In short
John Whelan’s path from Manchester upbringing to IT/fintech entrepreneurship, including revenue-recognition-driven fraud charges, rebuilding after acquittal, and later founding/expanding My Digital (SaaS payroll for umbrella companies).
Guest backgrounds
John Whelan is a British entrepreneur from Reddish (Stockport area). He trained as a chartered accountant at PricewaterhouseCoopers, moved into consultancy, then ran airline-meal factories (lean manufacturing) in the UK/US, later becoming FD at iSoft (healthcare software). After FCA charges, he founded Sapphire Accounting and later My Digital.
Key claims
Basic accounting literacy is essential for running companies. External shocks (e.g., 9/11) can break even well-run operations. Aggressive software revenue recognition can make firms profitable on paper but insolvent in cash. “Sweet equity” can become worthless in distress. Entrepreneurship is 24/7 and often forced by circumstances.
Notable examples
iSoft’s revenue recognition leading to a profits warning and FCA investigation; Paystream umbrella-payroll model; Sapphire sold to management (2017); My Digital’s software replacing Sapphire’s payroll system; lockdown boosting My Digital’s market share.
Written by AI. May contain mistakes. Listen to the episode to check what was said.
Chapters
Tap a time to open that second in VOThe Journey of John Whelan
0:45 to 2:42
Discussion about John Whelan's background and early influences on his life.
“and there are many, many lessons about the realities of entrepreneurship and category creation that we can learn from John.”
Education and Early Challenges
2:42 to 4:13
John reflects on his education and the challenges he faced during his formative years.
“In fact, I was the first year of comprehensive education, thanks or no thanks to Barbara Castle.”
Chartered Accountancy and Career Choices
4:13 to 6:00
John discusses his foray into chartered accountancy and the desire for ownership in business.
“Well, I was lucky enough then to stumble into doing 4A levels, just about had the required criteria.”
Life in Consultancy
6:00 to 8:34
Insights on the consulting world and John's experiences there before seeking more ownership.
“Michael Heseltine, who famously swung the mace around his head, was also a chartered accountant.”
Transition to Factory Management
8:34 to 11:52
John describes his transition to managing factories and the lessons learned in operational roles.
“I got to PricewaterhouseCoopers and they're arranged like school years.”
Leadership Lessons from the Factory
11:52 to 14:07
Discussion on leadership and management skills developed while running factories.
“I was learning lean manufacturing principles.”
Life in Silicon Valley
14:07 to 16:43
John shares his experiences managing factories and the transition to tech.
“You have to organize and get good people in.”
The Call to iSoft
16:43 to 18:15
John discusses his move to a technology company and the challenges faced.
“You've done the ops function, let's say, or the managing of the ops function.”
Revenue Recognition Issues
18:15 to 20:53
Exploring the complexities of revenue recognition in software companies.
“And if you look it up, you'll see very quickly that iSoft was an interesting story.”
Consequences of Aggressive Accounting
20:53 to 23:29
Understanding how aggressive revenue recognition can lead to corporate collapse.
“you can recognise revenue without a contract.”
Show all 25 chapters
Transition to Private Equity
23:29 to 24:26
John reflects on his career shift towards private equity and investment strategies.
“I was late to the party and the host was face down in the punch bowl.”
Facing Legal Challenges
24:26 to 26:55
John describes the slow-motion ordeal of being investigated by the FCA.
“get involved in, but I didn't want to go on the investor side.”
The Fallout from Charges
26:55 to 28:05
John recounts the personal and professional fallout from being charged.
“And what happens is you lose everything.”
Understanding Shareholder Agreements
28:05 to 29:18
Learn about the importance of good lever, bad lever clauses in shareholder agreements.
“And just look at the good lever, bad lever clauses.”
Facing Fraud Charges and Its Impact
29:18 to 30:49
Discover the journey of dealing with fraud charges and the emotional toll it takes.
“And just to be clear for the listeners, what was it that you were having to refute in all of this?”
The Acquittal Experience
30:49 to 32:53
Understand the process of being acquitted after facing serious charges and its implications.
“The good thing is I then became unemployable forever.”
Starting Over as an Entrepreneur
32:53 to 34:58
Explore the challenges and motivations behind starting a business after legal troubles.
“So if the state accuses you, you are absolutely shafted.”
Building a Software Company
34:58 to 36:44
Learn about the transition from accounting to developing a software company.
“It takes years off the end of your life.”
Understanding the UK Employment Market
36:44 to 38:58
Gain insights into the unique structure of the UK employment market and payroll systems.
“to go and try and get all my former competitors to be customers.”
Navigating Funding Challenges
38:58 to 42:00
Examine the funding landscape and how to secure investment amid legal challenges.
“that some people on the call might know.”
Navigating Growth During Lockdown
42:00 to 43:31
Learn how John Whelan's business thrived during the pandemic lockdown.
“It was like taking private equity money, but they were keen to invest it because they'd been given this big lump of money by the government.”
Planning for Exit Events
43:31 to 46:03
Explore the considerations for business exit strategies and management buyouts.
“People don't like to talk about exit events because you think, oh, it'll damage the culture of the company or, but actually there will be a future and therefore there has to be an exit event.”
The Importance of Corporate Finance Partners
46:03 to 47:57
Understand why engaging a corporate finance advisor is crucial for successful exits.
