In short
James Ashwood discusses what entrepreneurship really means, how to turn ideas into scalable businesses, and why human connection matters more as AI changes communication. He also describes his Festival of Entrepreneurs event and its 2026 expansion.
Guest backgrounds
James Ashwood is a UK entrepreneur and event founder (runs large-scale events). He started in publishing/advertising sales at 16, later launched an ad agency, and moved into event entrepreneurship. Co-host is “Brave Bold” host (unnamed in transcript), with corporate CEO experience.
Key claims
Entrepreneurs take risk and operate under uncertainty; innovation must improve on prior solutions (better/cheaper/more productive). Mindset is built by results, not labels. Corporate comfort differs from business cash-flow pressure. In AI’s next phase, written content may lose trust and value, increasing demand for in-person networking.
Notable examples
His ad-agency shift enabled cheaper Photoshop-based production; Festival of Entrepreneurs drew 2,500+ attendees at the NEC (Oct, inaugural event). Speakers referenced include founders from Lush, Ted Baker, Grenade Bars, HomeServe, plus Siri toothbrush and Absolute Collagen. AI examples include “agentic AI” predictions not yet fully realized and AI-written LinkedIn posts reducing authenticity.
Written by AI. May contain mistakes. Listen to the episode to check what was said.
Chapters
Tap a time to open that second in VOOptimism Amidst Challenges
0:00 to 0:23
Discussion on optimism in entrepreneurship despite economic challenges.
“I think despite the economic conditions that could be said that could be a lack of support from entrepreneurs through policy, I'm really optimistic.”
Defining Entrepreneurship
0:45 to 2:44
Exploration of what it means to be an entrepreneur and perceptions of the term.
“Well, I think this is the lesson in perseverance, resilience, and me just nagging the hell out of you to get you to come on.”
Finding Opportunities as an Entrepreneur
2:44 to 4:32
James discusses innovation and seizing opportunities in business.
“Yes, I think you've got to, you know, when you start these projects or these businesses, you need to innovate in some way, shape or form.”
The Journey of an Entrepreneur
4:32 to 8:43
James shares his personal journey and the evolution of his entrepreneurial mindset.
“So I've been in business since I was 23 and I'm in my middle to late 40s now.”
Risk and Reward in Entrepreneurship
8:43 to 12:39
Discussion on the risks entrepreneurs take and the consequences of those decisions.
“We all look at each other like, what would we do?”
Influences on Entrepreneurial Spirit
12:39 to 14:00
James reflects on early influences that shaped his entrepreneurial mindset.
“And you know, you get that sort of, it's almost like a feast or famine kind of life when you start out.”
The Journey to Entrepreneurship
14:00 to 20:40
James Ashwood shares his early experiences and pivotal moments that shaped his entrepreneurial spirit.
“I thought you might ask me this and I was kind of trying to rewind to think when that was really prevalent.”
Festival of Entrepreneurs Overview
22:35 to 28:00
Discussion on the Festival of Entrepreneurs, its significance, and highlights from the inaugural event.
“And it was the inaugural event last October at the NEC.”
Reflections on the Festival of Entrepreneurs
28:00 to 30:00
Learn about the experiences and connections made at the Festival of Entrepreneurs.
“And I want to keep, you know, I want to keep kind of thinking about researching, hearing people's opinions on, you know, the right type of strategies, tactics and executions to move business forward.”
Planning for Next Year's Event
30:00 to 31:30
Discover the plans for the next Festival of Entrepreneurs and what improvements are expected.
“which has absolutely been disrupted and not necessarily for the better by AI.”
Show all 28 chapters
The Importance of Networking
31:30 to 33:10
Understand the value of networking and building human relationships in business.
“I got the pleasure this time of putting together a team that involves Celine Fox as the chairman of the event.”
Nurturing Connections in the Age of AI
33:10 to 34:20
Explore how personal connections are vital in the evolving landscape influenced by AI.
“And I wish I'd taken some of this advice on early in my career.”
AI's Impact on Communication
34:20 to 36:50
Discuss the transformative effects of AI on communication and entrepreneurship.
“Yeah, and I always think lead with value first.”
Challenges and Opportunities of AI
36:50 to 39:50
Examine the dual nature of AI's influence, highlighting both challenges and opportunities for businesses.
“And you know that it can really power a business to go very, very fast.”
The Future of Written Communication
39:50 to 41:40
Learn about the potential decline of traditional written communication due to AI.
“And humans are really good at recognising patterns.”
AI in Business Lifecycle
41:40 to 42:08
Discuss the stages of a business lifecycle and AI's role in each stage.
“and actually kind of meet people in the flesh.”
The Role of AI in Business Development
42:08 to 44:25
Explore how AI can enhance various stages of business growth from startup to maturity.
“So what it can do is it can save a shed load of time and to that level of expense.”
Lessons from Business Failures
44:25 to 46:46
James shares personal experiences of setbacks and learning in entrepreneurship.
“Maybe I'm just talking from my own experience.”
Navigating Challenges in Entrepreneurship
46:46 to 49:06
Understanding the importance of resilience and adaptability in business.
“See, it's all, there you go, look, going cock-eye.”
The Impact of the Pandemic on Businesses
49:06 to 52:33
A detailed account of how the pandemic affected James's business journey and mental health.
“And we bring it into every program that we do with teams and businesses, et cetera.”
Rebuilding and Moving Forward
52:33 to 56:01
James discusses his recovery and strategies for moving forward in business post-pandemic.
“Unfortunately, that didn't apply for me.”
Building a Vibrant Entrepreneurial Space
56:01 to 56:42
Learn about the excitement and learning opportunities within a UK event for entrepreneurs.
“We've got aspirations to build it into a real pillar of the UK event scene.”
The Resilience Required for Entrepreneurs
56:43 to 57:44
Understand the importance of resilience and getting back on track after setbacks.
“And, you know, for coming back and recovering post-pandemic and coming into this space that you're in now, it takes balls to do that.”
Focusing Through Information Overload
57:45 to 58:55
Discover strategies for reducing distractions and focusing on what matters most.
“Yeah, yeah, yeah, which is exactly what you've done, and that's fantastic.”
Maintaining Well-Being as an Entrepreneur
58:56 to 1:01:08
Learn about the importance of nutrition, sleep, and being active for entrepreneurs.
“You get all that but it's really hard to do that in today's age and everything is like bite-sized bits of information, it's kind of flooding the system.”
Embracing Optimism in Challenging Times
1:01:09 to 1:01:59
Explore the mindset of maintaining optimism despite economic challenges.
“I think despite the economic conditions, the lack of support for entrepreneurs through policy, I'm really optimistic.”
The Role of Music in Life
1:02:00 to 1:02:58
Reflect on how music can evoke memories and bring joy in everyday life.
Brave Bold Brilliant: A Personal Reflection
1:02:59 to 1:03:36
Hear a personal reflection on the meaning of the podcast's core values.
“You know, the big trousers that come out, the dancing.”
Transcript
Automatic transcript. May contain errors.0:01I'm really optimistic. I think despite the economic conditions that could be said that could be a lack of support from entrepreneurs through policy, I'm really optimistic. Really, really optimistic. I think we've had a lot of downside. If you look at the last 10 years, quite a lot of that's been downside. A pageant's got to swing back. Why not 2026?
0:23James Ashwood:Welcome to Brave Bold. Brilliant, James. Nice to see you. Likewise, darling. It's been a while. Lovely to see you as always. Well, it has. And we were just chatting that you have only done... This is the third podcast interview that you have done ever. That's right, yeah. And the second one, I said, please don't release it. Oh, well, that's not going to happen on this one. We are releasing this. But no, I'm honoured. Thank you so much. Absolute pleasure. I can hardly say no. Well, I think this is the lesson in perseverance, resilience, and me just nagging the hell out of you to get you to come on.
0:54Yeah, and also I feel like I owe you from all of the extra hard work you did at our event in October.
