You have heard the stat about footballers going bankrupt. I open the episode by saying I don't believe it (did my best Victor Meldrew impression). The real problem is quieter, and it starts the day the football stops. So I sat down with Jamie Proctor from Skybound Wealth. He played professionally for sixteen years across sixteen clubs, from the Premier League down to the EFL, studying for three degrees on the team coach along the way. He is now a Private Wealth Adviser and the first adviser in Skybounds Athletes and Creators division, which means he is the adviser he wishes someone had put in front of him at nineteen. We got into: • What actually lands in a Premier League players' account, and what happens to it: around 150 grand a month net, roughly 50 of it going out on lifestyle. • Why that is not an eighteen year old and his girlfriend, but parents, brothers and sisters flying in first class twenty five times a year. • The PFA pension nobody explains: just over £7,000 a year paid in for every single player, whether they earn £500 a week or £250,000. • Why the old age-35 pension pot quietly stopped a generation of players from planning at all. • How switching one default fund can be worth £100,000 to a lower league players pot. • Career-ending insurance, what it covers, and the pre-existing condition that voids it. • Why cold-calling a thousand footballers never works, and why friends and family will never be your clients. • The concentration problem: property, property and more property, with no exit strategy. • What a journeyman in League One and League Two really earns, and why fifteen years of it beats most careers. • The honest version of retirement advice: nobody wants to sit at home and not work. One line that stuck with me: I know what to do because I didn't do it. If you are in sport, you work with people who are, or you just want to know where footballers money really goes, there is a lot in here you can steal. Chapters 00:00 Who Jamie Proctor is 00:27 "How does a journeyman end up here?" 01:47 Knowing the job was right — and why exams don't tell you 03:05 "You can't replicate scoring a goal; 04:06 Three degrees, studied on team coaches 06:23 What footballers; training weeks actually look like 08:15 Joining Skybound, and why global matters 10:22 When a client moves to Saudi: cross-border planning 13:51 Football only, or every sport? 15:21 High earnings, short careers, backwards lifestyle 17:05 Why ringing a thousand footballers never works 19:28 Friends, family and ex-teammates as clients 25:20 The entourage problem 27:17 £5–7m a year, and why life still changes at 30 29:19 "This job isn't about making people millionaires" 30:54 £70,000 a week: what actually comes in 31:32 Where it goes — 50 grand a month on lifestyle 33:26 Start-up businesses, VCT, EIS and SEIS 36:39 Career-ending insurance: how it really works 38:52 Rugby, long injuries, and what cover exists 42:02 EFL money: the journeymans real numbers 43:43 If I could retire at 30 I'd drive myself insane 44:56 Living the best life 18 to 30 — then the cliff 49:54 Bitcoin in the changing room 53:03 I want them to explain what I have said to their agent 56:26 The PFA pension: how it works 57:20 £7,000 a year whether you earn £500 or £250,000 a week 58:31 Why the age-35 pot stopped players planning 1:04:18 Equity funds vs default funds — £100,000 of difference 1:08:51 The worst financial advice a young player gets 1:13:56 Cash flow planning: close to a crystal ball as you get 1:16:04 What he'd do differently, knowing what he knows now 1:16:57 I know what to do because I didn't do it 1:17:55 The 50% rule 1:19:32 Just have the conversation