“Now, obviously, SaaS valuations, and my digital is a SaaS company, 90 % of its revenue is SaaS, 10 % is service.”
Lessons from Adversity
47:57 to 48:24
John shares key life lessons learned through challenges and experiences.
“both financially and in the overall conditions of that particular deal.”
Embracing Lifelong Learning
48:24 to 51:16
Discover the importance of continuous learning and mentoring young talent.
“I wouldn't be a founder, a startup guy, had it not been for the iSoft experience.”
Transcript
Automatic transcript. May contain errors.0:00Welcome to The Difference Engine, the show for tech founders, investors and innovators.
0:11Those of us who have been living in the UK, we've just acquired a new Prime Minister. And around that Prime Minister has been much discussion about a phenomenon called Manchesterism. Now, there's a big difference in life between slogans and slog. The slogans of politicians and the slog of entrepreneurs. Joining us today is John Whelan. John Whelan is a classic example of a British entrepreneur originating from Manchester that has delivered major success in the IT industry. However, John's path to success has not been a smooth one, and there are many, many lessons about the realities of entrepreneurship and category creation that we can learn from John.
0:54So, John Whelan, welcome to The Difference Engine.
1:02John Whelan:John Whelan entrepreneur fellow Mancunian and passionate Brit welcome to the difference engine thank you Paul yeah I um I don't really like the word entrepreneur prefer entrepreneured um I think entrepreneurship happens to you by accident not by design but it's great to be here great wonderful well let's go through a little bit of that journey we sort of refer to uh to you as a a Mancunian, but actually that's not strictly true, is it? Because I think you were born and brought up in Reddish, which my memory serves me right, is actually part of Stockport, which is in Cheshire, isn't it? So tell us a little about, you know, your growing up years.
1:38Yeah, Reddish, well, I suppose like all of us, you're a product of your first seven years, and your parents have a huge influence, and of course, massive responsibility. They pass on to you all things good and bad about their own prejudices um religion being one that um that springs to mind immediately being from a an irish catholic household a story told many times that what you get is you get a work ethic whether you like it or not you get um discipline probably on the aggressive side of average um but you get a steal i think that um that stands you in good stead for what life brings later Life, I think, took you, like so many of our generation, who were relatively bright, but had relatively humble beginnings, to a grammar school, which also, given our common experience, promptly changed into a comprehensive.
2:38So it talks about how you got along at senior school, and was it the headmaster ritual, as the Smiths would have said? In fact, I was the first year of comprehensive education, thanks or no thanks to Barbara Castle. I think it was her initiative. So I actually did not do the 11 plus and went to what used to be a high school. And therefore the teachers were probably lower grade than they were at grammar school. And that with the benefit of hindsight, you see these things in context. But of course, at the time, the bullying didn't really categorise itself as bullying in my mind. It was just a harsh environment.
3:21To quote the Smith song, The Headmaster's Ritual, belligerent ghouls run Manchester schools, spineless wines, tormented minds. I absolutely resonated with me because it was a very tough time. In fact, I ended up having to leave school before I did my GCSEs and only ended up with six GCSEs, which for a man of my intellect, not to sound conceited, is an appalling reflection on the education system in the UK in 1982.
3:51John Whelan:There's nothing to be ashamed of there, John. Let's look at the entrepreneurship tick boxes here, right? Immigrant background. So many of the US folks we hear about got immigrant backgrounds. College dropout. And a bit of a rebel. So I think we've ticked a few boxes here already. So there you are. You've left school. You're sort of underachieved. You've got your 6.0 levels under your belt. What happens there? Well, I was lucky enough then to stumble into doing 4A levels, just about had the required criteria. And I went to a Catholic college called Severian in Manchester. There, I was much more comfortable.
4:31You know, you get treated a bit more like an adult. you're left to do your own study and my ill of results um were then good enough to get into university and um i was i was lucky and you know you say oh did you escape reddish or did you escape um you know a difficult environment the interesting thing is when you're growing up you don't know whether you're rich or poor because everybody around you is is exactly the same and what I did have was an ambition I wasn't really aware of it at the time but an ambition impugned in me by my parents to better yourself and not going to university was never an option and I was the first to go to university in my family but I never had anything else in my mind other than I was going to go to university and it wasn't anything that had worked out But it was simply to fulfil what my mother had, particularly my mother, had driven into me from the time I was about four.
5:34And she taught me to read before I went to school.
5:36John Whelan:But I'm very disappointed, John. I mean, chartered accountancy. Now, you and I have spoken about this. You describe chartered accountancy as sexy. I'm struggling. Help me. Well, I hate the phrase accountant with personality. but I don't know if you remember Mad Mike Hoare, who led the rebellion in the Seychelles in the 80s. He was a chartered accountant. Michael Heseltine, who famously swung the mace around his head, was also a chartered accountant. But sexy, come on. What was sexy about it? Michael Heseltine was sexy. What attracted me to it, though, was in the 80s, if you remember, I was leaving university in 1987, and the plan was to follow in Simon Le Bon's footsteps, who actually dropped out of Birmingham University in the second year because Duran Duran went to the top 10 with Planet Earth.