0:59James Ashwood:Excellent. Well, you see, always keep one in the bank just in case. So, James, now, you have had a very interesting professional life, shall we say, and, you know, everything from media to events to entrepreneurship. I mean, you name it, you've done a lot, haven't you? You've done a lot in the space. I've had a few goes around. You've had a few goes around. And what we're, what I'm really interested in, I mean, we're going to talk about all of the highs, the lows, the, you know, the twists and turns in the journey James but when it comes to entrepreneurship sometimes it feels to me that it's a little bit of a buzzword people saw I'm an entrepreneur you know and but what does it really mean what's it mean to you because you genuinely are an entrepreneur so what's the perspective of entrepreneurship from your your side it's kind of interesting if you went but if you sort of went on back about seven eight years ago you know if you called it entrepreneurs were either you know the people that were absolutely the top of the game but the Richard Branson's of the world Elon Musk you call them entrepreneurs yeah or it was people who were like you know an entrepreneur slash dancer slash rapper slash something and it was always one of those things which is why when I used to run an event which was similarly themed before the pandemic I didn't use the title entrepreneurs but I kind of like it you know and I kind of wish I did and I've got the opportunity now to you know to call my new event festival entrepreneurs but I suppose what does it mean I think you know an entrepreneur is someone who's prepared to take some risk you know who can deal with an insane amount of uncertainty, possibly a little bit bonkers, and maybe could turn their hand to succeeding in an industry where they're not trained or haven't had a great deal of experience.
2:29I think a lot of entrepreneurs that I meet, and maybe sometimes put myself in there, I'd have a go at anything. I think the fundamental principles behind it, you could probably apply almost anywhere.
2:39James Ashwood:Yeah, so have a go at anything. And I think this is really interesting, because I guess that one one positivity around entrepreneurs and when you spend time with people that genuinely you know start scale have multiple businesses over the years they do they do see opportunities everywhere but then the flip side of that is I think there can also be a danger of distraction following the shiny penny you know just kind of not seeing things fully all the way through so how How do you manage the excitement around a new initiative and a shiny penny versus actually land something, make a bloody great business out of it?
3:17Yes, I think you've got to, you know, when you start these projects or these businesses, you need to innovate in some way, shape or form. There's absolutely no point in doing exactly the same as what someone else has already done. Now, there is a huge space for lifestyle businesses. You know, if there's a barber down the high street, there's 100 barbers, right? So I couldn't imagine that I'd necessarily be able to innovate because a haircut is pretty well understood. If you're going to work in the film industry or the events industry, you could be able
3:41James Ashwood:to innovate, right? So you've got to be able to do something a little bit differently to what's happened before and that's my kind of starting point.
3:50Can you do something better, cheaper, more productive than it was before? And if you can show a little bit of that, well then you've probably got the kernel of an idea.
4:00James Ashwood:How do you decide if something is a goer or not a goer then when you're looking at stuff? So this is quite interesting. So I've been in business since I was 23. I had a couple of years in a corporate, but largely I've worked for myself over four or five different businesses, if you want to count ones that didn't necessarily see the light of day.
4:22Sorry, I completely lost my own fucking thought. It's all right. We're going to cut that bit out.
4:27James Ashwood:So how do you, James, decide between what's a goer when you see an opportunity and an idea versus actually going, no, it's not quite the right thing for me to pursue? Right. So to rewind a little bit. So I've been in business since I was 23 and I'm in my middle to late 40s now. I think when I first started, I just wanted to do something that was cool. I started off working when I was super young. I got my first full-time job at 16. You know, there's probably a reason why it didn't last more than 10 weeks, because it's still. But I went into kind of publishing when I was really young, like 17, one of the biggest publishers, PLC, and I kind of worked on this really famous magazine that had like millions of readers.
5:09But my job was to sell the advertising, it was like the commercial side of it. And I think after a few years of doing that, and I did that for Marketing Week and a few other kind of publishers, I was like, right, I don't want to be defined by this anymore. I want to be the one that comes up with the idea for the adverts. and I want to be the one that comes up with the creative ideas. So I just launched an ad agency. Literally, just like that. I thought about it for about four months. I thought, this is what I want to do more than anything else in the world. And I just went and did it. Went and did it.
5:37And I don't know if it was more luck than judgment. Now I look back, I was just in the right place at a transformation of technology that had come in. Because back in the olden days, you wanted to make press ads. It was like four pieces of film. You kind of stamp them down. It used to take a whole studio full of people, ages, to create this thing. And then Photoshop came out and I could do it with a mate and we could do it in an afternoon. It was a totally different thing. And therefore, we could produce what had been produced before at half the cost. So I think it was the right place at the right time.
6:04But I just wanted to be, I didn't want to be a salesman. I wanted to be a creative, which is really ironic because later on, you've really got to be able to sell stuff and you can just hire someone to be creative. So that version of me back then, I just wanted to do something that was cool. When I was young, I set up a studio on Brick Lane in Shoreditch, asymmetrical haircuts, all black outfits, which I apparently appear to be wearing again after years of wearing a kind of suit. I just want to do something that's really, really cool. Now I like to think about things. Back in those days it was like 90 % doing and 10 % thinking.
6:41As I'm older and arguably a bit wiser, there's a bit more thought behind what I want to do. I'm in the event space now, so I'm an entrepreneur, creating large-scale events. And my last two, this was all about entrepreneurship before, that was all about climate change. And I thought deeply about how I could make an impact in that space, and it did. And I think, yeah, so now it's, can I do something which is worthwhile? I'm going to do something that people might talk about amongst other people, rather than just do something that I think is really cool. because if I wanted to do something that was really cool, I'd get involved in, like, you know, off-world engineering or space travel or something.
7:20James Ashwood:But you are doing something that's super cool, actually, but you're doing it with a more logical, thought-through approach than probably when you were younger and you just used to shoot from the hip a little bit more, right? Yeah, definitely. I mean, you've got to, you know, I think things through a lot more than I used to. Yeah. Think things through a lot more. It's much more, you know, see which way the wind blows you when you're young. And you can afford to do that when you're young. Yeah. You can afford to kind of just have a go and see what happens in three years. When you get a bit older, you realise there's only so many swings at the bat, right?
7:49So you've got to kind of pick what you're going to do a little bit more carefully.
7:52James Ashwood:Well, yeah, and actually that's linked to risk appetite, isn't it? Because you started talking about one of the key characteristics of being an entrepreneur is that you're prepared to take risk and you're prepared to lose whatever you might put into that, whether it's time, money, energy, etc., for the pursuit of something that may be amazing but may be a complete flop. so the appetite for risk is a key part of being an entrepreneurship but as you get a little bit older I guess you to a certain extent we've got more to lose because you've got commitments you've got family all those things but that still doesn't mean to say that you're not entrepreneurship with your approach because you clearly are I got into it when I was really young you know I spent all my 20s all in my 30s a little gap where I work for another company to learn an industry and I've been back out back at it again so I think you know I I became an entrepreneur because I wanted to be.
8:40You know, now, if I'm being absolutely honest, I'm an entrepreneur because I bloody have to be. Uneployable.
8:45James Ashwood:You're not uneployable. You do this. We're in a social circle. We all look at each other like, what would we do? You know, if we went to work for a corporate and we wanted to be the MD of something, it's like, no one's going to hire us. They want people who've been there for 20 years, that are showing the loyalty to the board. They're not going to hire someone with a bunch of new ideas to come in and disrupt everything. It doesn't work like that. Yeah, well, it is an interesting, perspective and i want to talk about sort of mindset and and the approach to business and entrepreneurship because i spent i'm the opposite to you james i spent the majority of my career in the corporate world as a ceo of listed businesses so so i i i and i was very comfortable in that space you know to me and i knew i knew i was good in the boardroom i was nearly always the only bloody woman in the boardroom with the pnl that's another story but nonetheless i knew i could kind of operate in that environment quite well i could deal with the politics i could do with you know the strategy and all the governance and all that kerfuffle that you have in corporate life but i used to tell myself before i made the decision to kind of jump out of corporate and set up our own business i used to tell myself oh i'm a great corporate cf i'm not an entrepreneur i am and i used to tell this story to myself internally and of course it's absolute right because when you actually do jump out of that world which not that many people do but when when people do you realize that actually you know you have got a lot more knowledge and experience that you can apply in the entrepreneurial world and it took me years actually to shift my mindset to say no actually you can do this you know you're not that bad actually you're pretty good at it you know but what about the mindset of entrepreneurship once you kind of accept that you don't get like a letter through the post that suddenly says congratulations you're now an entrepreneur you know crack on you know you know you know you've got to convince yourself right yes you've got to convince yourself and I think the way that you convince yourself is getting results you know there's a million people with a million ideas and there are fewer people that actually kind of put those ideas into practice and even fewer that get traction with it and even few that stick with it and kind of build it on so it's almost like a kind of it's a filtering everybody has the capability to write one novel they say everyone has the ability to go into business if they want to.
