I wanted the recognition for building something, or I just wanted the excitement of being able to wake up and go, I'm excited about what I'm going to do today, rather than I'm going to go to the same job and see the same people in the same car and then come home and watch the same tv programs eat the same food and go to the same bed so clearly you were driven to to go again build another business um i mean tell us how do you go from bankruptcy for more than a hundred thousand pounds to setting up business number two well it was funny because if if anyone started if you're listening and you've started your own business and you know there's there's usually a business is born from scratching your own itch, from solving a pain that you've got.
40:57And the pain I had then was I had two houses being repossessed. I was late on my rent. I had all these people chasing me. There was a particular water bill that wasn't included in my bankruptcy by mistake. And so I was a CCJ. And so I realized that I knew probably more about debt, debt management, mortgage arrears than the average person. In fact, more than probably like 70 or 80 % of the people in the UK because I'd been through it. And I also had this, I had empathy as well. So it was at that point that, um, I started talking to my, the guy who used to manage my business for me in the beer business.
41:34He was only a kid, um, at the time. I think he was like 18 or something when he came to work for me. Um, and, um, and I started talking to him and he'd been, he'd gone to university and he was doing his degree. And I just said, you know, do you fancy doing something a bit different? because I've seen this way in which you can buy houses for less than what they're worth, rent it back to the people, and you can help people who are being repossessed to stay in their property. And if you do it ethically, most people aren't doing it ethically. If we did it ethically, not only would we make some good money on it, we'd build a property portfolio, but also we'd be helping people in the same way.
42:13And so I think that's where my next business was born was purely that I had the knowledge and the experience of going through massive amounts of debt, bankruptcy, repossession. And then Chris, my business partner, who was only 21 at the time, but he was mortgage, he could hold mortgages. So we could kind of bridge that gap of saying, if you are getting repossessed, then let us buy your house, rent it back to you for 99 years. And I know anyone who's a landlord knows that's not right, but we'll talk about that in a second. rent it back to you forever and save your family home. And so that's kind of like where the next business was born.
42:48Leanne:What do you mean 99 years isn't it right? Well, technically, an AST, an Assured Short Old Tenancy in England and Wales, is only allowed to give in 12 months. What we did was we give, if we said we buy your house, what we'll do is we'll give you some kind of undertaking that means that we will renew that tenancy every year for up to 99 years as long as you pay your rent, you're never late, you don't contravene the licensing, the tenancy agreement or whatever, whatever. And that was really just a marketing thing. It was just to say, because everyone else, that was the biggest issue with other companies in the sector was that they'd buy people's houses, they'd rent them for six months and they'd buy them for like 30, 40%, the cheapest they could buy, 30, 40 % below what it's worth, they'd buy them for, rent it to the family for six months, then serve them what's called a section 21 notice, an eviction notice, and then sell the house for what it's worth and realize that gain.
43:42And that was going on because it was totally unlicensed back then. And that was going on a lot. And so I thought, well, what that's, that's their big, when we started getting into this, we found that's the biggest objection to anyone doing this. We said, well, how do we get over that? Well, simply we'll give them a 99 year tenancy. And that's, that's, so that kind of won us. We were beating, you know, we went to see customers who'd gone to see these massive companies were advertising on TV and these customers were choosing us purely because of that 99-year tenancy, which was really not. I mean, if they were late with their rent, that entire undertaking went.
44:14So we were safe. But it just felt like such an advantage in the market at the time.
44:21Leanne:Where did this confidence come from to launch yourself into a new area of business that you didn't have any former experience and beyond your own personal experience? impetuosity of youth, perhaps. I don't know. I was about 30 at the time. It's about when we met, I think, wasn't it? So maybe I was 29, 30. And I just felt like, why not? Why not? It's not necessarily confidence. I almost felt like it's a necessity, like I had to do something about this and not necessarily from a moral point of view, but just because if I didn't attempt to build something based on this idea, then what would I have?
