Deepak Ravindran on burnout, redefining success and finding identity beyond your business – Founder Fails (S1E2)

Welcome to the Small Business Sessions: Founder Fails podcast, brought to you by Enterprise Nation, in collaboration with Hiscox.

In this series, we're sitting down with bold business voices to talk candidly about their biggest fails, unexpected lessons and the power of getting back up.

Expect honest conversations, tales of resilience and real talk from founders who turned mistakes into movement.

In episode two, we're joined by Deepak Ravindran, co-founder of Oddbox, the UK’s first sustainable fruit and veg box delivery service. Deepak is now an executive coach for startup founders and leaders, helping others navigate the personal and professional challenges that come with building mission-led businesses.

In this conversation, Deepak shares the personal and leadership lessons behind building a food-waste-fighting business - from early doubts and bold career moves to burnout, identity shifts, and the surprising ways failure shaped the journey.

Topics discussed in the episode

• The leap from a stable career in finance to founding Oddbox

• How to separate your self-worth from your business identity

• Burnout, therapy, and rebuilding purpose after growth and pressure

• Why founders should reframe “failure” as an experiment, not an identity

• The importance of reconnecting with your “why” and values

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Where to listen, watch and subscribe

You can also listen on other platforms and Enterprise Nation.

You can watch and subscribe to the podcast on YouTube.

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