10:54Yeah. I think, you know, once you've accepted that when you're doing it, you are it. Yeah. And I think one of the scary things about being an entrepreneur is you are literally it. There's no safety net. It's like tiptoeing across the thing and there's nothing but, you know, tigers and sharks underneath ready to get you if you fall in. So you're going to have the gumption for it. But I suppose that, you know, to your point as well, there's a bit about external recognition.
11:13James Ashwood:Yes. You know, I think once you've done it a few times, you know, that's how people kind of refer to you. So I suppose how do you go from that initial jump, you know, how do you kind of How did you convince yourself that it's time to leave your relative comfort? Well, it is complicated, I imagine, being a high flyer in the corporate world. How do you give all that up and go and take a walk down this other path? I think for me, the big difference is around, like you say, there's a lot of pressure and stress in corporate, but there's equally a similar level of pressure and stress. But the difference is that I find is there is no steady paycheck at the end of every month, right?
11:52James Ashwood:And even knowing if you're doing a big job, even if you're just doing whatever job you're doing, you're going to get paid at the end of the month. And that gives you certainty, right? Whereas when you jump into this world of being a business owner, business operator, some months you might not be getting paid. You might not have anything. You might actually be struggling with cash flow to make sure the team is paid. And that's the difference. And you know what, they're incredibly different pressures, you're quite like, but they're not, you know, one's not more pressure than the other, they're a completely different type of pressure.
12:23I don't think there's many people that go into striking out on their own, you're going to have months where, you know, it's a can of baked beans, right? You've got to make those sacrifices. You know, we've all made those sacrifices. You know, equally we've had the spoon full of caviar at the other end as well, you know, and then months later it's back to the baked beans. And you know, you get that sort of, it's almost like a feast or famine kind of life when you start out.
12:43James Ashwood:there's no steady there's no steady state yeah so if you're gonna you know if you're gonna give up that comfort of corporate life which you probably fought really bloody hard to get to the top table on you know it's gonna be worth it right yeah yeah absolutely absolutely but i think also when you're investing your own money it feels different as well you know if you're building a website or or whatever you're doing you know you're doing some product development stuff or you're hiring people it feels different than when you're in a larger organization so even though I had big budgets I had thousands of people on my team so I was very careful and very considered with the company money but it was still the company money you know and it just psychologically to me it does feel different rightly or wrongly maybe but you know another way of thinking about this you know when you're in a corporate there's loads of guardrails you can't just you know I like the look of that person I'm gonna hire them right when you've got your own business you actually can Yes.
13:36You know and you know Christ we've all made some pretty hairy hires with that mentality you know we just trusted our judgment off the bat and then months later we've got to pay the price. You know I think there's probably something to be said for not completely ignoring a little bit of structure in in what you're doing. There's that kind of expression around you know kind of hire slowly and fire quickly you know whereas the reality is when you're in your small business you're in your bunker you know yeah you're using your own money to hire people you know quite often you'll end up you know hiring the first person that comes through the door that half fits the picture right because you're on a timer you know if you don't get your sales team in by the end of the month you know you're gonna miss your opportunity so you'll end up making the types of mistakes you might end up making the types of mistakes you simply weren't making a corporate so you can't dismiss that there's um there's some of that is not a bad thing no no it's not
14:25James Ashwood:and it's just different it is just different I'm gonna slightly adjust your scarf James if you don't mind getting up close and personal with mr. James Ashwood sorry mrs. Ashwood not too but no so I think the the what I the next question I wanted to ask you was where did this entrepreneurial element to your personality come from what was early was it early influences in terms of family or was it a particular event? It really was. I thought you might ask me this and I was kind of trying to rewind to think when that was really prevalent. And I think it goes back to when I was 16. So I got offered a job straight out of school for a big insurance company and I took an aptitude test and scored incredibly highly on it and they said, you can have a job.
15:14So I'm like, okay, do I get paid for this? And they're like, yeah, you get£500 a month. And I'm thinking, well,£500 versus the£20 pocket money I'm getting a month is a huge leap up. But of course they kind of take you on board and there's not really much on onboarding. You know, you had a couple of chats and then it's right, go and make that stack of paper disappear into this stack of paper by the back end of the day. Anyway, obviously I was too young at that point so I couldn't sit still. So they sort of send me over to the careers advisor guy and he sits me down, he's an older fellow, and he said, James, I want to talk to you about your future and how you see things.
15:46Now tell me, what do you want to do in your life? I turned around and said, I want to be an FBI agent. I was 16. I was watching the X-Files at the time and he looked at me and was like, well, you're not American for a start, so that's probably not going to work. Anyway, I think he could probably understand that I wasn't going to last very long in that place. But he gave me a really kind of important piece of advice. He said, there's two ways to make it in life. You've either got to work your way through the corporate ladder and you've got to become someone important in a big company or you strike out on your own and you do it on your own.
16:18And if I look back, that was probably one of those forks in the road where I took it really seriously. So I did my, what looked like, well, another seven years, six, seven years working in the media industry. And I was like, right, that's it. I'm going to strike out on my own. And I think that piece of information that's ringing in the ear, you can shortcut the giant to the top by doing it yourself.
16:42James Ashwood:Yeah, yeah. So really like a sliding doors moment there to kind of go, oh, I know, light bulb's gone off. I think so. I think so. I got somebody fired shortly after that meeting and a guy called me up when I was at home and was like, you know, wish you the very best with your life. And, you know, don't blame him, especially for, you know, this career path that I've chosen, the life path that I've chosen, but it definitely had a, it definitely rang true. Yeah, yeah, yeah. Well, actually, you know, when things like that happen, in the moment can feel pretty rubbish, but actually when you look back, you go, probably the best thing that ever happened to you because it then gave you that catalyst along with that advice It kind of does.
17:17And I think, you know, growing up, I just had this idea that, you know, if I just do it, then it will be done, right? And I don't know. I don't think there's such a thing in luck in life, but I think if you try things, you'll like to be more lucky, right? Yeah. I look back now, and I've got children now, and the world has completely changed. You know, the world has completely changed. I think I was just, I had the right attitude at the right time and, you know, just had this thing ringing through my ear, you know. If you want to be successful, be a corporate titan, or do it yourself.
17:44James Ashwood:Yeah, yeah, yeah, yeah. And what about you, what about growing up? What was the early family life like for you? So yeah, it's not anything like what people might imagine. I had a particularly challenging childhood as lots of people who have gone down this path has. I was talking to Richard Harpin at an event in October and he invests in entrepreneurs and one of the bullet points is people who have overcome early childhood trauma. We've all gone through that without into too much detail but it was a long way from the very comfortable silver spoon existence that most people think I had well yeah and and this is a really interesting point James actually because because we all people see you now right and you know you're very polished you're very articulate you you know you've got this amazing professional life that you've had in the world of business and entrepreneurship and they've been all right it's all right for you it's all for you james look at james swanning around his life's perfect right but like it's not is it you know and what goes on behind the scenes and some of the the trials the tribulations the upset the hurt that we have to get over actually people don't see that stuff they used to be used to get points for closing the gap yeah you get points for you know stiff upper lip and you know getting on with stuff yes you know interestingly i feel like i've gone my entire life doing that and now that's no longer fashion yeah and now it's much more fashionable to be the victim of something right yeah yeah but it's interesting isn't it because early life can because you know obviously without going into any detail I guess yeah we are the choice don't we we have a choice and and I was I had a great childhood so I'd certainly come from a very lucky position of not not a lot of money but very working class family but you know very very kind of loving family but I think when when things happen in our life we have a choice as to do we do we carry that around as a something that's gonna anchor us and drag us down and be a chip on our shoulder or do we actually go well no I'm going to use it as fuel to take a different path and use it in a positive way see it you know a lighter side out of what might be quite a dark situation I think if I take the good from that you know it taught me to take responsibility and this is a bloody important trait if you're going to be an entrepreneur yeah you know I take a lot of responsibility very early yes you had to grow up pretty fast I really did I missed out on you know I missed out on going to university I missed out on traveling i missed out on a lot of other stuff you know but i spent that those years you know kind of understanding the industry i was in i was able to launch my first business in 23 which is incredible which is cool absolutely absolutely and now you've got a beautiful family of your own absolutely yeah yeah very different uh very different james to the one of 20 years ago yeah yeah yeah i'm so jealous you're only in your mid-40s well you know i mean i could only i think before the pandemic i used to look a lot younger you and me both love oh fantastic
20:36James Ashwood:So before we continue, I want to speak directly to those of you who are listening and thinking, I know I'm capable of more, but I need structure. I need some help. Because here's what I've actually learned after, gosh, more than three decades in business. You know, ambition without clarity creates frustration. And motivation, without structure, it really does fade very, very fast. So that's exactly why we created Rise Academy. And Rise Academy, it's not theory. It isn't fluffy motivation, although you will be motivated. And it certainly isn't another online course that you never finish. It's actually a fully structured growth environment for ambitious entrepreneurs, leaders and founders who absolutely are ready to do all of these things, sharpen their strategy, elevate their leadership, increase revenue with intention and build businesses that actually support the life that they want.
