From the Truck to a $20M Exit: Lessons from Chuck Staszkiewicz

Most service business owners believe hard work alone will get them to the next level. Chuck Staszkiewicz learned the hard way that it won’t.

In this in-depth conversation on the Time Hacker Podcast, Chuck breaks down his journey from a blue-collar upbringing to building a $20M+ service business and selling it to private equity. Along the way, he reveals the mistakes that kept him stuck for years, the pricing mindset that nearly burned him out, and the wake-up call that forced him to turn a “job” into a real business.

This episode explores the exact shifts Chuck made to scale fast: why customer experience matters more than price, how grassroots marketing still outperforms digital ads, when systems actually matter, and why most contractors sabotage their growth by undercharging.

You’ll also learn how Chuck rebuilt his business during the most uncertain time in recent history, why mentorship accelerated everything, and how service-based entrepreneurs can compete and win even as private equity floods the trades.

If you’re in plumbing, HVAC, roofing, electrical, or any service-based industry and want a real-world roadmap to growth, profitability, and freedom, this story delivers both the lessons and the proof.

Get tickets to his event in Utah January 22-23 -- https://the10mbuild.opusgolds.com/event-page-321436