What if working harder isn’t the answer? In this episode, I sit down with Ross Culliton, a former Big Four consultant turned entrepreneur, who shares the hard-hitting truths about success, failure, and finding balance.
Ross opens up about how he built a business, lost it all, and why that failure became his greatest asset. We dive into the myths around hustle culture, why most people can’t do more than a few hours of deep work, and the unexpected ways his mindset shifted along the way.
We also talk about ego, self-doubt, and whether caring what people think is holding you back from doing what you’re really meant to do. Ross shares powerful insights on why he stopped chasing numbers and started focusing on impact—and how that shift changed everything.
If you've ever questioned your definition of success, felt burned out, or struggled with setbacks, this episode is for you.
00:00 Intro
00:53 Early Lessons in Business
07:55 What Changed Everything
16:20 Quitting My Job to Start a Business
22:24 Understanding Failures
26:16 The Role of Self Doubt
30:41 Why College Failed Me
36:31 Changing my Mindset Changed Everything
41:03 The Importance of Looking After the Environment
47:07 Letting go of Caring What Other People Think
53:12 Why Setbacks are Your Greatest Teachers
1:00:21 Reflections