21:43James Ashwood:And inside Rise Academy, we focus on the foundations most people skip, leading yourself, leading your teams and leading the business. It's about clarity, standards decision making commercial intelligence and execution because scaling it really isn't about doing more it's actually about doing the right things and doing the things right consistently so if you're serious about stepping up into your next level of your leadership your business life you know and not just consuming content but actually implementing it then rise Academy was absolutely built for you. So you can find all the details on our website.
22:24James Ashwood:Go to www.brave-bold-brilliant.com. And now, let's get back to the show. So I want to talk about Federal Entrepreneurs, because this is where we met. We did. And it was the inaugural event last October at the NEC. 5 ,000 attended, how many? I think we tossed up it was just over two and a half thousand over the two days. It felt like more. Yeah. Because the energy in the place was absolutely insane. It really was, but there was a huge amount of registered interest as well, because there's people that turn up on the day, but then there's actually the wider communities in there as well. I mean, that's something that happens to all events, right?
23:06So the amount of people that, I mean, broadly speaking, you know, however many people sign up, half the people find their way to the event for one reason. It doesn't matter what industry you're in.
23:12James Ashwood:I know I got my 5 ,000 from somewhere. Exactly. Exactly, but you know, phenomenal interests, yeah, for the launch event. So describe what it is, describe who it serves, and why Festival of Entrepreneurs is so important, and people need to get on it this year, people. Let me tell you, 100%, do not miss out, because you will be absolutely regretting that, and you don't want a life of any regrets. So, Festival of Entrepreneurs. So there's a couple of ways of looking at this. I mean, I suppose, you know, when I went into business, is that 20, you know, mid-20s, you know, I had all of the right drivers, I just didn't have the full suite of knowledge.
23:47I didn't really understand financial literacy. I didn't really understand how you raise capital. I didn't really understand how you build a team. I didn't really understand how you build a brand up, I'm being honest. You know, you just kind of race and you get sales and kind of make the thing a success. And I think what I wanted to do with festival entrepreneurs is kind of create a sort of two-day partner in everyone's calendar, right, where people come together, right, to sort of share knowledge, right, to make connections. So you think you spend all year as an entrepreneur, You're going around, you meet people, you're going to this.
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24:16You're trying to build your contacts out, right? People you might be able to do business with. You know, it's an information game, so we're always trying to kind of keep on top of whatever the latest information is. And I want to create, you know, sort of two days in the year where you come here and it's like that on steroids, right? You can make 100 connections. You can, you know, you can hear from people who have trodden the path. You know, you can increase your technical knowledge. You know, and be at home with other entrepreneurs, right, that are going through the same kind of challenges. It's really difficult.
24:43If you've got friends who are civil servants, for example, you're going to have absolutely zero in common.
24:48James Ashwood:Yeah. Absolutely zero, completely worlds away. Not to say that one is more important than the other, but completely worlds away. So I set out to do that, and there's no substitute from learning from people who have trodden that path before. The one regret I have in my earlier days, I should have read more. I should have read more. Maybe that was young and didn't have the education for it, but I kind of just assumed I'd just figure everything out. you know it's like kind of I was sitting in the film industry you kind of meet these new kind of independent filmmakers and their work doesn't fit in any genre everything fits in the genre right there is nothing that's really that's happened before it's gonna happen to you that haven't happened before yes so we thought would we'd kind of get some some really kind of heavyweight entrepreneurs together who'd share that story you know we had founders from Lush Cosmetics and Ted Baker and Grenade bars that they were amazing you know that story was Richard Hart again from home serve and you know the interesting thing is everyone was always five minutes away from it all going probably wrong.
25:44They found the extra gear, they found a way through, you know, and they are the people that I tip my hat to because they've done it. You know, and you will learn more listening to them for half an hour than you will reading, you know, books from people who talk about it but haven't done it. So that's really quite important. You know, we also want to, he says, what is the kind of grandees? We also want to get together, you know, some really cool founders from brands that, you know, you might see around your house yeah we had Siri toothbrush and absolute collagen it was really cool you know kind of hearing how people are doing it today that was really good and then and then going back to what's kind of the lean too early about kind of having a you know a really rounded set of knowledge around all the key pillars for growing a business it doesn't matter if you're in you know baby care or biotech but you need financial literacy but you need to understand capital you know one pound from that person is not the same as a pound from that person you to understand the different types of capital when to look to raise them how to raise them.
26:38So we were really in depth over two days, we looked at every possible avenue to capital, panel after panel, forward with absolute experts, they're really cool. There was another really kind of interesting sort of segment around technology and marketing, specifically how that intersects with AI, and we will no doubt touch on this later because everyone wants to talk about AI, but that's fascinating. I think we were able to present that content through the lens of the entrepreneur. I don't necessarily need to know how the developers are doing X, Y, and Z, but I want to know if I'm investing here, what's the result going to look like?
27:11So it gave us the opportunity to do that. And then we ran a fourth stage, which we're going to rebrand this year to people, leadership, and culture. What it takes to really build a really good team. Because you know this now, as you get further on, you're the shining light to begin with, but unless you put a team around you, you're not going to go anywhere. And And then also being able to focus on that kind of leadership piece as well and resilience. It can be a long, difficult journey if you're not well supported as an entrepreneur. 100%, yeah. I think some of those sessions around kind of mindset that we put in there, I really enjoyed them because it kind of, yeah, yes, I'm going through that as well.
27:50Yeah, yeah, yeah. So that was really cool. So the event, we got to hear from 150 amazing speakers. It was really cool. It'll be 200 this time around. Maybe more. Maybe more. And I want to keep, you know, I want to keep kind of thinking about researching, hearing people's opinions on, you know, the right type of strategies, tactics and executions to move business forward.
28:12James Ashwood:I mean, it was an incredible event. And I'm not just saying that because you're sitting in front of me. Genuinely, it was. And it was the first, obviously it was the first one anyway, but it was the first event like that that I've attended, you know, whether they were even even across all the years of going to different you know focus right and going to all the travel you know sort of events and stuff but it's the first one I've been to with that real genuine focus on entrepreneurship so it was it was a huge success so much work and effort involved in it and like you say you know you had some incredible speakers really amazing speakers yeah it was brilliant I mean people were you know people were prepared to share you know yeah really kind of share and then not only that prepared to kind of stay around afterwards and meet everyone absolutely i mean i interviewed juliette barrett on on stage who was a co-founder of grenade and i'd interviewed juliette before so so and then we re-released that interview on brave bowl brilliant as well so you know that which is fantastic because then we share her her stories even wider and and then of course you know maxine laceby absolute collagen uh piers linney again all these people have actually been on my podcast as a result of either the connection that I made at the Festival of Entrepreneurs or you know a prior connection by someone so this this human to human relationship in especially I think in a world of AI and tech is even more important I believe not less important I don't know how you feel.