6:27That was actually the real reason I chose Birmingham. So in 1987, I'm graduating with a degree thinking, hang on, this isn't how it was meant to happen. And through what was commonly known as the milk round, the big eight, as they were accountancy firms then, were very sexy and sexiest of all was Pricewaterhouse. Some of jobs inevitably I'd done digging the roads and the sewers with my dad's Irish friends. That was just the rite of passage. You got paid£60 a week in cash and you thought you were king of the dung heap, which in many ways you were. But the idea of becoming an accountant and being able to read a set of financial statements is the thing that has set me apart from most people in my life.
7:20Most people will be holding a balance sheet and wouldn't know whether they were holding it upside down or not. Within 20 minutes, not bragging because it's something that was trained into me, within 20 minutes, I can make a pretty good judgment of a company as long as you give me the balance sheet, cash flow, and profit and loss. Those three things put together can really tell you the story of any business. I actually would be conceited enough to say, if you are not an accountant, you probably should not be running a company. Wow, love that. Well, I'm going to take issue with that. But I get the point.
7:56Basic financial literacy, at least in business, is really, really important. So how long did you last in audit, presumably? because you trained as a CA, which usually meant going around the country in a small team doing lots and lots of audits.
8:10John Whelan:Well, I was going to say, isn't that part of the sexiness of accountants? It's like, say what you will about it, but at least you travel. Well, you know, I don't remember it particularly fondly. And, you know, the reason that the exams are really bloody tough. And despite the fact that I mentioned that my O-levels weren't the greatest, I generally found academic work relatively easy. I was always sort of in, you know, in the top deck aisle of the class without having to do much work. I got to PricewaterhouseCoopers and they're arranged like school years. So you go in with your cohort of 22, 23 other people.
8:48And I found myself near the bottom of the class because these people were, you know, very, very gifted. And like you say, you travel around and you do audits and it teaches you the basics of accounting principles. and they're things that never leave you. And I've tried to instill it in my son, who has actually become an investment banker in London. And he joined straight from university two years ago. And when I talked to him about getting an accountancy qualification, he still calls me daddy rather charmingly. He says, daddy, he said, you sound like one of those parents in the 1960s who wouldn't let the kids sign a professional football contract before they got a qualification in plumbing or carpentry.
9:32So he's put me well in my place. So maybe I am a little bit of a dinosaur, but I would always encourage anyone, go and get a basic accounting qualification. There's lots available online and then pick up a set of accounts and you'll have the key to understanding what a company's true financial standing is. Not the bullshit that the CEO will give you. Tell us about what happened in chartered accounts and why you left. Yes. I mean, you know, to be frank, it takes you three years to qualify. So, and I couldn't wait to get out the door, but I developed some good relationships with the consultancy side of Pricewaterhouse and with some of the more senior guys got on with them well and ended up on the consultancy side.
10:17You know, and when you look at it, you've never run a business and you're there giving advice to people who are running businesses. It's, you know, you're probably a bit of a fraud. I mean, it's not inherently evil consultancy, but you never own anything. And there's a lot of grifters in consultancy. I mean, I spent seven years there. So, and what did I learn there? I learned presentational skills. I learned communication skills. But I was keen to own something. I was keen to spend a few years somewhere where you could see the impact of your actions on the profit and loss. I mean, I'm retrofitting here, Jonathan and Paul, because you don't, other people's lives might be, I had a vision and I executed it in my career.
11:05I don't think that that can be true because there's so many sliding doors moments in anyone's life. If you can make a picture out of joining the dots with the benefit of hindsight, you're probably contriving to join the dots and you invent a vision with the benefit of hindsight. I don't think there's many people who have a career vision and spend their life executing it. So many different things, doors open, slam in your face, you end up by default on a particular road. And that indeed is what happened to me. I left consultancy in 1997. I actually joined a client. And this must happen with a lot of consultants.
11:44You're there working for a client. PwC are charging three times your salary to the client. and eventually once you've been there for a while it's a lot it makes economic sense for them to offer you a job directly and indeed that's what happened to me and it was a company that makes airline meals in factories near airports something everybody listening to the podcast will have tasted no doubt complained about but you try making a gourmet meal out of$1.25 which is which is what the budget was and and the outcome is it's pretty remarkable what can be delivered So I was running factories. I was learning lean manufacturing principles.
12:22I ran the Manchester factory for a year, 97 to 98. Then I got moved to Gatwick. I earned my spurs there. And then I was lucky enough to be offered a job running the Detroit factory, completely different scale. Gatwick probably had a thousand employees. Detroit had two and a half thousand. And I thought, I must be so gifted because the mothership wants to take me all the way over to America to run one of their flagship factories in Detroit. And to be frank, I couldn't wait to escape Gatwick. It was a tough, tough job. What I hadn't realised, being pulling the straw out of my hair stick, still a bit, still a reddish lad, is the only reason they'd offered me the job in Detroit factories is because no other American had taken the job.
13:07And I didn't know the difference between Seattle, San Francisco, Texas. Arrived in Detroit, and I realised on the first day how tough it was going to be because my secretary said, the question that I need to know is which drawer are you going to keep your gunning? And I looked at it and said, well, I've never held a gun, so I'm more likely to kill myself than anyone else. So the first thing to go is the gun. Making a long story very short, it meant that the relationship between me and the workers in that Detroit factory, because the English accent is like syrup on the ears of Americans in my experience.