45:02I would have this mediocre job. I'd be 30 and a salesperson and nothing against salesperson, salespeople at all. I love sales and some of the most wealthy people I know are salespeople, but I was just selling crap. I was selling advertising space over the phone. So I'd be 30 and then soon enough, I'd be 35. Then I'd be 40, still doing the same job, same dull things and just the same dull life. So it's not a confidence I felt. I felt it was a necessity that I had to try this and I had to do this.
45:33Leanne:So what were the kind of steps behind that in terms of actually setting up that business? What were the things that you had to, I mean, how did you get the trust of a 21-year-old to have multiple mortgages? How did you, how did you even navigate getting mortgages? How does it all work? Well, without going into the ins and outs, the trust was there because Chris, who's still my business partner in that business, um, what, 15 years on, maybe a bit longer. Um, he was, um, he, he'd worked for me and give me some beer and he'd seen that I literally, I was sleeping there. I was, he was going home at five in the morning or four in the morning, then coming back in about 11.
46:10And in that time I'd had two hours sleep and I got on the cash and carry, bought more stuff. And then I was doing the accounts and I was typing stuff up and whatever. So he'd seen that I'd worked hard. And in fact, he's the only person who ever made money from that business because I paid him well. In fact, all the staff I paid well, and that's probably what made me bankrupt in the first place. I should have been paying people per delivery like Uber does now. And I was just paying people an hourly rate where they were busy for like two hours and then they were quiet for two hours and they're busy for two hours and they're quiet for two hours because I wanted to make sure that it was fair and right for them to come into work.
46:41So I think Chris had seen that. He'd seen that I really genuinely wanted to help people. And also I think that he was a bit bored at university. He'd had this exciting sort of like 18 months gap year where we were building, give me some beer. He came with me to the 42 under 42. We were like brothers and we got on really well. And you went to university and I think you felt a bit deflated that, oh, oh, I mean, maybe you're asking me, it'll be totally opposite. But I just said to him, look, just come down, hold some mortgages. This is how it's going to work. All you have to do is hold the mortgages, et cetera, et cetera.
47:12And it turns out actually that property is Chris's passion. Like now he's a big developer. He's done all kinds of bits and pieces, which he probably wouldn't have done had we not started that business together. Really, there was no real trust required because Chris trusted me. And then in terms of actually starting it, back then it was Google Ads. So I just went and bought all the Google Ad books I could. I can't remember if Amazon was around then. I can't remember. I might have gone to the bookshop and read them and then started implementing them and started running ads. And then we ran an ad in the Manchester Evening News.
47:43and I remember distinctly we ran it as an advertorial so basically editorial that we'd paid for but I wrote it so I read all the articles around money in the Manchester News and then tried to rewrite it in the same style so it didn't look like an advert and it worked so well so we basically we went out on the Tuesday and then the Wednesday we had like 8, 10, 12 people who'd inquired about it and so we had these appointments we went to see them and I think from that we bought 8 houses each of those houses probably at the time we had just gave us about 20 grand worth of equity um and over time those eight houses have probably given us um just from that one advert which was 1500 quid which was the last 1500 pound we had i had to convince chris to get an overdraft i think so so the so the check would clear um and after that we were off to the races because we had a proven model
48:33Leanne:so this was kind of 2007 2008 time the beginning of the global financial crisis repossession was high so I guess business was booming um I mean what was the what was the growth trajectory of your your business oh well I think we we went from literally starting um let's just say arbitrarily May uh 2006 um we started then I was obviously bankrupt at that point um and we bought our first house in I think say September 2006 and then it was 18 months and we bought 38, 39 houses in that period. Right, right. Yes. Something like that. 37, 38 houses over 18 months. But at some point we were buying two or three houses a week.
49:14And it just grew and grew and grew. And of course, the more we got good at the process, the more we could go to the court with the repossessee, if that's a word. And we knew what to say to make the judge give them a 56 day extension so that we could buy their house. So the growth was phenomenal, but then it just finished as soon as it started like it's finished like the same speed that it started because like you said the global financial crisis people were you're getting mortgages for nothing and people will give you a mortgage if you just if you had a pen to sign the documents then didn't ever check your income and then if anyone's seen um the big short then back 2008 blender started going to the wall and then we got i think was the the point the day we knew it had finished was when we were due to complete the next day on a property for this poor couple who'd had a really shit time.