29:41I'm finding my clock being wound up now as I start to talk about the impacts of AI. Right, no, absolutely. There's nothing beats meeting people in the flesh. Nothing beats listening to them firsthand. The second best is recorded media, and as we're about to talk about, no doubt, a distant third place now is written media, which has absolutely been disrupted and not necessarily for the better by AI. But meeting people, and that's the really nice thing. We've had loads of thank you emails and testimonials, and people make connections, but they got themselves to the event. you know whether they're attending as a as a delegate whether they're exhibiting whether they were you know presenting or as a speaker you know people got there and they made the best of it yeah but that is that's just typical day of entrepreneurs right you know people just you know it's a level of enthusiasm and and sharing which is i've never seen in any other industry no exactly so the dates
30:32James Ashwood:for this year for 2026 what what are the dates and where's the location so we're third and fourth of november third and fourth of november people remember yes back at the nec again yes more space more everything you know really building on what we would put together you know people will double the attendance yeah we'll kind of you know keep the core content and the opportunities that also create more structured ways that people can meet each other yeah more kind of mini events within the event kind of cool stuff yeah yeah so it's gonna be another second year but actually even bigger and better than than last year from yeah and I think you know like um like all second-year events you know when you launch an event as we did you You start 10 months out, you're absolutely nothing.
31:16You've got an idea, you've got maybe an AI image on the front of a media pack, and you've got a floor plan, and off you go, and you're promising people that you're going to deliver something amazing. I was really well supported. I got the pleasure this time of putting together a team that involves Celine Fox as the chairman of the event. He's just an amazing person, full stop. but his knowledge and contacts around businesses is second to none. It's unbelievable. You know, easily one of the smartest people I've had the opportunity to spend time with. Alex Chisnell. Yes. He's a really close friend.
31:52You know, we worked together before the pandemic. We sat down and we tried to run, oh, Christ, there were so many virtual events and that during the pandemic. We kind of kept in touch. It's really cool to work with Alex. He's really well liked. Just a super person. He is. And then, and the rest of the team too. So yeah, it was a good event. Loads of bloody hard work. and it was really nice that the feedback we got from people who participated found value in it
32:15James Ashwood:yeah usually because i think if you're going to take a day or two out of the office as an owner driver of a business with some traction well you know you're going to be convinced you can get some return on investment yeah you know and i think you know some of the best feedback i got was sort of take my badge off and just wandering around chatting to some of the visitors who don't know who i am yeah you know i was chatting to one guy you know business selling over 10 million and he said it was really interesting hearing uh people from other uh industry sectors you know how you know he's a kind of an engineering company but he was talking about how it's interesting to look at kind of staff retention and building brand if you're a consumer-facing brand you know or fintech brand yeah it's really interesting i think to see different perspectives on the same challenges yeah and actually it was alex chisnell how i found my way to you and i'm alex during the clubhouse crazy clubhouse days during the pandemic and then all these years later well quite a few years later still in touch and then of course we've got podcasting in common so my advice to anyone if you're in a job if you're in the corporate world if you're an entrepreneur whatever whatever you're doing your soul opener get yourself out there get networking and do not do not take those human relationships for granted they need to be nurtured loved and you never know who's in the room you never know and it could be the guy with the scruffy trainers and the battered bloody jeans that is the deca millionaire or the billionaire that could have an interesting impact on your life, right?
33:42And just be nice to everyone. And be curious. It's been nice to be interesting. There's a million people out there. And I wish I'd taken some of this advice on early in my career. I was like Kaiser Soze from Usual Suspect, I'd just disappear. I think I'd just rebuild my contacts. I did that in a few different incarnations. When you get a bit older, you realise those connections and those contacts, you might not require anything for each other for five years, but all of a sudden you might suddenly find yourself in a place where you do. You've either kept in touch or you certainly haven't done anything not to keep in touch.
34:12It's really important, I think, more and more, especially in the age of AI, those personal contacts are absolutely indispensable.
34:21James Ashwood:Yeah, and I always think lead with value first. There's nothing worse than when you've not heard from someone for years and years and years, they've not bothered, all of a sudden they want bloody something, right? they've maybe been fired or something and they're like, give us a job and okay there's a place for that, I get it. But actually a much more meaningful way is just give first, right? Of course, you've got to play these things for you. Give first, but we all help each other out, don't we? And I think it's much more of a real relationship when you do take the time and effort. You do, I mean like advice, connecting people, this is just your opportunity cost, right?
34:52And in the grand scheme of things, you know, that can be worth considerably more down the line when these things come back to you. But also some people are just naturally good at it just being a good agent and sharing. Some people are just not particularly good at it. It's a skill you can definitely work on. I think people always remember difficult people. It's only difficult. But people always remember those that were enthusiastic, that were just excited about what they're doing. And I think keep that.
35:19James Ashwood:Yeah. And someone said to me, I can't remember who it was now, but I think it really landed me. and he said people might not always remember exactly what you said but they will remember how you made them feel yeah i guess yeah i guess do you know what i mean whether it's energized or you know kind of quite emotional whatever but you know that that that human to human for me is so important i i think it's i think it's i think it's absolutely indispensable it's the reason i've gone you know it's the reason i went back into another event business a couple of years ago yeah because I think I've made some pretty bold predictions about what's going to happen in the age of AI.
35:54To myself, I don't post on Twitter or anything like that. But I think we're now starting to, we're at the thin end of the wedge for how large language models and AI is going to change the fundamental nature of communication. Human-to-human contact, conversation, what used to be taken for granted is suddenly going to be a massive premium.
36:17James Ashwood:Yeah, it's interesting isn't it, that basic human skills are now becoming sort of almost like you know. Well they are because you know, technical skills, you go to university, you can study vocational things, law, accountancy, medicine, a lot of that you know, you can do it faster, quicker, cheaper, you know, with AI stuff, I'm really just scratching the surface of it. But you know, kind of, you know, like you say, how you make people feel after you've met them, you know, are you creative, are you, you know, have you got good social standing, all these kind of things. these are really important skills I think as we move forward.
36:47James Ashwood:Yeah, yeah. And AI, I mean obviously we mentioned AI, so we've got to talk about AI a little bit, haven't we? And you know that it can really power a business to go very, very fast. It's breaking down barriers in lots and lots of ways. There's lots of really positive things about AI, I believe, in all sectors and all business. But there's also a lot of fear around AI. So how do you see AI, the positives and maybe more of the challenges, if you like, in the world of entrepreneurship? So I'm just about old enough that I can remember the dawn of the internet age, around sort of 96, 97, you know, and people thought it might change the world a little bit, you know, absolutely bloody changed everything.
37:24Yeah. It really did. And we're sort of sitting at what I imagine to be, you know, a similar phase with the development of AI. And I think, you know, a year and a half ago, I made some pretty bold predictions, which I'll share with you in a second. And I think I'm right on those, but probably not right on the timing.
37:38James Ashwood:Yeah. And I think, so going back a year and a half ago, you know, agentic AI was about to hit it you're suddenly gonna have to scale a business up you're not gonna need any staff you know your marketing cabinet pick your data make me creative send your stuff out but none of that's happened or at least none of it's happened in a reliable enough way you and I can go and take a subscription to a platform and trust it yeah we're miles away from that right but I think it's always what do they call it a k-shape isn't it where you kind of go like this you know I think on on one hand you know the potential for AI and I suppose an interesting kind of recent stories that the whole kind of anthropic battle with the US Department of Defense.
38:14I think there's a lot of people that have suddenly got their eyes open. It's like, well, if Anthropik are pulling out their contracts with the US military, that's not going to please their shareholders. But that tells me that I don't think the US Department of Defense are necessarily interested in saving money. What they're interested in is optimization. And I think what that's hinting at to me is the fundamental potentials of AI to make those kind of real world decisions better than humans. otherwise it wouldn't even be a topic of conversation. I've got a friend who's setting up an AI association, which is around how AI can do good in science and therefore how we can cure the world of all of its ills.