13:43And it stood me in great stead, really stood me in great stead. So there you were, you know, you're in Detroit, a town which was beginning its long and rather catastrophic decline, home, of course, of MC5 and the Stooges. um but as you say a slightly different approach went a long way there and you ran that operation very successfully uh so much so um that they decided to to really accelerate you and you found yourself on the other side of the continent i went to the west coast to south to san francisco is where i live because i was running the west coast 15 factories on the west coast triangle from Alaska to Hawaii down to Los Angeles sounds very glamorous um but actually the the factory in Manchester looks exactly like the factory in Hawaii except the people look different same structures same principles um but what um what what I what I did learn from that was that you can't do everything.
14:51You have to organize and get good people in. And that, the higher up the management chain you become, your job becomes more of a HR job. And by the time you're CEO, your job is just organizational, generally speaking. And that was what my job was there on the West Coast. So there must have been a point where you thought, I've possibly had enough of this, or I may not be able to go any further. And listeners may start to think, hang on a minute, this is a podcast about IT and category. Maybe something to do with John being on the West Coast may have been something to do with him ending up in IT.
15:32I mean, talk us through this. So, of course, I'm living in Silicon Valley, basically. One of my factories was in San Jose, which is the heart of Silicon Valley. And I live just a bit further north. So I was very aware of the emerging technology companies in that part of America. And I was aware of them. But of course, my world was factories and putting meat pies on planes. So occasionally now, because I've now reinvented myself, I'm no longer an accountant. I'm a tech guru. um so as an introduction i use i often say well i worked from from the year 2000 to 2003 i worked in silicon valley and then very quickly move on what i don't tell them was it was pies and mushy peas i was putting on planes and but there's no doubt when you lived in that environment you couldn't help but but see this taking shape around you of course with the benefit of hindsight bloody hell maybe they stayed there got into that industry but that's not what happened yeah and if
16:36John Whelan:If you'd have done that, John, we would have missed out on a British entrepreneur. So we're sort of glad that something siren called you back. Because at this point, you've gone a long way from accountancy. You've done the finance function. You've done the ops function, let's say, or the managing of the ops function. And you mentioned CEOs become a bit like an HR function. Something was calling you back to finance, I feel. You know, when I look back at that time, gosh, what I was always doing was putting myself outside my comfort zone. It doesn't matter that you're not an expert. And do you know what, Paul?
17:08I don't want to sound conceited. Most people are not like that. Most people like the comfort zone. I'd taken my young family over there, you know, basically didn't have any savings or anything. And I really admire that young man. I mean, I hardly recognize him, but yeah, deeply proud of taking that risk. Then what happened is 9-11 happened. And the cash in the airline industry flowed out like a tide. And I realized that I was being, you know, instead of making meals for$1.20, I was having to make them for 60 cents. You know, and you just couldn't do it. And you had to, it was an impossible task.
17:53And what you learn from that is it doesn't matter how well you do a job, you can be, you can have everything in place. You can be executing your plan. Something external happens and you get bowled over like Skittles. But Lady Fate maybe was smiling on me because I got a call from somebody who I used to work with who was working in a technology company called iSoft. And if you look it up, you'll see very quickly that iSoft was an interesting story. Manchester Company, the guy who was FD was becoming chief exec, and I'd worked with him at Pricewaterhouse. and his boss who was exiting said um he was actually moving to chair said go and find the best accountant you ever worked with and make him your fd so sounds sounds conceited to uh to say that now um but it was a great seduction method that the guy used you know he'd he knew me he'd done his research you use a line like that to somebody and you think straight away blimey All it needs is the right financial package, and I know I'm onto a winner.
19:01So iSoft itself was a healthcare software provider. But young chartered accountants like John Whelan need help because, in essence, what iSoft was doing is it was recognising revenue aggressively. And there's not necessarily anything obvious about that to the outside world. and indeed inside companies it's not obvious because you get institutionalized right about
19:29John Whelan:this time there's a change in software wasn't there because it went from being something you paid you sort of capex you spent you spent a lot of money in a nice presentation from larry's lads or whoever signed a massive check and you went away and got very little for a year and they came back the next year or five years down the line but things were changing in software to become more pay as you go drink by the glass not the bottle and i don't know if that was part of the issue all that's to say this rev recognition thing is an issue became an issue out of seemingly nowhere you know in this in this era yeah well revenue recognition um for software companies is is still an issue today you know if you look at you need to look at balance sheet and look at what's happening with the debtors and the earned income in a company to really see how healthy it is what what is its cash generation um that's the that's the clue to aggressive revenue recognition the debtors continue to grow of course i i hadn't been i'd come back from i hadn't been an accountant since um since i moved into consultancy in 1990 so remember this is now 2003 and i've come back and you know you it's a bit like riding a bike you do pick it up but you you know you can't go race Chris Hoy, but there I was, FD of a FTSE 250 company.
20:45IFRS 15, which accountants will just have a look at it, it is ambiguous about how you recognise revenue. In fact, for example, you can recognise revenue without a contract. And if you fast forward to today, you just need to tick to sign terms and conditions. But back in the day, the contract signature wasn't such a big thing. It was about delivery. Those listeners who are not sexy accountants, what was the impact of this technical accounting, when this technical accounting convention comes into conflict with business ambition? Yeah. So not to make this an accounting lesson, but accounting is all about debits and credits.
21:33Every time you have a debit, you have a credit. And if you want to know what side they go on, post the debits to the left-hand side, right? So, and the credits go to the right. Now, essentially, when you recognize revenue aggressively, you go credit revenue in the P &L, increases your profit, debit debtors, which is money that's owed to you. Those debtors have to turn into cash quickly. And if they don't, the consequences of revenue recognition are that the company will collapse because it won't collect its profit into cash. And therefore, companies that are ostensibly profitable can go bankrupt.
