Builders! Don’t leave 2026 to chance! Join our free strategic planning web class on November 18 to get ahead: learn how to spot cash flow crunches before they hit, identify who to hire before you need them, and lock it all into a proven annual plan used by 1,900+ contractors. Click the link to register now: https://trybta.com/CE-SPB-Nov25

Take our five minute quiz and get a free custom roadmap to growing your contracting business: https://trybta.com/DL246

To learn more about Breakthrough Academy, click here: https://trybta.com/EP246

Entrepreneurship doesn't have to be lonely. But for most contractors, it is.

After years of grinding alone, Ryan Lermitte from Umbrella Property Services discovered something that changed everything: the power of real community.

In this episode of Contractor Evolution, Ryan shares his 8-year journey with Breakthrough Academy and reveals why he stayed long after learning the systems.

The deep connections, unexpected collaborations with competitors, and the emotional ROI that no spreadsheet can capture.

If you've ever felt isolated in your business journey, this conversation will remind you that you're not meant to do this alone.

🎯 WHAT YOU'LL LEARN:

Why entrepreneurship feels so isolating (and what to do about it)

How investing in community and connections can improve your wellbeing AND your profitability.

Why emotional ROI matters as much as financial returns

Practical ways to build meaningful connections in your industry

☂️Learn more about Ryan and his business: https://umbrellaservices.ca/

📈Learn more about how Breakthrough Academy helped Ryan double his revenue and make his goals a reality: https://youtu.be/Pa39XAcLRMY

Other stories from REAL contractors like Ryan:

🦾From Reactive to Streamlined: Cory’d Business Automation Journey: https://youtu.be/NykhB5J8cE0

✋STOP Losing Money to Poor PM: No Frills Project Management Tips (Contractor Roundtable): https://youtu.be/xIMb9X4A2Zo

⭐️More coaching success stories: https://www.youtube.com/playlist?list=PLGzGbmYmvpYonpJ_EAAUldCob7iimjgmc

00:00-Intro

01:46-About Ryan's journey in Breakthrough Academy

06:46-How do you build relationships beyond transactions?

15:19-How to "Be Real" with the people around you

17:55-The true ROI of community as a contractor

22:14-How to overcome imposter syndrome

26:24-Why give back?

31:05-Should you collaborate with your competitors?

34:03-Ryan's unforgettable moment from Winter Summit 2025

39:26-How to know if you're in the right community

45:38-Wrap up and how to connect with Ryan

Builders! Don’t leave 2026 to chance! Join our free strategic planning web class on November 18 to get ahead: learn how to spot cash flow crunches before they hit, identify who to hire before you need them, and lock it all into a proven annual plan used by 1,900+ contractors. Click the link to register now: https://trybta.com/CE-SPB-Nov25

Take our 5 minute quiz and get a custom roadmap to systemizing your contracting business: https://trybta.com/DL245

To learn more about Breakthrough Academy, click here: https://trybta.com/EP245

Over the next 5 years the ability to leverage AI tools is going to make or break contracting businesses.

But 99% of contracting business owners are barely scratching the surface.

Today we’re joined by Greg Shove, founder of Section AI, who’s gonna teach us how to go from AI-anxious to AI-fluent.

In this episode, we cover:

• A roadmap to learning AI for beginners, intermediates and even well-versed contractors
• What it takes to build a shared company brain that knows your systems, data, and workflows
• And specific ways to use AI for construction businesses, home service companies and other trades.

If you’re ready to stop treating AI like a toy and start using it as your competitive edge, this conversation is for you.

00:00-Intro

01:38-About Greg and Section AI

01:38-About Greg and Section AI

03:34-The AI Revolution: What's Happening and What's Next

07:21-How small business should be benefitting from AI

13:16-Are the trades AI proof?

19:39-Creating a "company brain" with AI tools

29:31-Practical use cases of AI tools for contractors

37:53-How to take the first step to make AI part of your company culture

44:37-Wrap up and next steps

Builders! Don’t leave 2026 to chance! Join our free strategic planning web class on November 18 to get ahead: learn how to spot cash flow crunches before they hit, identify who to hire before you need them, and lock it all into a proven annual plan used by 1,900+ contractors. Click the link to register now: https://trybta.com/CE-SPB-Nov25

Grab your FREE Contractor Growth Method resource bundle: https://trybta.com/DL244

To learn more about Breakthrough Academy, click here: https://trybta.com/EP244

Whether it's being on the tools, selling jobs, or bookkeeping, we all have something in our business that we HATE doing—and for most 7 figure contractors, it's the relentless struggle with contractor cash flow and time management.

The good news? There’s a predictable way out of small business owner burnout.

After working with over 1,900 contractors, we’ve learned there are six key systems that, once implemented, give owners the freedom to do whatever they want while truly mastering contractor scaling.

🔨 Swing a hammer.

💼 Lead a sales team.

⚾️ Coach baseball.

🇬🇷 Move to Greece.

These proven contractor time management systems transform how 7 figure contractors operate—no more 14-hour days, no more cash flow stress, no more feeling trapped in your business.

In a web class we hosted a while back, I unpacked those six contractor scaling systems step-by-step—the same ones that help contractors break free from small business owner burnout and finally build businesses that serve them.

Today, that web class is hitting the podcast.

You’ll learn:

- How to build a business budget to help with contractor cash flow and financial management

- The foolproof hiring systems 7-figure contractors use to secure top talent

- How to level up your time management skills to implement more systems faster

00:00-Intro

00:54-Welcome to the web class

09:06-About the 6 Systems (Contractor Growth Method™)

10:27-System 1: Financial Controls

14:39-System 2: Defined Roles

21:20-System 3: Hiring Systems

26:20-System 4: Training & onboarding

33:02-System 5: Sales & marketing

39:31-System 6: Goal Setting & Review

49:34-Getting started

57:59-Q&A