DiscoverCareer Clarity with Athletes: A 2ndwind Podcast with Ryan Gonsalves166: Theo Brown - From Footballer to 10 Jobs in 5 Years
166: Theo Brown - From Footballer to 10 Jobs in 5 Years

166: Theo Brown - From Footballer to 10 Jobs in 5 Years

Update: 2025-09-23
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Theo Brown opens up about the messy, uncertain path from elite academy footballer to non-league player, to juggling ten different jobs in five years, before finally stepping into his purpose as a social entrepreneur.

He was once chasing football dreams at Leicester City. But after injury setbacks and getting released, life after sport hit hard. No plan. No clear identity. Just odd jobs, quiet doubts, and the feeling that everyone else had it figured out.

But somewhere in the chaos, something powerful emerged.

Theo found purpose not in a straight path, but in the stumble. In mentoring young athletes. In community work. In learning how to turn pain into purpose and experience into impact.

If you’ve ever felt like you’re late to your own life, like you’re playing catch-up while everyone else is sprinting ahead, this conversation will hit home.


What You’ll Hear in This Episode

  • Theo’s early dreams of becoming a professional footballer and the shock of being released
  • How he navigated uncertainty, working ten different jobs while figuring out who he was outside of sport
  • The mindset shift that helped him stop comparing his journey to others
  • How a moment of rock bottom led to a turning point in how he viewed his identity and purpose
  • His path to becoming a mentor and launching a social enterprise focused on youth
  • Why taking action before having full clarity is sometimes the only way forward
  • The importance of vulnerability, community, and redefining what success looks like
  • Lessons on self-worth, delayed timelines, and why there’s no such thing as “too late”

💎 GOLDEN NUGGET:

“You don’t have to have it all figured out before you start. The clarity comes in the doing. Just move.”


This raw and honest conversation with Theo is not just about athletes — it’s about anyone who's ever questioned their direction, battled with identity, or felt like they missed their moment.

Are you looking for Career Clarity for your next step? For more information or to book a consultancy, visit www.2ndwind.io

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166: Theo Brown - From Footballer to 10 Jobs in 5 Years

166: Theo Brown - From Footballer to 10 Jobs in 5 Years

Ryan Gonsalves