50:06I think there'd be a death in the family or something like that. They were about to get repossessed. We were buying it two days before the repossession date and the lender pulled their funds and we just couldn't get another mortgage. So we were like, well, this is it. So we've let these people down and we know that we can't buy any more houses for a while because we can't get any more mortgages.
50:25Leanne:It's interesting that you tell that story and so that you let these people down rather than reflect on your disappointment of not being able to buy your 39th property. Yeah, I think that's definitely a theme is that with everything we do, like with Oblong we're doing together, my primary, and this sounds like an advert for Oblong, it's not, but my primary thing is how can you help someone to get what they want? Because I think it's Jim Rohn who says that in order to get what you want, help others get what they want. So I've always sort of like tried to think that way. And now I think naturally I do of just like taking responsibility for a problem, for a solution to a problem.
51:07And then even if that solution doesn't involve you earning any money, still ensuring that the person can has a solution to that problem. Like, for example, we're buying the houses. We probably had about a thousand applications for help. I would guess about half of those. We told them we gave them some free advices. all you have to do is this, this, this. It won't cost you any money. We won't make any money from it, but that's what you need to do and you'll solve your problem. So there was probably half of the people we spoke to, we never made any money from, but I took a personal, such a, I used to stay up to like three o 'clock in the morning, answering these emails, helping people out, sending them links to resources and telling them the strategies they should be doing, because I just felt like I was helping someone.
51:45And it was just great because you made a difference to that person's life. Huge difference.
51:49Leanne:Where do those values come from? So I suppose a lot of it's come from my parents that you should help people if you can. But also there's, I've always been a little bit fatalistic, whereas you don't know who you're going to help. You know, you stop at the side of a road with someone who's, um, someone whose car's broken down and then you maybe sit with them in the rain and they sit in your car and you ring the AA and all that kind of stuff. And then that person turns out to be, um, to be the next prime minister, for example. And even if they never see you again, the fact is that had they, had you not stopped that night, then perhaps someone would have come down and smashed into them and killed them and then they never would have been the next prime minister for example so i kind of like this weird fatalistic sort of idea that maybe it's not fatalistic maybe i'm thinking something different but that you never know what people are going to do and what they're going to do with their lives so if you can help someone in a in a small way then you may never know it but their son daughter or whatever goes on in their life it could have such an amazing effect on the world and it's sort of like a reverse butterfly sort of idea you know the idea of the butterfly flapping its wings in japan and then earthquake in australia sort of like the opposite of that and i think that that's always something that i know you and i liam we we look at things and go how can we help someone not how can we get something out of them and that's made a massive difference i think so you built the the property portfolio up um so a business that is no longer well tell us about that business so as you said that um all the mortgages start to be poor lenders were changing their policies um what happened with the the properties what happened with you and chris then so we stopped buying stuff in about 2007 uh we just held our held our properties uh didn't sell anything for about five years i don't think and just basically rented out um and we were quite lucky in that the global financial crisis meant that interest rates dropped so um at one point I think they were 0.25 % and our mortgages were 0.5 below the base.
53:50So in theory, they should have been paying us. But actually there was some mortgages, either they were zero, I can't remember if they were zero a month or they were just rather than 300 when they started off with, they were like 50 quid. So we got, we had some opportunity with that. And then over time, I've started to lose a bit of interest in the property side of it. I'm still interested in the investment side of it, but not the property side of it. Whereas Chris's interest has just massively grown. He's doing his own developments. He's absolutely killing it at the moment around Manchester and Salford.