38:52And that, I think, is the two completely different things. But these, to me, are the positive impact that AI can have as soon as we work out a way of providing enough energy for it to scale up and what's that and the other. And I think that the other side of that kind of K-shape is the sheer disappointment these days when I kind of, you know, I'll go on to LinkedIn. you know, and it's the first 10 posts, it's like, this is just being written by AI, you know, and it's like the uncanny valley, isn't it, in like robotics, when things are human enough, but just not, you know, it really kind of, it really kind of turns you off, and I think, now I sort of grade people on, you know, well, your prompting's better than the last prompt I read, but there's a little part of my heart that sinks when I see someone who's kind of, you know, sort of lifted an entire piece of surface output from ChatGPT and just reproduced it on,
39:38James Ashwood:on LinkedIn. But then even really seasoned professionals, I use it as well, I use it to edit, I use it to sharpen things up. Yeah, of course. But even lots of writers that I follow that haven't got anything to do with entrepreneurship, I'm starting to see it creep in. And humans are really good at recognising patterns. A year ago, you might have noticed that words like foster suddenly became everywhere. We're fostering this environment, we're fostering this community. No one really wrote that. now everything's we're quietly doing things we can I need to see that kind of creeping in you know and I think you know so what where's it all leading to I think going back to the analogy at the beginning of the the instant age but there was a million different interfaces for websites when you navigated them but there was no standardization Google come in and all of a sudden if you want to be ranked right you need to standardize the way that you present your website and what it did over time was it pulled all everybody to kind of produce their websites in a certain way so yeah you're not going to get ranked and if you start coming up with fancy interfaces users just like not bothered not going to invest the time this is without question going to happen with with the written word you know we're going to get to the point now where all we're really doing is just aligning ourselves or our company with a with a with a prompt and an output from chat gbt right so what does that lead to so what it leads to is you know first of all you know quite rightly people can't be bothered to read what people can't be bothered to write but secondly and probably more more concerningly is is it's gonna be breakdown of trust rate of the written word at the very least you know the written word press releases articles I mean all this sort of stuff back in my early days of working in print that was what differentiated the you know the really professional from young you know from the less professional but now it's two a penny so what's going to replace that stuff like this you know you know video communication I suspect you know the announcements of the future sort of 15, 20 second videos.
41:27You start to see that a lot on LinkedIn now, with cameras pointing and stuff. That'll get professionalized and people will think it through a bit more, they'll grade it in colors and record the sound differently. And then most importantly for me is that desire to get back and actually kind of meet people in the flesh.
41:43James Ashwood:Yeah. It is a fun. Well, I mean, it's a good perspective, because there's always two sides to the coin, isn't it? We were talking earlier around when you have a difficult situation, there's two ways of looking at it, isn't there? you know glass is half full glass is half empty and I think you're absolutely right there's the two the two aspects your K as you as you well described there and and when it comes to starting a business versus scaling a business versus possibly maturity and maybe exit where do you think AI plays the biggest role in that sort of life cycle of a business and then I'm going to ask you a secondary question which is just in general what do you think is hard it's starting scaling or exiting having done a few of these over the years James but yeah where does where does AI play play the most positive role do you think so what say I say if you're in a if you're in a startup many people are it's really really good for doing the type of desk research that you might spend four or six weeks doing yeah you can set it on some deep thinking give it a few times yes I've done in a couple of hours you know when I when that was originally first possible the hard thing was accepting how quickly you get that and then you still got to process the information yourself right so getting kind of research but also you've got to you know you've got to treat the outputs of AI like the early days of Wikipedia like it don't believe everything that's down there you know ultimately it's a business it has to deliver an answer that answer is not always the correct answer but I think for kind of you know sort of entry-level research and stuff like this absolutely unbeatable you know you don't need to necessarily hire the consultants or the specialists you do because you can find this information yeah that's really good for that it's actually really quite good you know if you think of I suppose like the training models that they're taught on you know I've read every book that's been published it knows all sorts of structure you know you can get it to you want to go to market strategy you'll give me the the bits right when it was be perfect so I think the kind of you know making kind of outline frames to stuff is absolutely brilliant you know you can come up with a not particularly brilliant but not rubbish marketing campaign off the back of it probably enough to get you through the doors.
43:48So what it can do is it can save a shed load of time and to that level of expense. I think as you start going up the ladders a little bit, it's potential to work with different data sources. That's probably the next big thing that's likely to be adopted. Exiting, I don't know. I haven't thought it through.
44:13James Ashwood:Yeah, we'll talk about that later then. But yeah, so I think particularly powerful, it breaks down the barriers to entry for starting a business in lots of ways where cost may have been prohibited. It does. Maybe I'm just talking from my own experience. I think, you know, you've got to, in my experience, the best thing I've found with ChatDVD, I've got different chats for different things. Like it's supposed to remember stuff, but you don't really sort of get back to square one half the time. So I've got different, yeah, different sort chats where I'm quite in-depth and the outputs that I've get I've given lots of sort of parameters around like what the language to be this I want it to be framed like this that so what I'm getting out of it is kind of feels a little bit more like what I might produce myself yeah yeah but what it will do is it will sometimes throw up you know little ideas I didn't think of that I want to kind of investigate so yeah yeah so so just in general then so I think that's hugely helpful from your perspective start have you sold any of your businesses no I got absolutely spanked twice spanked twice on two that were were absolutely in the position probably the most disappointing one was the pandemic right yeah yeah of course okay so so that that's that that may be a that may be a part of your journey that's yet to come right in the future definitely I mean like you know years ago you hear that sort of American phrase of you know fail fail better fail better it's like obviously succeed first time around.
45:34I've done it all right out of what I've done. But have I had a£10-20 million exit? No. That will come in the next wave.
45:42James Ashwood:Well, I have no doubt that will come in the next wave. I'll be there for the party, James. I should think so. I'm clinking some nice glasses with some bubbles in it. But starting in scaling, you have done, right? You have done both of those. Yeah, I've started lots of businesses and some of those have grown pretty well. And And I just seem to have this knack of finding a piece of global catastrophe just at the point when something's going well. There's some lessons to be learned in here as well. Don't put all your eggs in one basket. Have a plan B if black swan events do happen. But I got really quite close to something interesting happening before the 2008 global financial crisis.
46:21Where no one who was investing in a project we could actually get money out of hedge funds to put any money in. So I sort of whittled down to a slow death. But the most disappointing with our question was, you know, the thousands of days and everything that all the investment I put into the business I had before the pandemic. You know, and then, you know, government policy was to make events effectively illegal for two years.
46:41James Ashwood:Yeah. And, you know, that was a hard learning curve. Yeah, yeah. I'm going to adjust your scarf again. Sorry, I'm not. See, it's all, there you go, look, going cock-eye. But I think, you know, I suppose where I do have probably a little bit more experience than the average person is, I have started a lot of businesses, right? So I've gone from, so from that idea to, you know, idea in your head, you know, first sketch on paper to actually seeing paid customers, you know. And I think if I was focusing on the bit that I really enjoy, it's that part. It's that building, you know, that initial from idea to it actually being a going concern.
47:19I love that part.
47:21James Ashwood:Yeah, yeah. So that's what really kind of gets you ready. because it's really bloody hard that's a really hard part you know when you when you launch a business you've got you've got nothing but for your credentials and your ideas yeah you know you've got to be able to you know sell your vision people have to buy it well I think I think it's like that world's strongest manager my age now I don't give us all the world's strongest man it was a program on TV and you used to have to pull these big strong guys used to have to try and pull this bloody truck they would see it and and like it's not moving and then it moves like a tiny little inch and then before you know it they're kind of pulling this big truck for you know behind them and i think that's what it's like starting a business it's like god so much effort you're not getting anywhere and then once you start to get that momentum it you you're absolutely right you know you spend so much bobbing along bobbing along bobbing along and then it takes off yeah but at the point it's taken off you put so much bloody work in you're already in your head you're always miles down the line yes and then it's starting to get some some some kind of traction and that early you know and then you know sort of keeping that flame burning right so that it becomes you know a business where you can you know replace yourself build a team in you know grow it out it's exactly what I've really created the festival entrepreneurs for right to kind of come up with you know to sort of discuss strategies and tactics for doing exactly that yeah there's no one way to grow a business there's lots of things that you know people will universally say don't do this do this yeah yeah but you know that's what makes it such a fascinating landscape yeah absolutely And I always think there's three things around business.