22:10And essentially, I left ISOF and it was in rude health. It was only two years later where there was a profits warning. And then what is now the FCA came knocking on my door to ask me questions. But I left in 2004 after a difficult year and a half. It was a tough, tough job, as you can imagine. And you don't go in and think, ah, that's wrong, because everybody around you has been living with this for 15 years, and the issue is with you. And this is what people don't tell young chartered accountants. It's not as simple as it looks in the textbooks. you know you've got lots of sphengali characters charismatic particularly founder owners generally speaking um tend to be narcissistic sociopaths um which you have to be in a startup but when you get into a scale up those characteristics can start to cause problems um and indeed that's what i've got indeed my analogy and it's easy for me to say here jonathan i'm sure if the fca were on the call or some of my previous colleagues that have a different story.
23:24But my analogy is I got to the party and it was already midnight. I was late to the party and the host was face down in the punch bowl. I left the party at midnight 20 minutes later, but then, you know, a murder's committed and you still get interviewed by the police. So that's the analogy I'd use. So you joined iSoft, worked very hard for a period of time, decided to move on. um what did you move on to do before the regulator came calling this is the first time in my life that um i hadn't had a job but i was actually um reasonably comfortably off financially because i've been well paid so i didn't have to rush into the next job so with looking back on it it's the first time i was able to sit back and think right what do i actually want to do um and private equity at that time was in the ascendancy.
24:23I decided that this was an industry I wanted to get involved in, but I didn't want to go on the investor side. I didn't want to work for a private equity company. I wanted to work for a company that had taken private equity cash, follow the business plan, deliver the gains to the private equity. And of course they have this thing called sweet equity. And very, very simply, if you pay£100 million for a company, private equity ladens it with£100 million of debt. And then if they subsequently sell it for anything more than £100 million, you get a small sliver of those shares. And I looked at a couple of different option.
25:02One was a glass recycler. And then I stumbled into this model, which is in the temporary labor market which is they're called umbrella payroll companies no reason why anybody on this on here will have heard of them uh but a great model because it's working capital in reverse you collect the cash before you need it because if you're trying to pay a contractor uh two thousand pounds the recruitment agency will pay you two thousand pounds you'll deduct the v you'll collect the vat as well deduct the pay and you end up collecting two thousand but only paying the contracts are a thousand and the cash balance just builds up and up even if your profit is zero so it was the opposite to iSoft in many ways and i could not wait to be part of this investment it was a company called paystream um who is still the biggest provider in the umbrella payroll market this was 2005.
25:53John Whelan:About two years in thinking everything's fine then it's the old knock on knock on the door most people listening to the podcast will probably have never never been uh in court other than for a speeding fine or maybe you've been involved in a an altercation in city centre manchester or birmingham and you end up on the wrong side of the law um but when you end up in something like this this is slow motion it's it's horrible when i look back at it it's like it happened to somebody else um what you actually get is a letter okay you get a letter from uh from the authorities. The FCA are basically the police for financial crime in the UK.
26:35And the SFO sit between them and the police. The SFO are for the real sort of gangsters who tend to use violence. So the SFO for listeners, serious fraud office. And FCA is financial conduct authority. The SFO deal with the thugs. The FCA deal with the smart Alex.
26:54John Whelan:So who was knocking on your door? So it was the FCA. And what happens is you lose everything. You're not sort of aware of it, but because people don't say, I don't want to talk to you anymore. They just sort of drift away and you are very, very alone. It's not just the reputational damage. You lose your livelihood and your ability to generate income for your family. And as the pressure ratcheted up, In the end, the private equity firm said, look, you are about to be charged. We've got to part ways. Now, I'd invested a quarter of a million. I had£150 ,000 a year salary, and I don't have any bitterness towards private equity at all.
27:43There are the individuals because they just carried out the instruction manual. And in the articles, when you take investment from a private equity company, there's something called good lever, bad lever provisions. And if you're a director with sweet equity, just go and have a look at your articles. It could be in the shareholder agreement as well. And just look at the good lever, bad lever clauses.
Read the full transcript
28:11John Whelan:Solid advice. I mean, I think these days, perhaps post your very kindly advice on this. I think people will be looking at that because these days there are quite a few PE assets that we know of and work with that are, let's say, in distress. And so those clauses could be very useful. I mean, if everything goes swimmingly, the good lever, bad lever provisions probably never get referred to. But your sweet equity when things get distressed is worthless. It's like confetti. Nobody ever tells you this on the way in. So I ended up not getting my quarter of a million that I'd invested. and I got a check for 50 ,000, shown the door and said, if you want to sue us, go ahead and you'll have two cases going.
28:55Lowest point of my life actually looking back. So this would have been in two, this was in 2009. When I say the lowest point of my life, that's only with the benefit of hindsight. The human psyche is incredibly resilient. It's obviously partly to do with my upbringing, but I think inside every human being there's that. You know, whatever happens to you in life, humans have a remarkable ability to bounce back. You got to a very low point. And just to be clear for the listeners, what was it that you were having to refute in all of this? What was the suspicion about your conduct that had led to this?