54:16And that's what he does for a living. He does property. So we are at the point now where I think we are looking to sort of slightly change things around so that I become more of an investor rather than actually a property manager, because management is not my strength. It's definitely more starting things and getting, you know, solving problems. We want different things. I think he's got a young family. We haven't, you know, we want to travel. we want to we we love moving around europe and travel he doesn't he wants to stay where he is so definitely things have i think things things have changed massively in our lives we're still very grateful that our wealth has come from these properties and will continue to come from the properties but i like everything it changes and your and your perceptions and your what's important to your life changes and therefore i think your business needs to change at that point as well
55:05Leanne:so how did that change for you what does um how did you kind of go from properties into what you're doing now one thing that i i got really good at was marketing and copywriting because that's how i wrote the google ads this is my very first like foray into marketing really was google ads and so i wrote the ads i wrote the landing page copy um i even this is for the properties i'm sorry this is for the properties yes so we're going back to 2005 six seven and that's what i I was writing. Then I used to do follow-up letters. There was a guy called Chris Cardell. I don't know if any of you are old enough to remember Chris Cardell, but he used to do all these webinars or these, actually there were tele-seminars back then.
55:42You'd pick up the phone and ring in onto this teleconference. And he used to teach marketing stuff. And in the end, he'd try and sell you something, of course. But I learned loads from him, so I copied him. And so I started to get really good at marketing. And then when we couldn't buy any more properties and I was like, well, what do I do? I didn't want to go and get a job, even though we both applied for jobs. We've just looked at each other like, we're not doing this. And so I went off and started becoming a marketing consultant. In fact, I started a marketing company, which then morphed into a web design company.
56:08So maybe a year ago after doing all that, so Leanne was doing stuff, you know, business psychologist, self-employed. I was doing marketing, self-employed, and we're just having a drink one night. We're like, why don't we put, you know, why don't we work together and I do the marketing and you do the psychologizing.
56:20Leanne:As you look back then on your career, I guess I have a few questions. What do you see as your biggest success? yes marrying you of course in your career i think it's probably just helping i don't know sounds really cheesy this but the fact that you know there was 39 families there were that we that we saved from bankruptcy i say from repossession uh there was another two or 300 people who we saved by helping them to remortgage or helping them to um to restructure their debt so they weren't in so much financial strife. And I just remember getting like sometimes getting emails from people who I'd helped months ago, just going back and saying, thank you so much.
57:05I've done, I've did everything you told me to do. Now I can afford things. I'm on this repayment plan. I've spoke to my mortgage company, et cetera, et cetera. And that was just filled me with joy that we were just, we could help all these people. So I would say probably the biggest success is the property business but not i mean financially yes it's successful for both of us and for chris and his family but really it's the biggest success was that we made such a big difference to so many people's lives who were just desperate and despondent and didn't know where to turn and that was pretty incredible what is the biggest lesson you've learned of the last 20 is oh maybe it's just as simple as always do what you say you're going to do i think that's probably it because in almost all this all the concept all the situations i can think of when we haven't or when i or someone working with hasn't done what they said they were going to do nothing good has ever happened um a few times like we were buying houses and we did some more calculations realized when it went got it wrong and went back to this woman and said i'm so sorry we can't give you the price we originally we made a miscalculation it can only be this price oh my god you'd think that we'd broken in stolen her cat and set fire to it in the garden because she was so angry with us and i think that is just like it's just because if you get the reputation of doing what you say you're going to do then people are going to trust you but more importantly you never have to look at someone across the room and go oh shit i said i'd that thing for them i never did i can't speak to bob uh quick talk to me or we'll have to go somewhere else you can hold your head up high and walk through life knowing that every single thing you promised you kept those promises on of course i've not i've mocked that up lots of times but each time i feel awful about doing it so i think that's probably the biggest lesson it's not very
58:58Leanne:exciting one though what are your your hopes for your future in business it's funny you know i'm 45 now. I don't have the same hopes, dreams that I had when I was 25. Because you and I have a very, I mean, this is a bit of a weird interview because obviously you know so much about me. But all the stuff I've told you said here that I don't think I've ever told you. But our life is very different now. So for me, it's not about building a business, selling it. I'm not interested and nor have I got the energy to work like I did when I was 25 to work to build something amazing. So my goals for the business is more of the same.
