Subscribe Free to Newsletter

If you'd like to receive an email when I add a new post, please enter it here.

By signing up I agree to receive emails from ReformedEntrepreneur.com and can unsubscribe at any time

Success! Now Check Your Email

To complete Subscribe, click the confirmation link in your inbox. If it doesn’t arrive within 3 minutes, check your spam folder.

Sign In
Ross Williams Profile image
Ross Williams

Ross is a multi-award winning serial entrepreneur | Built a $50m Subscription Business (Bootstrapped & Battle-Tested) | Growth Strategist | Churn Slayer | Helping You Scale Without the War Wounds

Success and Failures of 25+ years of entrepreneurship

I built a $50M SaaS empire—$8million EBITDA, nearly 200 staff, all bootstrapped with zero external funding. Now, I’m rethinking success, determined to do things differently and share my hard-won lessons. Subscribe below and follow my journey for candid insights, resilience, and real-world strategies:

Latest Posts

View All
Why Swiping Right on AI Is Like Bringing a Blender to a First Date Post feature image

Why Swiping Right on AI Is Like Bringing a Blender to a First Date

Dating apps flirting with full-blown AI is like bringing a blender to a first date—loud, confusing, and nobody’s actually craving a smoothie. Real chemistry happens in coffee shops and speed-dating rooms where you can’t hide behind airbrushed selfies or ChatGPT pickup lines.

2 min read
The $Million Fight Against Loneliness: How Apps Are Turning Strangers into Friends IRL Post feature image

The $Million Fight Against Loneliness: How Apps Are Turning Strangers into Friends IRL

Investors are pouring millions into friendship apps like 222 and Pie, betting that tech-facilitated real-life connections can help solve the modern loneliness epidemic.

3 min read
Featured
Why Bumble’s Tough Layoffs Could Spark a Leaner, More Profitable Future Post feature image

Why Bumble’s Tough Layoffs Could Spark a Leaner, More Profitable Future

“We’ve reset our strategy and are going back to a start‑up mentality.” – Whitney Wolfe Herd, Bumble founder & CEO, on announcing the layoffs (June 25 2025)

3 min read
Featured
Stop Treating Acquisition Like a One-Man Band (And Start Conducting the Whole Subscription Orchestra) Post feature image

Stop Treating Acquisition Like a One-Man Band (And Start Conducting the Whole Subscription Orchestra)

Acquisition’s just confetti if onboarding leaks and billing stumbles. Sync pricing, messaging, retention and ops so every click compounds into loyal, high-LTV customers—otherwise your CAC balloons and growth stalls.

3 min read
Featured