Should I Quit My Job?
Mon Sep 01 2025
Thinking about quitting, but not sure if you’ll regret it? This episode will help you work out whether it’s time to leave, or if there’s still something worth holding onto.
We’ve all been there: lying awake at night, weighing the costs of staying against the risks of walking away. Do you push through and hope it gets better, or cut your losses before you waste more time?
In this episode, I’ve brought together Ash Ambirge, Julia Keller, Simone Stolzoff and Monique Ross to help you figure it out.
We’ll explore the hidden traps that keep us stuck, the real benefits of quitting, and the surprising strategies that can make staying a lot better than it feels right now. Plus at the end, I’ll give you five questions that can bring your answer into focus, fast.
💡 You’ll learn:
When grit and perseverance become harmful
Why the sunk cost fallacy makes quitting so hard
How to spot your own version of a “good enough job”
Simple shifts to make your current role work better
Why sometimes the smartest move isn’t quitting or sticking — but something in between
📖 Chapters
00:00 – Should I quit my job?
03:40 – Ash Ambirge: quitting as growth
11:20 – Julia Keller: rebranding quitting
20:00 – The sunk cost fallacy
26:30 – Simone Stolzoff: the “good enough job”
34:10 – Monique Ross on job crafting
40:00 – The secret third option: quasi-quitting
42:00 – Five questions to guide your decision
🔗 Helpful Links
Confused Math Lady Meme Ash Ambirge’s The Middle Finger Project
Julia Keller’s Quitting: A Life Strategy
Simone Stolzoff’s The Good Enough Job
Monique Ross’ This Working Life
📬 Get in touch
Email me at: biglifequestions @ edstott.com
More
Thinking about quitting, but not sure if you’ll regret it? This episode will help you work out whether it’s time to leave, or if there’s still something worth holding onto. We’ve all been there: lying awake at night, weighing the costs of staying against the risks of walking away. Do you push through and hope it gets better, or cut your losses before you waste more time? In this episode, I’ve brought together Ash Ambirge, Julia Keller, Simone Stolzoff and Monique Ross to help you figure it out. We’ll explore the hidden traps that keep us stuck, the real benefits of quitting, and the surprising strategies that can make staying a lot better than it feels right now. Plus at the end, I’ll give you five questions that can bring your answer into focus, fast. 💡 You’ll learn: When grit and perseverance become harmful Why the sunk cost fallacy makes quitting so hard How to spot your own version of a “good enough job” Simple shifts to make your current role work better Why sometimes the smartest move isn’t quitting or sticking — but something in between 📖 Chapters 00:00 – Should I quit my job? 03:40 – Ash Ambirge: quitting as growth 11:20 – Julia Keller: rebranding quitting 20:00 – The sunk cost fallacy 26:30 – Simone Stolzoff: the “good enough job” 34:10 – Monique Ross on job crafting 40:00 – The secret third option: quasi-quitting 42:00 – Five questions to guide your decision 🔗 Helpful Links Confused Math Lady Meme Ash Ambirge’s The Middle Finger Project Julia Keller’s Quitting: A Life Strategy Simone Stolzoff’s The Good Enough Job Monique Ross’ This Working Life 📬 Get in touch Email me at: biglifequestions @ edstott.com