59:43Talk to people, show them a solution or help or you show them a solution because it's technical, show them a solution and even if that solution isn't our solution, show them the right solution.
59:55Leanne:Do you consider yourself to be successful? yeah, I think I do now because I don't measure it against anything really. I don't care how much money we've got in the bank. As long as there's enough for when I go and get some money out, there's enough money there. You know, I don't get excited about having X number of thousands or tens of thousands in savings accounts or investments. I don't really care. So yeah, I think I'm successful because I don't care about success. I think that's probably what it is. I no longer care about success the way I used to and so therefore I think I'm successful. What advice would you give to 15 year old Al who was in school feeling awkward, not feeling clever in comparison to his siblings, not feeling particularly popular, what advice would you give him?
1:00:50Nothing, I'd leave him the fuck alone, i honestly would i would not i would not say or i would not change anything i would not say anything because you don't know like it could be that if i went back there i could tell him that actually um nerds are going to be really popular really like you know they're going to be quite cool at some point um you know in the in the mid 2000s 2010 um i could tell him that it doesn't matter because this is going to happen in your life but anything i would say if i disturbed the tiniest little bit I don't want to get all back to the future on you but if I disturb the tiniest little bit then I wouldn't be here today with a podcast or two podcasts that I'm very proud of a lovely wife who I work really well with a business where we genuinely get to help people and we get to sit in you know in a different country most of the time doing different things so I would not give him any advice I'd just let him carry on knowing that he's gonna be miserable for a little bit, but then ultimately he's going to be happy.
1:01:50Leanne:Join Samaritans. Oh, join Samaritans. Yes, that's a great bit of advice. That's how Leanne and I met. We're both in Samaritans, both volunteers. That made a massive difference. In fact, that's probably the biggest thing that made the difference to business and my life today is the Samaritans, just because not only did I meet my lovely wife, but I learned so much about listening, about just putting your own life into context you know oh you you went overdrawn today well here's someone whose mum died and they just can't see a way to carry on you know it's just a great way to contextualize what's actually going on in your life so you're absolutely right join samaritans that's in the uk join samaritans it is one of the best things you can do for yourself i mean on that what advice would you give to i guess any kids out there who might be you know don't want to go to university or decided not to perhaps have an idea to start their own business is there any advice you'd give give to them yeah i think first of all don't chase the dollar um that's never going to make you happy um secondly build a network just go and meet more and more people we used to go we took the guy who started lastminute.com we took him out for for breakfast one morning we just i just basically kept sending him emails going i want to take your breakfast i want to take you for breakfast and asked him like, how did you start?
1:03:10Whatever, we learned loads of stuff from him. So I would say, build your network, listen to other people. And then one of my sort of maxims is be rich, not right. Don't say I've created a brand new X for Y and then spend three, four, six, eight, 12 months building it, whether it's tech or whether it's a service or whatever. Just go out there and see if your Y, the people you're building this for, see if they actually want it and where they care about the problem. validate your idea and don't get rid of your ego because your ego is the thing that's going to ruin
1:03:46Leanne:everything for you why would why would the ego ruin everything for you because i think that ego stands in your way and get and and there are so many people i know who are obsessed with being right about something to the point where they will go bankrupt to decide trying to be right They will be in a job that they hate because they want to be right and never want to be wrong. And I think that this whole idea of making mistakes is so, so important that by trying to avoid being wrong, you're going to avoid about 90 % of all the good things that are going to happen to you. So don't let your ego stop you from trying new things, even if the odds are that you're going to be wrong about it.
1:04:33do you think that you went bankrupt because you were trying to be right oh yeah yeah yeah 100 100 i to give you the to put it in context i told you i built a walk-in fridge um i rented an apart i rented a not an apartment an old garage i had phone lines put in i had printers i had all sorts of stuff put into this office before i sold a single thing whereas i could have started that business a day after the idea by going by basically advertising. And when someone said, I want four cans of Stella, I go to the shop and buy four cans of Stella, even though actually that wouldn't have worked because of the licensing law, which I was actually getting around.
