Contractor Evolution

Breakthrough Academy

Breakthrough Academy presents Contractor Evolution. In this show we unpack the systems, tactics, and skills you need to take your fast-growing contracting business to the next level. If you’re here to learn what it takes to scale up, work less, and increase profitability, you’ve come to the right place. Stay tuned to learn what separates the new breed of contractor from the old school, and welcome to your ultimate guide to the business of contracting.

  1. Oct 7

    293. Why Do So Many Contractors Hate Their Business? - Spencer Sheinin

    Book an implementation call and join thousands of contractors like Jason in running a better business while working less: https://trybta.com/DI1026 To learn more about Breakthrough Academy, click here: https://trybta.com/EP293 Take our five minute quiz and get a custom Contractor Growth Scorecard: https://trybta.com/DL293 Learn more about Spencer and Entreprenutcases: https://entreprenutcases.com/ Talk to enough contractors and you hear the same sentence. "This isn't fun anymore." Sometimes it comes from the guy who is grinding to make payroll. But just as often it comes from the guy whose business is finally working, who has the trucks and the team and the margin, and who feels absolutely nothing about any of it. Spencer Sheinin has seen both versions up close. He is a CPA, the founder of Shift Financial, and the author of Entreprenumbers. He has owned businesses since 2000, across four companies and 300 employees, and he spent roughly twenty years running work that was never really connected to him. He is now writing a book called Entreprenutcases based on interviews with owners who found real meaning in their businesses and the ones who lost it along the way. In this episode, Spencer and Danny dig into why the business stops being fun. The grind that only works for so long. The moment survival is handled and the fight disappears. And what Spencer calls robot mode, the programming that keeps us chasing bigger and faster instead of better. Then he gets practical. Three archetypes of purpose-driven businesses, two questions every owner needs to answer, and the formation moments in your own history that point to the answer. Danny gets into his own version of it too, including the year he quit painting to fly helicopters and what that taught him about being underwhelmed. Fair warning: Spencer is not here to convince anybody. If money is the whole point for you right now, he says that is fine, and he will be around when it stops being enough. Spencer is offering free live coaching on his own podcast to help owners find their purpose. Learn more at https://entreprenutcases.com/ 00:00-Intro 04:39-Root Causes of Disconnection  09:56-Recognizing Signs of Burnout 22:20-Three Archetypes of Meaning 29:21-Money vs Authentic Purpose 36:22-Finding Personal Purpose 48:02-Organizational Impact of Alignment 52:46-Practical Steps for Entrepreneurs

  2. Sep 30

    292. How To Build A Company Brain With NotebookLM - Grant Fuellenbach

    Book an implementation call and join thousands of contractors like Jason in running a better business while working less: https://trybta.com/DI1026 Get a copy of our AI Guide For Contractors and learn the 4 highest leverage AI workflows for trades businesses: https://trybta.com/DL292 Get Grant’s free Claude skills for your business here: https://skillmatch.zite.so/ Most contractors are drowning in AI options. New tools every week. New features buried inside the tools you already pay for. No clear answer on which ones are worth your time. Grant Fuellenbach implements project management systems for contracting companies at GoFirst Consulting, and he uses AI to do it faster. He also hosts the Beyond the Bid podcast. So we asked him a simple question: what should a contractor actually be using right now? His answer was three tools, and two of them are free. Grant walks us through NotebookLM (he calls it the underserved GOAT), Prompt Cowboy, and Claude Cowork. Then he actually walks through the work, with examples: a company brain built from SOPs and training videos, an estimate pulled together from a photo and a few measurements, and an SEO audit that runs on a schedule without him touching it. If you have ever lost a night to an AI rabbit hole and come out with nothing, start here. Find Grant on LinkedIn: https://www.linkedin.com/in/grantfuellenbach or reach him at https://gofirstconsulting.com/  To learn more about Breakthrough Academy, click here: https://trybta.com/EP292 00:00-Intro 01:49-AI in Contracting & Workflows 10:01-NotebookLM & Second Brain 21:59-Prompt Cowboy & Efficiency 25:50-Claude Co-Work & Automations 31:23-Demo of NotebookLM 38:45-Final Recommendations

  3. Sep 23

    291. How To Implement AI Without Losing Your Mind [For Contractors] - Tyler Folkman

    Book an implementation call and join thousands of contractors like Jason in running a better business while working less: https://trybta.com/DI1026 To learn more about Breakthrough Academy, click here: https://trybta.com/EP291 Get a copy of our AI Guide For Contractors and learn the 4 highest leverage AI workflows for trades businesses: https://trybta.com/DL291 Tyler Folkman has been working in the AI space for nearly twenty years. You read that right. While most of us were just getting used to having a website, Tyler was working on next level technology. Today, he’s the Chief AI Officer at JobNimbus. He helps provide roofers with the tech they need to make operations quicker, easier and more profitable. Here’s why we wanted him on the show: Many of you are starting to incorporate AI into your business. The result is that we end up wasting a ton of time going down rabbit holes that lead nowhere, maybe even putting our information at risk along the way. Today, Tyler is walking us through a clear roadmap to using AI to build systems once, properly, so you can power your business with good processes and accurate data. And if you’re not a roofer, don’t worry. Everything we discuss today is relevant to any business owner in the trades. Subscribe to Tyler’s AI newsletter here: https://www.tylerfolkman.ai/ 00:00-Intro 04:08-Contractor AI Adoption 13:30-Practical Workflows & Estimating 22:16-CRM AI Integrations 30:08-Managing Data Security Risks 40:25-Staying Current with AI 49:22-Future of AI in Contracting

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About

Breakthrough Academy presents Contractor Evolution. In this show we unpack the systems, tactics, and skills you need to take your fast-growing contracting business to the next level. If you’re here to learn what it takes to scale up, work less, and increase profitability, you’ve come to the right place. Stay tuned to learn what separates the new breed of contractor from the old school, and welcome to your ultimate guide to the business of contracting.

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