Business rarely moves in a straight line.

In this Business Edition episode , Barrack sits down with Dickson Matata, entrepreneur and co-founder behind Rhythm & Brunch, The Millennials Cookout and founder of House of Tata, to unpack the real journey behind building profitable experiences in East Africa.

Dickson’s story moves from actuarial science and corporate insurance to brand consulting, e-commerce, and eventually sold-out lifestyle events that now define Nairobi’s millennial entertainment scene. Along the way came major wins, expensive failures, COVID-era business losses, and the hard lessons that reshaped how he thinks about risk, timing, and cash flow.

This conversation explores what it actually takes to transition from employment into entrepreneurship, why preparation and timing matter more than hype, and how community-driven brands outperform traditional marketing.

--------------------------------------------------------------------------------------------------------------------------------------Access all our links in one place: ⁠https://lnk.bio/Financially_Inc💹 Ready to start trading?🔍 Who is FXPesa: ⁠https://shorturl.at/rWFqC🎓 Learn how to trade: ⁠https://shorturl.at/xR2Ye⁠📊 Try a demo account: ⁠https://shorturl.at/izDMc⁠💸 Open a live account: ⁠https://shorturl.at/Od2ux---------------------------------------------------------------------------------------------------------------------------------------Episode Chapters00:00 Introduction & Business Edition Context02:05 Strategy, Preparation & Timing Philosophy03:26 Dickson’s Early Money Lessons06:17 Actuarial Science & Insurance Career15:22 Side Hustles and Leaving Corporate25:30 COVID Losses & Airbnb Collapse33:06 Starting House of Tata During Lockdown41:16 Early Event Failures & Losing Money49:52 Rhythm and Branch Breakthrough01:06:01 Building Millennials Cookout01:09:13 Hosting International Artists & Cash Flow01:15:06 Scaling Teams & Business Systems01:17:21 Favorite Money Memory01:18:19 Closing Thoughts