1:05:10But, but you know, go and buy like a couple of cases of Stella, a couple of cases of Carlsberg, few bottles of wine. I could have put probably 800 pounds into stock, another 500 pounds into advertising. And I could have validated that idea in about six weeks. And I would have known in six weeks, probably there's not really much money in it, which is why I went bankrupt because it wasn't very profitable. Whereas instead I went and got this loan, 40 grand, I got an overdraft, I got this and I got a van and I got the other, because I felt that's what you needed to start a business. You don't, to start a business, you just need a number of people to say, I will buy what you're selling and there's a check and that's it.
1:05:46No business cards. You don't, and if you'll start thinking oh well how do i how do i register as a business in my in my county oh it's difficult i've got to do paperwork my advice which is not legal advice is to fuck it just try it and if you start to get 20 or 30 people who want your stuff okay well then you probably need to look into the actual you know the the bureaucracy of getting a business started but and you don't have a business just
1:06:10Leanne:because you've got a business card i think that's a good note to end it on i'll thank you for your honesty and your candor and i think my favorite thing about about al is is his humility and just is his willingness and joy of just throwing himself into different things um you might think you know i'll know but there are at least five or six jobs he's had that you didn't even mention that they all have stories behind him so fear not if you meet al one day you can still sit down and have a couple of pints and hear a good story. Al, thank you so, so much. Thank you, love. And it's kind of weird being interviewed by someone you know so well, but you asked some great questions and stuff I'd never really thought about.
1:06:53That was the incredible Al Elliott.
1:06:57Leanne:Phenomenal professional. Phenomenal professional, yes, exactly. No, you are. You are, Deng. You are. You've been through. You've been through a lot and you've really, you're a proper entrepreneur. And I think when people, you know, we say you're a business owner, you are a business owner of two different businesses. And you've started several before. And you're a proper entrepreneur to the point where, like, you found the loophole in the licensing laws and, yeah, went to war with them and almost won. They hadn't changed those pesky licensing laws. I fought the law and the law won. Oh, well, you make me feel uncomfortable now.
1:07:38You were saying nice things. I was looking around at my desk trying to find something to fidget with. I was like, stop it being all British. Like, no, no, no, not really. No, no.
1:07:45Leanne:No, it's awesome. It's awesome. And yeah, even in terms of kind of all the ethical approach to the property business, it's a really cool thing that you saw an opportunity at a time where people were struggling and it massively helped them. Anyway. So that was that we interviewed with that interview was four years ago almost. Tell me about the last four years, Al. What has been your proudest moment, your biggest learning moment? What stands out for you in the last four years? There's a great sales trainer. I can't remember exactly what his name is. He says, timid salespeople have skinny kids. And he said, the quickest way, Jim Rohn, perhaps, the quickest way to get what you want is to help other people get what they want.