29:36So the precise charge is misleading the stock market, which is, you know, you think, oh, you know, it's a bit of a victimless crime, isn't it? The establishment despised this kind of crime. And the fact that there was NHS money wrapped up in it made it even worse. So there were politicians from a distance pontificating that people needed to go to jail, et cetera. So there was a lot of pressure on the prosecutor. and basically because of the aggressive revenue recognition, we were accused of misleading the stock market because the two founders had sold shares in this period and made significant amounts of money.
30:15So that was the basis of the charge. Clearly, you are not a man who is now banned from working either as a charter account or as a director of businesses. So how was the thing resolved so that you could get on with your life, you know, protected by this inner steel, which we've talked about? So I was charged in 2008 and I was acquitted in 2013. So I was on bail for five years, which is extraordinarily cruel because, of course, you become unemployable. so not only can you not provide for your family um because you've lost all your income it is impossible to get another job um even a even a you know even a shelf stackers job because one of the questions on have you got a criminal record are you facing any criminal charges you are unemployable so i i started another company that was very similar an accounting company that you see the eye you're still able to practice as an accountant because the ICAW have to wait for the presumption of innocence and therefore I still have my qualification and that was when I first set up my own company not because I was choosing to be an entrepreneur but because I was unemployable it is a reckless thing to do it's brave of course but it's reckless and I can't believe that many people make that decision by choice.
31:52The good thing is I then became unemployable forever. I didn't realise it at the time, but that meant that the world of owning your own, being an owner-manager of my own businesses was going to be my default employment route for the rest of my life. I didn't realise that at the time. The trial was traumatic, difficult, and, you know, when I was eventually acquitted because the prosecution were caught fiddling evidence. It wasn't confetti and popping champagne bottles.
32:25John Whelan:No, it wasn't three weddings and a funeral. It was two trials and a hung jury. It was a hung jury and then, yeah, a hung jury in the first trial. The judge dismissed the case in the second trial when this misconduct was discovered. And you don't really get any compensation. you get a portion of your expenses back. In fact, they changed the law after our trial. You don't even get your expenses back. So I had to rent a place in London when I didn't really have any money. You can't even get that back now. So if the state accuses you, you are absolutely shafted. And just as an aside, the insurance company, which was Chubb at the time, voided my insurance because they said, if you're guilty, your insurance is void.
33:09And if you're not guilty, so you'll be acquitted, so you don't need to worry. And as a consequence, I did the trial on legal aid, which is another reason the barrister stayed with me after. And that should never be the case. An insurance company should not be allowed to avoid that insurance. But anyway, then, you know, it wasn't the land of milk and honey then, of course. I didn't have this hanging over me, but at least I could start again. And I did. I set up a company called Sapphire. literally the day after I was acquitted, Sapphire Accounting, an accounting and umbrella company, very similar to Pastry, which is the company that I joined all the way back in 2005, as I mentioned.
33:50John Whelan:You knew that was going to work or you thought it was going to work? I didn't know whether it was going to work, but I had no choice. I couldn't go and be a professional footballer. I couldn't seek employment anywhere because even though you're acquitted, people listening to this podcast, most of them will say, oh, there's no smoke without fire, you know, and that's why somebody accused of anything is a dreadful thing because it never goes away. And as a consequence, yeah, I couldn't seek a job anywhere else. So was I confident it was going to work is a different question. I tell you, this is what I decided.
34:34If it wasn't going to work, it wasn't going to be for a lack of commitment a lack of effort, a lack of intellect. It was just going to be because of bad luck. And you give yourself, if you work like a Trojan, you give the best chance of success. And, you know, the poor family then suffer as well because they never see you. And entrepreneurship, run your own business, is not popping champagne bottles. It's not the fast cars. It's tough. It takes years off the end of your life. And it destroys your social life because even if you do find time to go out, your mind is always on your business. There's no such thing as a work-life balance.
35:18If you own your own business, it's 24-7.
35:22John Whelan:It's not exactly an advert, but still, you persisted. So this was the return to the umbrella company and you successfully grew Sapphire through to about 2017. Take us through the end of that and into the next stage of your entrepreneurship. We started in 2013, sold it in 2017 to the management team. The software that we were using was, again, a two-man band, and I knew some guys in India, and I thought, right, what I'll do is I'll start developing software to build the business on. And so when I sold it to the management team in 2017, I still had that to fall back on, so they were my first customer.
36:02So here's a bit of advice I'd give to anybody who's any idiot can have a great software idea. And it isn't necessarily the great software ideas that fly. I mean, Larry Ellison's Oracle was not the best software back in the 90s, but he had the best sales team. But before you start coding anything, know who your initial customer is going to be. Otherwise, you're going to spend 10 years bloody pounding the streets trying to sell something that nobody's going to buy off you. I was very lucky because Sapphire were my first customer, and we had a long contract that then gave me five years to go and try and get all my former competitors to be customers.
36:51And because I knew the market, I was in a very niche vertical, and I was able to then carve out quite a decent market share because it was an immature market. What was it that your new company did and why did you decide to move on to do this new thing? The software company started in 2015 and it was developing software to replace the incumbent operational payroll software inside Sapphire. so at the time sapphire was paying 2 000 pay slips a week and had about 400 personal service companies ir35 type personal service companies well we should just explain again because not
37:35John Whelan:everyone's steeped in accounting or um the sort of contracting style of working and what's happened in the uk because what around about this time agencies were being set up left right and center I mean, this was part of the ethos of getting things outside of a business that weren't called to a business. And also, some people call it zero hours, but let's call it casual work styles. So in the UK, there are about 30 million employees. And there are about 5 million that are classically described as self-employed, like the guy who comes around to fix your washing machine. But then there's a niche in the middle area who are employees.
