
What happens when failure isn’t an option?In this episode, we sit down with Deepak Ravindran, co-founder and former CEO of Oddbox, the trailblazing UK startup transforming the way we think about food waste, sustainability, and the meaning of success.From investment banking in Canary Wharf to becoming the face of one of the UK’s most loved D2C brands, Deepak shares how fear of failure, immigrant grit, and a relentless purpose led to the creation of Oddbox a company that delivers wonky but delicious fruits and veggies while shifting consumer mindsets and saving tonnes of food from landfill.What you’ll hear in this episode:- How burnout and disconnection led him to walk away from the company he co-founded- The emotional toll and identity struggles of scaling a purpose-led business- Why Deepak believes fear can be both a driver and a trap- The raw truth about D2C logistics, working with UK farmers, and the reality behind Instagram-perfect produce- His powerful reflections on mental health, mentorship, and redefining success- Why now, he’s helping other founders scale themselves not just their businessesWhether you're a startup founder, sustainability advocate, or someone navigating your own career crossroads, Deepak’s story is a must-watch.Subscribe to catch future episodes featuring changemakers and visionary entrepreneurs.Chapters00:00 The Fear of Failure and Its Impact05:02 Cultural Transition: From India to the UK09:52 Navigating the Banking World15:04 The Journey to Entrepreneurship20:04 Redefining Success and Failure25:05 The Role of Fear in Growth29:56 Finding Fulfillment Beyond Banking36:07 The Journey Begins: From Personal Trainer to Entrepreneur37:32 Discovering Wonky Veg: A Catalyst for Change39:09 Building a Brand: The Power of Storytelling41:16 Connecting with Growers: The Heart of Odd Box43:34 Navigating Challenges: The Complexity of Business46:43 Sustainability and Resourcefulness: A Brand Philosophy49:04 Team Dynamics: Building a Supportive Culture51:05 The Painful Journey of Entrepreneurship53:05 Focus and Execution: The Key to Success56:21 Market Positioning: Growth and Future Plans58:29 Stepping Down: A Personal Reflection01:06:29 Finding Balance: Mental Health and Identity01:11:38 Looking Ahead: New Ventures and Coaching