1:08:28And I think by helping you as much as I can get your voice out there, I've got so much stuff. There are people like Danny and Richard and Jeremy who I would say are friends, Christian, who I'd say are friends now that I've met through the pod and never would have met. So that's probably one of the biggest learnings I would have said. The other thing is, and this is going to sound really weird to anyone in their 20s, is you just don't have the energy or the fucks. Like you did in your 20s, all the stuff I used to do is work 80 hours a week and now I'm like, can I do this in 20? and then they go can I actually do it in 15 hours a week and still get the same quality and it's funny it's not about being lazy it's just more like you only have a certain amount of energy in a day as you get older and so you go well I'm going to put that all that energy into this thing today and then that's that's me done for the day rather than when you're 20 you're like right look at my task list I'm going to get as much I possibly can done now my task list now the most important thing I do is I go right I get one of these tiny little bits of paper and I only put on tasks that will fit on that bit of paper and usually there's only like four or five and often i'll cheat and put one i've really done on so i can i can tick it off what about you love
1:09:38Leanne:i think i'm with you on the on the energy or certainly the amount of books you've got left to give and that is a brilliant book by the way there's a lot of not giving a fuck i read that in my early 30s yeah yeah it's a good time to read it yeah it definitely helped me put things into perspective because i think that the kind of slightly dark reality is once you're in your mid 40s to late 40s there's not that much time left like there's more time gone than it probably will like than is ahead um so you need to yeah use your time carefully and for things that you care about and have meaning and and yeah contribute to other aspects of your life my biggest thing that i i always knew is important i didn't appreciate how how important is network yes and i'm not talking about network for network's sake i'm not talking about just going to like doing networking groups should you travel lodge for breakfast and yeah i'm sure they do like virtual ones now and like coffee things and it's not just that in terms of like going into it going what can i sell you what can i get from this just a genuine genuine belief that relationships are what makes everything work and investing in them over time and and the great thing we have the opportunity to do with this podcast is to is to help other people shine and put their messages out there that's our only agenda is that they sound great and they're they're putting something important into the world and that process has as you said brought incredible people into our lives both on a personal and professional level and yeah the people who are who are more connected than you might realize as well you suddenly realize your one degree of separation from adam grant for example or other people and and and yeah i learned this when i i used to work in executive branding so like top 10 of of leaders and the most successful people like the highest people were always the absolute nicest best to work with and that's what i've seen as well through the people we meet like the the big cheeses the ones that have got you know a lot of um influence are just lovely lovely people yeah absolutely absolutely and it's funny because you just said there um that we work really hard to make our guests look great um and that is basically giving you know you get what you want by helping other people get what they want and uh and those those guests people might not know but the guests sometimes when we do interviews um the interviews don't aren't quite don't flow quite as well as they could do all there's lots of ums and ahs and stuff and so we we spend a lot of time taking that out repurposing content, well, removing content around, because we're so keen on making the guest.
1:12:19And that's one of the things which does slightly annoy me when we put all this effort, because we do probably put 10 to 12 hours of effort into it.
1:12:27Leanne:Easy. Easy, easy. And then they just don't share it. I know. Yeah, I'm looking at you, sweaty startup. Yeah. Oh, cool. He's not been listening. He doesn't think about me at all. He pops up on my YouTube all the time. Oh, he doesn't think about me at all. No, no. Anyway, but that's the thing. I think you put your energy to those people who do. And you've got to kiss a lot of frogs. Yes. And we've had more people on the show that we haven't stayed in touch with than we do or haven't shared the episode than have. But yeah. Yeah, you find the gold. Yes, exactly. So talking of gold, luckily that's the end of it, I think.
1:13:01Is there anything else to add to the...
1:13:02Leanne:Did you have a nice birthday? I had a lovely, lovely birthday. And today, those of you who are in our inner circle know that we're building a house in Herzegovina. And so today we're off to the plot. the parcel of land to decide exactly where the house is going to be where the pool's going to be where the terrace is going to be so it's all very very exciting where the party huts are going to be for next year exactly so if you are interested get in touch I'm going to send you some photos which incidentally Leanne if you're looking for a birthday idea it was so lovely Leanne gave me a photo album yesterday it was half full of all the photos we've already taken of the parcel of land including when we very first saw it including before it got cleared including pictures of her with a big JCB.
1:13:46And that was such a lovely, lovely... Leanne's really good at birthdays. Sorry, the donut you bought yesterday is starting to repeat on me. I sounded a bit emotional then. It wasn't necessarily emotional. It was just the donut that I ate this morning for breakfast, which is probably... Yeah, it's not my birthday, so I shouldn't be able to do that. Okay, my love. It's your birthday, boxing day.
1:14:03Leanne:You can do whatever you want. Yeah, no, that's it. Tune in on Thursday. We have an awesome guest. normal programming resumes on thursday who's we got we have the fabulous laurie mcpherson now laurie is an expert in getting people jobs but we talk a little bit more about um how selection processes work we talk about resumes and how important they are we also talk about ways in which you can sneak in the back door that's not a bit rude sneak in the back door into it yes sneaky very very sneaky sir um and it's just a fabulous interview so if you are a recruiter or if you are looking for a job or if you think you might be looking for a job, then this is definitely the episode for you.