38:20So that counts in the 30 million of people who work. They count in the 25 million of employed people. But they don't have traditional employment contracts with protections, but they have a different legal status. and they tend to be paid by recruitment agencies, temporary recruitment agencies, of which there are about 35 ,000 in the UK, believe it or not. And the cash flows through this supply chain, a huge. Employment agencies don't have the wherewithal because there are some nuanced tax rules for temporary workers that some people on the call might know. So they tend to go to specialised payroll operators called umbrellas, who then employ these people on behalf of the recruitment agency.
39:08Some of the better paid ones tend to go into limited companies, but the cash flows from recruitment agency through to umbrella company, through to individual limited company, and then onto the contractors. That's the way the supply chain works. So I was providing this niche payroll to umbrella companies. Sapphire itself was an umbrella company, and I developed the software along with some colleagues in India to replace the core software in Sapphire. so when we detached from the mothership so sapphire had probably 35 employees when i left it's about three times that size now and then we had this six person software company that
39:48John Whelan:decoupled from the mothership that's the definition of a category it's like spotting an op figuring out you can complete a gnarly problem with some software and then making it your own you know you've got you've got your grand business plan and uh of course my when i raised my 1.2 million had a business plan that showed right we're going to break even by 2019 so that'll be fine we'll burn through the cash but then we'll break even so it'll be it'll be fine um and of course you burn through the cash and you keep burning through the cash and your revenue's ticking up but actually the jaws of that cash gap um you soon find shit in six months time i'm going to run out of cash and then and then you think right i can't go back to the friends and family um i'm gonna need to take some institutional investment here but i'd seen the market and i knew the market was there and the brand was established and all i was waiting for was the was the egg timer of um contract negotiations to come around of of people finally putting pen to paper because the hopper was full um and i was confident um but i'd already mortgaged myself up to the hilt um and i had to go to but i had to go to a non-traditional route because of course i've still got this fca thing that's still hanging over you so you know you go to goldman sachs or something i'll say hang on what's this about and uh so i ended up going to the northern powerhouse fund which was started by George Osborne, probably in the early days before Andy Burnham, you know, started his Manchester project.
41:31And the Northern Powerhouse was a government fund that was established to mirror private equity principles. But you clearly couldn't have civil servants managing people like me. And not that I'm a rogue, it's just like oil and water. So what they did is they hired people like private equity firms, but Maven Capital in my case, to manage the investments. So you think it's going to be soft money, but actually it kind of in the end wasn't soft money at all. It was like taking private equity money, but they were keen to invest it because they'd been given this big lump of money by the government. Bang, they had to find northern homes, you know, backable people to put it into.
42:14So we took 1.2 million from them. So now my digital's raised 2.4 million. So we're now 2019. So there's something very big about to come around the corner, which none of us had really realised was going to come around the corner. A lockdown. It was the best thing that happened to my digital. What happened in lockdown is all our competitors worked from home and we absolutely ate their market share. After all this struggle through your career, you're now, my digital appears to be set fair for growth. you're in a market that you've got the structures in the business you've got the demand in the marketplace can move that forward i mean do you see you know what do you see going forward and what are the things you're taking with you as you manage that growth i mean it's a great question you know as you drift through life you you kind of you often don't think about the long term so for example as human beings it's a remarkable aspect of of human psyche you're going to die one day, but we never think about it.
43:18You know, we just built not to think about it because for many people it's too terrifying. But of course, my digital hopefully will exist long after me. There will inevitably be an exit event, Jonathan. People don't like to talk about exit events because you think, oh, it'll damage the culture of the company or, but actually there will be a future and therefore there has to be an exit event. And my employees are pretty comfortable with that in fact um i own 53 percent of the company now the other 40 percent is at 47 is owned by private seed investors those original seed investors um and the management team are quite keen to engineer a management buyout so private equity buyouts are often presented as a management buyout and it's not really because the buyout is whoever's given the management team the money Most people would let the management team sign whatever deal it is that gets signed.
44:17I'm not sure I'm going to be able to do that, you know, which probably nobbles me a little bit. Although if you go for a trade sale, you guys are more expert than that. Trade sales are probably a bit easier because they tend to give you all the cash up front, give you a bit of an earn out because they want you out of the way. Whereas private equity like to mitigate the risk by only giving you 25 % of your cash. So what's next for my digital? Well, let me answer that in two ways. What's next for my digital and what's next for John Whelan as the owner of My Digital. And that's the exit bit. And people will be interested in that.
44:46What's next for My Digital? We've been in this niche market. We actually think we've got an advantage now, very profitable. But we think we've got an advantage over the likes of ADP and the mainstream payroll market. Because one of the difficult things for old established technology companies is to stay agile. They're like big oil tankers. They can't turn very well. um they're designed on old technology whereas we're lucky because we're young we've got modern technology and we're going to enter the main payroll market and of course that's no accident either because that will attract attention for exit as well um now in prepping for exit i know that as a founder you can't be running the company so i handed the reins over to who my first employee, Dan Moss, who I describe as co-founder, because he really is, because I was running Sapphire when My Digital was born, and Dan Moss was really running My Digital.
