Guest: Mark Heywood – podcaster, writer, former investment banking MD, and co-founder of Don’t Quit
This week on Work Is Weird Now, we speak with Mark Heywood about the realities of leaving corporate life and reinventing your career on your own terms.
From his early days in tech at RBS to a screenwriting course in LA and launching his own business, Mark’s story is anything but linear. In this deeply honest conversation, he shares how he engineered his transition out of banking, the mindset shifts that made it possible, and why failure is a necessary companion in freelance life.
We unpack the emotional and practical prep required to go solo, the myths around quitting, and how Don’t Quit is helping others leave with their eyes wide open.
Key Topics:
- Freelancing is a lifestyle shift, not just a job change
- Job titles don’t define your value — skills do
- Most of us don’t quit too soon — we stay too long
- Failure isn’t fatal. It’s essential
- Why schools aren’t teaching the skills we actually need for the future of work
- You don’t need all the answers before you leave — just the right questions
Connect with Mark Heywood
LinkedIn: Mark Heywood on LinkedIn
Don’t Quit Webinar Info: Find the latest updates on Mark’s LinkedIn posts.
(You can sign up and watch the replay anonymously if you’re not ready to go public about your career pivot.)
Popular Podcasts
Stuff You Should Know
If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.
Dateline NBC
Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com
On Purpose with Jay Shetty
I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!