1:14:42And if you're a founder, definitely listen in for this as well because there's loads of great tips about the mindset of someone looking for a job, which is just gold.
1:14:50Leanne:Yeah, it's an interesting one. And then come back again next Tuesday, This Week in Work. We'll return with the return of Dr. Jake Tuba. JT in the house. See you on Thursday. Bye.
From the publisher
Welcome back to Truth, Lies & Work, the award-winning workplace podcast where behavioural science meets workplace culture.
This week, we are adjusting our usual format for a specific reason. Co-host Al Elliott recently celebrated his birthday, so Leanne is taking over the reins to give him a brief respite from the standard news cycle. Instead, we are answering our most requested listener query: an analytical retrospective into the operational history, the high-stakes decisions, the failures, and the legal battles of Al’s career as a serial entrepreneur.
In this special episode, we dissect a highly unconventional career path. From being recognised as a "42 under 42" breakout entrepreneur to navigating a complex £103,000 personal bankruptcy, Al shares the raw realities of scaling businesses from the ground up—and how hitting rock bottom ultimately informed his blueprint for ethical, sustainable growth.
📈 Strategic Takeaways From This Episode
1. Operations & Turnaround: From Bottom Tier to Market Leader
Al details his early career in hospitality management, outlining the strategic operational changes required to take a underperforming Manchester student venue from the 27th worst in the region to the number-one position in total sales volume.
2. Regulatory Arbitrage: Exploiting Systemic Loopholes
Discover the origins of Al's first major tech start-up: an after-hours alcohol delivery service. He explains the technical loop-hole he engineered around credit card transaction processing windows to legally bypass strict UK licensing frameworks—and the bespoke 50-binder software system required to protect the operation.
3. Risk Management & Insolvency: Navigating a £103K Bankruptcy
When capital markets dried up post-dot-com bubble, Al faced a devastating cash crunch resulting in asset repossession and a £103,000 bankruptcy. He discusses the psychological toll of financial restructuring, the operational dangers of relying on short-term credit, and why shifting toward an American perspective on corporate failure can turn insolvency into a critical founders' credential.
4. Ethical Scalability: Building a 38-Property Portfolio Out of Crisis
How do you launch a real estate venture with maximum capital constraints? Leveraging high market empathy and strategic partnerships, Al built a 38-property portfolio during the dawn of the 2008 global financial crisis. Learn how his startup outmanoeuvred corporate institutional landlords by designing an innovative, ethical "99-year tenancy" model for families facing foreclosure.
5. Founder Fallacies: Why Ego Destroys Early-Stage Ventures
Al offers critical advice for modern founders and next-generation executives. His primary directive: eliminate overhead-heavy vanity metrics, suppress founder ego, and prioritise rapid market validation over theoretical perfection. He shares the costly mistake of investing £40,000 into premium office infrastructure before securing an initial proof-of-concept, and argues for a biased-toward-action framework.
📬 Connect with Al & Leanne
– LinkedIn: https://www.linkedin.com/company/truthlieswork
– Al Elliott: https://www.linkedin.com/in/thisisalelliott
– Leanne Elliott: https://www.linkedin.com/in/meetleanne
– Email: hello@truthliesandwork.com
– Book a call: https://savvycal.com/meetleanne/chat
Mental health support
UK & ROI — Samaritans Call 116 123 or visit https://www.samaritans.org
UK — Mind Call 0300 123 3393 or visit https://www.mind.org.uk
US — Suicide & Crisis Lifeline Call or text 988 or visit https://988lifeline.org
Australia — Lifeline Call 13 11 14 or visit https://www.lifeline.org.au
Global helplines
https://findahelpline.com
Truth, Lies & Work is a proud part of the HubSpot Podcast Network, the audio destination for business professionals.
