Jim Cregan built Jimmy’s Iced Coffee from a simple idea into a national brand. This episode captures how he pushed through debt, setbacks and doubt to create real momentum.

Speaking with Jim Cregan reminded me how often founders underestimate the grind behind a brand that looks simple from the outside. Jim described the early days of Jimmy’s Iced Coffee when he was £50,000 in debt, unsure of the next step and carrying the pressure of keeping the business alive. What shifted things was not luck. It was action. Handwritten letters, direct outreach, relentless product sampling and a refusal to step back when the numbers looked bleak. This Bite sized episode is a sharp reminder that momentum usually starts at the point where most people quit.

Guest: Jim Cregan, Co founder of Jimmy’s Iced Coffee

Key Takeaways:

Momentum often begins when financial pressure is highest.
Personal outreach can open doors large campaigns cannot.
Simplicity and product quality build trust faster than branding claims.
Resilience matters more than perfect planning in the early stages.

🎧 New episodes of Screw It Just DO It drop every Tuesday & Thursday, so make sure you follow wherever you listen. You’ll hear real conversations with founders who’ve taken a risk, built something from scratch, and figured it out along the way.

FOE returns to NEC Birmingham on November 3-4, 2026. Stay connected at www.festivalofentrepreneurs.co.uk and follow @festivalofentrepreneurs for news, updates, and future events.

Real entrepreneurs. Real stories. Real strategies.

👉 Follow the show. Keep showing up. Screw It Just DO It!

#ScrewItJustDoIt #FestivalOfEntrepreneurs #StartupLife #Entrepreneurship

How Jim Cregan Turned £50k Debt Into A National Coffee Brand

Screw It Just DO It with Alex Chisnall

How Jim Cregan Turned £50k Debt Into A National Coffee Brand