Executive Coaching for founders & leaders

Ex-founder and former Fortune 500 executive. Coaching founders and leaders at a crossroads to move with clarity and confidence.

Deepak Ravindran - Standing profile
  • 20+ years

    experience as a leader across corporates and startups 

  • £30m ARR

    Annual revenue run rate achieved in 6 years since inception

  • £25m funding

    Series B - raised via angels, VCs and Crowdfunding

Is This You?

Spot yourself below, then we’ll clarify what matters and your next moves.
 

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Founders (Post seed to Series B Startups)

Having to Step Up

You're scaling but still operating like you did at £500k. You need to hire a team, delegate, and step up how you lead - but you're not sure how. 

Wanting to Step Aside 

You've built the business but your role no longer fits. You're ready to redefine what success looks like on your terms, not someone else's. 

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Senior Leaders (Corporates or Start-ups)

Having to Step Up  

You've been promoted but the way you led before doesn't work anymore. You're managing managers, shaping culture, and need to step up your leadership.

Wanting to Step Aside

You're stuck in a role that doesn't fit. You want an intentional next chapter - whether that's a redesign, a move, or building something new. 

About Deepak

Co‑founder at Oddbox and former Fortune 500 executive (Deutsche Bank, BNP Paribas, 3M). 

 I've built businesses from scratch and led inside Fortune 500 giants.   

I co-founded Oddbox with my wife and scaled it from delivering boxes ourselves to a £30M ARR nationwide brand.

We raised £25M, built a 100-person team, and became a B Corp. I've hired hundreds of people, navigated board politics, survived near-death moments, and learned what it actually takes to step up as a leader when the business outgrows you. 

Before that? I worked inside Deutsche Bank, BNP Paribas, and 3M. I've seen how decisions really get made in large organisations - the systems, the politics, the glacial pace, the sudden chaos.  

Here's the thing: I've reinvented myself 5 times. Corporate finance to tech services. Investment banking to personal training (yes, really). Salaried employee to startup founder. 

Each time, self-awareness forced me to question the status quo - whether in my career, my business, or my life. And each time, I had to let go of who I was to become who I needed to be.  

That's the work. Not tactics. Not strategy. 

The self-awareness to see when something isn't working - and the courage to change it.  

Now I'm an ICF certified coach and I help founders and senior leaders do exactly that - develop the self-awareness to navigate the messy, human side of stepping up or stepping aside. 

Because I've lived both. 

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What I offer

Ever spoken to a coach great in theory but light on real-world pressure?
 

Have you ever spoken to a founder or leader who jumps straight into advice mode - filtered through their own narrow experience?

I bridge that gap.

I bring the lived experience of scaling a £30m business and navigating large Fortune 500 companies, combined with the depth of certified coaching practice so you get awareness, reflection and action, not just theory or advice. 

What you’ll get

Clear goals, better decisions, real progress in 90 days.

What other leaders are saying

Hear from founders and leaders who have benefitted

  • ⭐⭐⭐⭐⭐

     

    "A great investment" 

    Coaching with Deepak helped me reconnect with tools I already had and actually use them.

    Some of the biggest challenges I was facing weren’t personal . They were part of the founder journey

    That shift in perspective helped me feel more grounded.

    Even a 10% boost in clarity or decision-making can have a massive impact over time.This was a great investment.

    Fabien LePlace, Co-Founder, Be Impact
  •  ⭐⭐⭐⭐⭐

    "Exceptional" 

    Deepak’s depth of knowledge, clarity of thought, and calm, grounded approach makes him an exceptional coach/mentor.

    He brings a rare blend of strategic insight and real-world experience, and I came away from our session with a clearer vision and practical actions I could implement immediately.

    His ability to distil complex challenges into focused, achievable steps is a true gift, every founder should be lucky enough to learn from him.

    Tina Faghihi - Hallam, Founder & CEO, Flavour Bombs
  •  ⭐⭐⭐⭐⭐

    "Clarity Over Noise"

    Deepak is an approachable and insightful coach mentor who has helped me cut through life’s noise to focus on what truly matters. 

    The sessions have helped me realign my priorities and identify effective ways to approach my goals.

    Daniel Hegman, Behavioural Scientist / Team Leader
  • ⭐⭐⭐⭐⭐

     "Confident in my decisions again" 

    Before meeting Deepak, things felt "good-ish" - as a strategy consultant/entrepreneur, there are many things I can do, but I felt pulled in several directions.

    And, I really wanted to be more specific about my future and focus, so naturally, that created friction.

    In just a few sessions, Deepak has helped me grow confidence in my decisions, dynamically create structure for my day, and we've found ways to redefine what future, productivity, and success mean to me!

    Deepak is an incredible listener and asks questions that make me pause.

    Hannah Moore, Entrepreneur

Ready to unlock your potential?

 We’ll map your current challenge, name what matters most now, and leave you with 1–2 high-leverage next steps. 

No obligation.

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