Episode Details

Are you working a job you love—or staying in one that’s slowly making you miserable? This week, Rich and Rox dig through their entire career histories: first jobs, bad bosses, promotions, burnout, quitting, career pivots, failed dreams and the strange ways neurodivergence shaped what work did and didn’t suit them. Rox talks about going from thriving in fast-paced service jobs to feeling completely out of her depth in a graduate accountancy role, before eventually leaving banking for music; Rich reflects on spending 20 years at Barclays, the managers who shaped him and what finally made him change direction. 

It’s really about career shame, starting again and the idea that job-hopping, quitting or getting it wrong doesn’t mean you’ve failed—you might just be collecting the pieces that eventually lead you somewhere that fits.   

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CHAPTERS  
00:00 The Career Graveyard  
01:24 Rich’s first job at Sainsbury’s  
03:52 Rox starts “Helping Hands”  
06:06 Rox’s first proper job  
09:27 Rich becomes a manager at 19  
13:27 Why ADHD can make interviews easier than the actual job  
14:49 “Something was missing in me”  
16:06 “You need to go home”  
18:59 Rox moves into banking  
21:28 Mixing up BUY and SELL on a trading floor  
22:32 Loop Earplugs  
23:22 Rich’s life at Barclays during the credit crisis  
25:22 The bosses you never forget  
27:55 Rox starts writing songs  
29:21 Leaving the bank for music  
30:33 The record label collapses  
33:30 Starting again in Amsterdam  
34:31 The beginning of ADHD Love  
35:13 What old jobs still teach you  
37:47 “Every wrong turn was actually a right turn”  
38:55 Why messy career paths are completely normal  
39:45 Rich’s forgotten childhood dream  
42:10 Final thoughts