48:50James Ashwood:Leading yourself, leading your teams, and leading the business. The strategy, the plan, the offering, et cetera. And it's always the intersection of those three that really makes the difference. And that's why when we created Rise Academy, it was very much focused on those three elements. And we bring it into every program that we do with teams and businesses, et cetera. but in particular for entrepreneurs, because it can be a really lonely place. You know, you do have to build a team and let go, because otherwise you become the blocker for the growth. And you do actually have to have a bit of a plan as well, you know.
49:29James Ashwood:So when we created Rise Academy, because we launched, right, we went live with Rise Academy on the day we were at the Festival of Entrepreneurs. Oh, there we are. All good things happening at that event, right? Well, wasn't it bonkers? And then we had so many people come in and said, oh, this is really interesting. and you know celine fox you know again lots of interest there um but leadership and i want to loop back around there is a reason why i've mentioned this you meant you said that when pandemic happened and you had your events business and then it just kind of it was a you know it was it was you took a kick in a huge kick i think apocalyptic would be a fair apocalyptic so can you just i don't want to kind of put you into into counseling or anything or therapy um but can you just share a little bit around kind of how that felt what was going on how you managed to come back from it mentally yes concatenation of circumstances which is the right possibly the worst moment yeah and then we've been six months before six months after for me it would have been a completely different thing but you know I kind of built an event business up you know like doesn't people working like which is really cool established event for three years at the NEC just about to do deals with a couple of venues in London to kind of kind of build it out you know it was really good I've taken plenty of external investment invested myself you know done what entrepreneurs do and sell your property to fund it all that kind of crazy risk-taking stuff yeah but you know I did so to back my own ability and I knew I was on the right track you know and the reason the festival entrepreneurs worked first time around I've already spent a thousand days thinking about it I've learned quite quite a few you know quite a few lessons from from earlier incarnations I think you know it was it was I remember it so vividly come off-site in in November and it's like everyone loved it it was brilliant slightly bigger than what you saw before you know amazing sponsors like you know triple-a global brands behind it it was really cool and then you sort of like you know it sort of got to around Christmas time and then so you start getting murmurs of you know there might be something happening and you know I started realizing that quite a few my big sponsors with offices out in the Far East they're selling they're not they're not committing to anything and I'm like yeah but at the same time you just can't believe it's gonna happen yeah and you know so it's sort of built up gradually And then really suddenly, you know, and then all of a sudden, suddenly we're in lockdown and, you know, we're, no one knows what's going on.
51:40But, you know, I think, you know, what we were doing, which I'm sure lots of other businesses, we were like, yeah, this will be lifted in eight weeks. You know, so you're kind of keeping a full roster of staff on, you know, furlough's not touching the sides. You're bleeding cash, right? You're burning. But you've got this kind of weird position where, right, I can't scale back because I'm dead in the water. If restrictions get lifted and we're out there, you know, we've got no firepower, we're dead in the water. And you're sort of going and then you're kind of like stop, start, stop, start and then eventually you realise that this thing is just not starting again.
52:09But in the meantime, everything is just kind of gone right down. And I mean I'm not the only one that went through it but I think I definitely had a disproportionate amount of downside off the back of that. And there's no magic hand of the government that comes in and helps you, it's just like good luck. So at that point, to be honest, I was in a pretty dark place.
52:30James Ashwood:Yeah, yeah. One of the best bits of advice you can possibly give entrepreneurs that are going through that is, you know, stay away from the drinks cabinet, right? Unfortunately, that didn't apply for me. I'm still five kilos heavier than I used to be. Because, you know, what else do you do? You just can't believe this is happening. No, yeah. But I did pick myself up. You know, I was on the brink of going under and I had support from some close friends and I had an idea. and an idea for a climate change event, which Celine Fox ended up being the chairman of that as well. So I did pick myself up and I did go back out to battle again and mixed results with that one.
53:07But the contacts that I made and the experience I had through launching that has given me the confidence now to know that if I'm going to launch new events, I actually do understand the process pretty granularly now and I can apply that to almost any area. So I suppose, what's it cost me? It's cost me six years. It's cost me six years. I had to move out of my lovely place I was living in London and start again. And you think, I look back now and we're all second guessing. Did we probably go a little bit too hard on the restriction? Well, obviously we bloody did. In my opinion, because I just, you know, it's absolutely devastating, so I'm really biased.
53:45But I think that was, but that's a lesson there. And that lesson is to hold something in reserve, right? Don't put all your chips on red, even statistically it's likely to come up. Because something will happen. I mean, we're now, you know, as soon as the pandemic kind of lifted, we go straight into the Ukraine crisis. Now, you know, hopefully that's on its way out. We're going to another Middle Eastern crisis. There's always something. There's always something that's going to disrupt. So have a plan B.
54:11James Ashwood:Yeah. Yeah, well, you know, and it sounds like the climate change business in between was almost like the bridge from where you were to kind of with Festival of Entrepreneurs as well, you know. You sort of, you know, you end up, you put all this kind of sacrifice in, you know, because you're not getting paid for bloody ages. No, of course, yeah. You put these things together. It's hard. You come up with these ideas. You have this, like, one lovely little moment when you're just sort of wrapping up the second day of these events. You're like, okay, that was a pretty cool experience, right? Yeah.
54:38And there were thousands of people there. And it was really, really quite good. I had that same experience the day after Festival of Entrepreneurs, which kind of makes all of the very late nights and the weekends that you give up to make it happen kind of worth it. So there's always some bright spots. But, you know, going back to what you were saying earlier, glass half full, glass half empty. You know, I was reading some articles from Charlie Munger, who was a Berkshire Hathaway guy, so partly really old. He was saying the worst thing in the world is self-pity. If you hear someone that comes up with a heartbreaking story, he will say to them, that is one of the most tragic stories I've ever heard.
55:16I'm really sorry to hear your news. Once you get that in your head, you realise that people will sympathise with you, really care. You're not going to build anything off the back of wallowing in it. So you've somehow got to pick yourself up. And as you're going through the loop again, you're kind of trying to dust off the disappointment. This is just life, isn't it?
55:36James Ashwood:Yeah, 100%. You know, and I think you've got to, you know, it's hard to be, you know, thick skinned all the time, but you do need it. Yeah. You know, because otherwise, you know, if you overthink these things that, you know, set you back years, well, then you never get back on the horse again, would you? No, no, no, exactly. And all credit to you. I mean, you know, now with Festive Entrepreneurs, there's so much positivity around it. You know, second year coming up, it's going to be bigger and better than ever. And this is just the start, right? Absolutely. Absolutely. We've got aspirations to build it into a real pillar of the UK event scene.
56:08But also, it's just really nice. The visitors are entrepreneurs, a lot of the exhibitors are entrepreneurs, speakers are entrepreneurs. Every conversation I'm having, I'm having hundreds a month, they're the most interesting conversations. So to that end, I'm also learning. I'll go through these pre-calls with speakers and that. And I'm really interested in what they're going to be talking about, because I'm learning myself. And I think, you know, keep learning, keep being curious, all that kind of stuff, you know, getting to do it. And it's, you know, it's a nice space to be in.
56:42James Ashwood:Yeah, no, and I am really excited and, you know, huge congratulations. And, you know, for coming back and recovering post-pandemic and coming into this space that you're in now, it takes balls to do that. But like you say, it's a choice, isn't it? And yet everyone that I speak to that's ever made anything have all gone through this kind of thing in one way shape or form. Fairly a way to greatness, as they say. You've got to be resilient. You can read a book on resilience. Being resilient means you don't need to read the book, right? You just get on with it, you accept it. You've got to learn it.
57:12Like lots of entrepreneurs, I get hammered absolutely by something, catastrophic, and 48 hours later you're back on the horse again.
57:20James Ashwood:Yeah, I think that's the key, isn't it? You know, find, shed your tears, feel sorry for yourself for a little bit, but then get back as soon as you can. Don't stay there too long. Because going back to Charlie Munger's advice, you know, self-pity, no one cares. Yeah. You know, no one cares. People will be sympathetic because they're humans, but they can't do anything about it. No, no, no. And no one, unfortunately, is inspired by people who've got negativity coming out left, right and centre. No, exactly. So you've got to kind of sweep all that under the carpet and get back on it. Yeah, yeah, yeah, which is exactly what you've done, and that's fantastic.