45:45So he really, in essence, is the founder, if you like. So he is running it, has been running it for 18 months, done a miles better job than I expected. I thought he'd do a good job. He's done a miles better job than I expected. and like all my successors have done a miles better job than I would do. But we're heading for exit. Now, obviously, SaaS valuations, and my digital is a SaaS company, 90 % of its revenue is SaaS, 10 % is service.
46:17Its exit value has been damaged, and we'll have to see how I react to that, what that means for my plans, et cetera. but we're working on the fundamentals that anyone works on in exit we're making sure that no customer is more than eight percent of our revenue we're making sure that we've got a strong management team that we've continued to invest in we're making sure the company is not relying on me we've appointed a chairman ironically who's a ex-private equity who will be able to give us credibility advice. And we are beginning gently to market ourselves around to various people who might eventually be investors.
47:02Don't get me wrong, we're not going to do the exit without the support of a corporate finance advisor because however brilliant you think you are, I don't want to be Gary Neville. He bragged about the fact that he never had an agent and he had a great relationship with Alex Ferguson. and he's now realised because he's doing his podcast with Roy Keane, et cetera, all the other players on the team were paid five times more than him. That's what would happen if you try and do an exit. If you try and do an exit without a corporate finance partner, you're not going to get the price that you should get.
47:32So don't be a Gary Neville and employ a corporate finance partner. You might think you know everything, but you certainly don't. And these guys buy and sell businesses every day. So people like me, I'm an operator. I might've bought and sold a few businesses, but actually I'm still a junior because it's not my day job. The key issue in any corporate transaction is to get some competitive tension because that's the way you're going to get the best deal, both financially and in the overall conditions of that particular deal. And just to stretch my analogy a little bit further, probably Gary Neville should have handed the odd transfer request because it's only when you get competitive tension that you realise your market value.
48:11John Whelan:I mean, we've covered a lot of ground here. And we're getting to happy days and halcyon days and post my digital. Those roles, accountant, factory boss, defendant, founder, which one's the real John? I wouldn't be a founder, a startup guy, had it not been for the iSoft experience. I couldn't have had the iSoft experience without the BWC qualification. and I couldn't run businesses without the learnings of trying to manage 2 ,500 low-paid factory workers in an industrial setting in America. So they all fit together. But, you know, if I was listening to a podcast, I'd be thinking what advice would someone like me give?
48:51You know, I'm approaching the Indian summer, aren't I? I'm 60 at the end of this month. So my best years are behind me. But what has life taught me? work hard expect nothing from anybody the rest is a bonus um but work hard because that's the bit you can control luck will will happen you know in your life but but if you don't work you're unlikely to be lucky so always work hard and it's not what happens to you that counts it's how you react to it so even in the darkest moments you can still shine like a diamond So in some ways, the worse the adversity, the more determined you should be about making a brighter future.
49:43And the darkest hour is the one before the dawn. Keep good people close and most importantly, pay your debts to them. Make sure you pay payroll to your employees on time every month. Make sure you return your money to your seed investors. Somebody once said something, new money is more valuable than old money. Unsurprisingly, it was a private equity guy. And I said, I don't understand that. You're going to have to explain it to me in a different way. And he couldn't. Oh, you know, the people who back you first are the most valuable. Make sure they get the money back. And, you know, I was unbackable when my seed investors backed me.
50:21And I'll take my debt. Even when I pay them the return, I will still owe them a massive debt that I'll never be able to repay. Keep yourself educated. You know, always put yourself outside your comfort zone. Be the worst in the class at something. So, you know, I went to, so next summer, for example, I'm going to learn to sail. I've never bloody, never been in a boat in my life. You know, running a factory. I mean, all I've done is I just coordinated resources in Pricewaterhouse when I was managing people there because they're all hungry, motivated, intelligent. You only coordinate resources. is you go to a factory in the arse end of Detroit and you've got to motivate people, give them a reason to come to work every day.
51:08So keep yourself outside your comfort zone. That will keep you learning and make yourself a better person as well as a better business person. So make yourself a beginner. And you know what? I'm jealous of youth. I am jealous of youth. You know, I wish I was 21 again. but value the young people in your organisation. They represent the future and the way they look at you is not as an old has-been. They're thirsty for the learnings that you can bring to them. Spend time with young people, not just in the workplace. Go to the pub with them after work. You'll learn stuff from them but what they want from you is your time and your advice and be generous with it, with young people.
51:56John Whelan:that's that's what i'd say amazing well i mean that is a hell of a journey one hell of a story um i think anybody listening to this pod's gonna gonna learn a ton from it and you know we covered not just software not just category but some proper lifelong learnings there at the end thank you for listening if you want to learn more about category design head to becategorical.com. If you need help designing and dominating your category, then get in touch. Contact details are in the show notes.
From the publisher
What would you do if everything you’d worked for suddenly came crashing down?
For John Whelan, life took an unexpected turn when he found himself in a courtroom facing a charge of fraud. After years toiling within accountancy firms and factories, the life he had built for himself and his family was thrown into uncertainty. But instead of letting adversity define him, he found a way forward.
John’s story is one of resilience and reinvention.
We explore what it takes to keep moving when everything feels stacked against you, how adversity can create unexpected opportunities, and why your biggest setback can sometimes become the catalyst for your next chapter.
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