In this episode of Home Service Headquarters, Jacksits down with entrepreneur, contractor, and systems-obsessed operator Teddy Slack, whose résumé includes starting six service businesses, scaling multiple to seven figures, and even exiting one for a 5x multiple.

Teddy shares the raw, unfiltered story behind his journey —from being a kid with a half-size shovel on his dad’s job sites to starting his first million-dollar division with nothing but a desk, a phone, and a yellow legal pad. But the real story begins later: the explosive growth, the over-expansion, the expensive mistakes, and the humbling restart that changedeverything.

Whether you're a contractor getting started, a home servicebusiness owner stuck in the weeds, or someone looking to scale and eventually exit, Teddy’s journey is a masterclass in what to do — and what not to do — when growing a service business.

📌 What You’ll Learn in This Episode

00:00 – Welcome & Guest Introduction

Jack introduces entrepreneur Teddy Slack and previews hisjourney through six service businesses.

01:00 – Early Start in the Trades

Teddy grows up on job sites, learns hard work early, andeventually joins the family environmental business.

04:00 – Launching His First Division & Early Success

How Teddy built a residential tank division to $1M+ in thefirst year using PPC, hustle, and hands-on learning.

09:00 – Too Many Businesses, Too Fast

Teddy opens multiple companies—hazmat cleanup, flippinghomes, fracking, door-to-door sales—and stretches himself thin.

14:00 – Failure, Reset & Rebuilding the Right Way

A costly fracking investment collapses; Teddy restarts,studies business fundamentals, and begins focusing on systems and profitability.

20:00 – Scaling Simple Tank to a 5x Exit

Through processes, delegation, and content, Teddy buildsSimple Tank Services to $4M+ and sells it within three years.

24:00 – Why Roofing Is His Next Big Move

Teddy explains why he chose roofing: simple model,subcontractors, no permits, and huge scalability potential.

30:00 – The NJ Home Pro Podcast & Future Plans

Inside Teddy’s new strategy of generating leads through acontractor-focused podcast—and where he plans to take the roofing business next.

🔗 Connect With Teddy Slack

📺 Modern Contractor TV YouTube Channel: https://www.youtube.com/@teddyslack

🎙️ NJ Home Pro Podcast YouTube Channel: https://www.youtube.com/@JerseyHomeProPodcast

🌐 Website: https://tettiroofing.com/

📸 Instagram: https://www.instagram.com/teddy_slack/

💼 LinkedIn: https://www.linkedin.com/in/teddyslack/

Learn more about our sponsor: https://project2payment.com/

 🎙 Home Service HeadquartersReal conversations with home services pros and businessowners. Learn how they built their businesses, overcame challenges, and found success, one job at a time.

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