57:48James Ashwood:So, last few questions for you, James, if you don't mind. Of course. You've already given some, shared some advice that you've received but is there any final piece of advice that you've received that has really helped you over the years final piece of advice which is something i've really tried to take on board in the last couple of years right when your back's up against the wall and you need to focus right you've got to massively reduce your inputs right that means no social media no pouring over the news no conversations with with people who aren't adding to your business and you've got to focus right and i've started to kind of be able to do that now i'm in a horrible one for you know spending six hours reading about geopolitical news that has to go you've got to reduce your inputs and you've got to focus right and compartmentalize your day right you're going to worry about x and x between these hours and these hours you can do family time between here and there you go to the gym between here and here eat well get some sleep break your day into small pieces right and if you want to focus just reduce the amount of unnecessary information that clogs up your head that's the best piece of advice yeah because if you follow that you'll actually get stuff done and then you'll suddenly find as you're getting stuff done your problems are now starting to reduce.
58:55James Ashwood:Yeah and you get momentum, you get the positive vibe, you get the adrenaline rush, all of that good stuff. You get all that but it's really hard to do that in today's age and everything is like bite-sized bits of information, it's kind of flooding the system. If you wake up at 4 in the morning like I do sometimes, I've had 3 hours of checking every possible news site, by the time I'm ready to sit down at 7 o 'clock I've already used up half my days worth of thinking space. get rid of all of that that's the best bit of discipline I've learnt recently I think that's really good because there's a lot of noise and it's a bit like you mentioned diet, rubbish in, rubbish out it's the same with what goes into your brain you have to be selected, you need to know what's going on in the world but if you start catastrophising about all of the terrible things that are going on then it's just going to completely mess with your head the brain's going to do so much processing it wants, so don't process stuff that isn't going to move the needle and get you to where you want to be because if you can actually knuckle down, focus, get the work out the door, then the results start to happen and all the things you were worrying about seem to disappear amazingly.
59:55James Ashwood:Yeah, exactly. And it's funny actually because I often say to my husband Chris at the end of the day, he'll say, well, you know, it might be a simple question, oh, what would you like for dinner? And I'll go, I can't make any more decisions today. I have a quota. I'm done. My brain is about to fry. Please, whatever just food is good you know to me then I think it's the same kind of there's only so much space and if you're filling it with rubbish then you can't you haven't got space for the good stuff you're absolutely right there's a couple of things that are worth investing in and what you eat and how much sleep you get yeah really important yeah I'll be the most important things so make sure you eat well I mean I've got down to the art of batch cooking on Sunday now you know spend my five hours trying to get as close to a Michelin recipe as I can and then I have to think about that in the evening but I know I'm getting the right level of nutrition and I'm trying to get my try and get the sleep in because I think lots of entrepreneurs and you know we've done it you know you wake up at 3 in the morning cortisol kicks in you start running the algorithms you know that is not good no you know you will not help yourself long-term if you can't sleep yeah yeah yeah no it's I mean it's simple stuff but it but it's so often the stuff that doesn't people that you know don't pay attention to they don't respect their bodies they don't you know you go to the gym you don't have to go to the gym but it helps do something you know be be be active that really does help eat well be active you know give a lot of love to your family and stuff you know take everything so bloody seriously focus when you have to yeah you know just keep moving the needle yeah no that's great and if you were to describe this year in one word james what would that word be and why yeah so i'm optimistic this year um i'm optimistic this year because you know why the hell not you know and i mean again going back to you look at what's happening there's always something in the world happening which shouldn't be happening all right it's really easy to get caught up in it.
1:01:37I'm really optimistic. I think despite the economic conditions, the lack of support for entrepreneurs through policy, I'm really optimistic. I think we've had a lot of downside. If you look at the last 10 years, quite a lot of that's been downside. That pendulum's got to swing back. Why not 2026?
1:01:56James Ashwood:Why not? This is our year. It's all happening. So James, music. Music is a big emotional kind of you know thing for all of us it brings memories back everyone's trying to say something cool now it's like right say something that's like not too obvious but quite cool that kind of reflects don't overthink it favorite song an artist favorite song I don't know I mean I'm terrible I don't have a favorite song an artist just pick a good one do you know what I've been listening to you recently and I've been sort of like dancing with the children in the kitchen like like vanilla ice ice ice and it sort of like reminds me of like when I was a kid and it's like god everything was so bloody simple then but i don't know since i've had children i used to you know i used to dj a little bit i used to have an encyclopedic knowledge of dance music as soon as i had children it's just like that went i stopped listening to music you know stopped watching movies stopped doing all that stuff so if i hear a song that i like i end up listening to about 50 times on repeat you know um but anyway that was my you know not quite so cool i can't think of anything better to say vanilla ice ice ice baby definitely yes shaved eyebrow the kind of See, we've not had that one, James.
1:02:59You know, the big trousers that come out, the dancing.
1:03:02James Ashwood:I knew you'd deliver the goods. Classic. Excellent. So, James, when you hear brave, bold, brilliant, what does that mean to you? Well, do you know what, actually? Interestingly, it just reminds me of you. It's your brand, and you absolutely embody all of these things. And I thought that the first time you gave me the business card with it, I would never look at those three words without thinking about you. So, you know, more credit to you for, you know, taking ownership of that. I think it's an amazing thing that you're doing. Oh, thank you, James. What a lovely way to end. Thank you so much. I really hope you've enjoyed this episode of Brave Bold Brilliant.
1:03:39James Ashwood:Remember, check out our new website, www.brave-bold-brilliant.com. You're going to find loads of resources on there that's going to help you with your leadership journey and with the businesses that you're trying to scale up and grow. so take care everyone and remember there are no limits to your growth but it is by being brave and bold that you're going to unlock your brilliance
From the publisher
Entrepreneur James Ashwood sits down to debunk the glamorous myths surrounding modern entrepreneurship. Drawing from over three decades of a varied corporate and business career and the critical personal turning points that shaped it, James provides a refreshingly candid look at the emotional and financial realities of forging your own path.
From the dark days of pandemic-driven business losses to the high-stakes world of large-scale event production, he offers invaluable insights on risk tolerance, the psychological shifts required to transition from the corporate ladder to business ownership, and how early childhood challenges can foster the ultimate entrepreneurial trait: taking absolute responsibility.
You’ll Learn Why:
Entrepreneurship isn't a title given to you; it's a mindset validated by your resilience and results.
The appetite for risk changes as you age, forcing a crucial transition from youthful "shooting from the hip" to deeply strategic planning.
Corporate leadership and business ownership demand fundamentally different types of pressure, requiring completely unique coping mechanisms.
Radically reducing your informational intake during crises is the ultimate tool for strategic focus and execution.
This episode is living proof that no matter where you’re starting from — or what life throws at
you — it’s never too late to be brave, bold, and unlock your inner brilliant.
Visit https://brave-bold-brilliant.com/ for free tools, guides and resources to help you take action
now
📩 Want extra support? Email info@brave-bold-brilliant.com to book your free mentoring
session with Jeannette.
Let’s make your next move your bravest yet.
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VALUABLE RESOURCES
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Brave, Bold, Brilliant podcast series - https://podcasts.apple.com/gb/podcast/brave-bold-brilliant-podcast/id1524278970
ABOUT THE HOST
Jeannette Linfoot is a highly regarded senior executive, property investor, board advisor, and business mentor with over 30 years of global professional business experience across the travel, leisure, hospitality, and property sectors. Having bought, ran, and sold businesses all over the world, Jeannette now has a portfolio of her own businesses and also advises and mentors other business leaders to drive forward their strategies as well as their own personal development.
Jeannette is a down-to-earth leader, a passionate champion for diversity & inclusion, and a huge advocate of nurturing talent so every person can unleash their full potential and live their dreams.
Podcast Description
Jeannette Linfoot talks to incredible people about their experiences in business and life, gaining first hand insight into how they unleashed their potential to become Brave Bold Brilliant.
From the boardroom tables of big international businesses to the exciting world of entrepreneurs it's all about stepping up to the next level while staying true to yourself.
This Podcast has been brought to you by Disruptive Media. https://disruptivemedia.co.uk/
