• 293. Why Do So Many Contractors Hate Their Business? - Spencer Sheinin
    Oct 7 2026

    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


    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

    Show more Show less
    59 mins
  • 292. How To Build A Company Brain With NotebookLM - Grant Fuellenbach
    Sep 30 2026

    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 grant@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

    Show more Show less
    44 mins
  • 291. How To Implement AI Without Losing Your Mind [For Contractors] - Tyler Folkman
    Sep 23 2026

    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

    Show more Show less
    59 mins
  • 290. What Happens When You Sell To Private Equity? - Tyler Goodhue
    Sep 16 2026

    To learn more about Breakthrough Academy, click here: https://trybta.com/EP290


    Take our five minute quiz and get a custom Contractor Growth Scorecard: https://trybta.com/DL290


    There's a lot of noise about selling to private equity in the trades right now. Some of you may even be considering this as your exit strategy.


    But how much do you REALLY understand what’s involved in arguably one of the biggest decisions of your life?


    Our guest today Tyler Goodhue has been involved in the acquisition of over 200 businesses, primarily in the trades, and he's here to discuss the part nobody talks about publicly.


    What actually creates value, what quietly destroys it, and how to avoid settling for a bad deal.


    Today, he’s walking us through what actually happens when you decide to sell to private equity. The whole process: the good, the bad and the ugly.


    00:00-Intro

    02:27-Why Private Equity Loves Trades

    08:04-P.E. Acquisition Strategy

    11:58-Factors Driving Company Valuation

    24:57-Evaluating Owner Reliance Risks

    38:20-Common Seller Misconceptions

    46:07-Key Contract Deal Terms

    53:48-Planning an Optimal Sale

    Show more Show less
    1 hr and 3 mins
  • 289. How To Dominate AI Search Results (For Home Services) - Phil Risher
    Sep 9 2026

    To learn more about Breakthrough Academy, click here: https://trybta.com/EP289


    Get a free contractor Lead Source Attribution template and example here: https://trybta.com/DL289


    While contractors and construction business owners are busy scrambling to get our websites ready for AI search, Phil Risher is asking a much bigger question: Will your website even matter in 3 years?


    Phil is a digital marketing specialist who works exclusively with contractors.


    He's been watching in real time as AI search puts an end to everything we thought we knew about modern marketing.


    Traffic is dwindling. SEO is changing. And websites... well, they might be dying.


    Instead, Phil says AI agents will dominate contractor digital marketing strategies in just a few years.


    In today's episode, Phil shares his predictions, what they mean for the construction industry, and what you need to start building today to survive the next decade.


    00:00-Intro

    02:03-Recent AI Shifts

    03:41-Changing Website Traffic

    07:32-Measuring Marketing Success

    12:43-Gathering Customer Data

    24:25-Building Trusted Brands

    31:38-Evolving Ad Landscape

    34:56-Selecting Right Agencies

    Show more Show less
    49 mins
  • 288. The REAL Impact Of AI in Construction [And How To Prepare] - DJ Carroll
    Sep 2 2026

    To learn more about Breakthrough Academy, click here: https://trybta.com/EP288


    When ChatGPT released in 2022, we all knew the start of a new era in tech was coming.


    But we couldn't possibly comprehend just how much our industry was about to change.


    Although robotics are a few years away from replacing field labor, pretty much every other area of a contracting business has been totally disrupted.


    Today, I've brought on DJ Carroll, a former contractor known for scaling home service companies through disciplined AI and automation, to share his opinions on where the industry is now, where it's headed, and the skills and concepts we HAVE to understand if we want our businesses to survive what he calls the next industrial revolution.


    This is not a philosophical conversation. DJ gives some real, actionable advice any contractor can implement in the next week.

    –

    Learn more about DJ Carroll: https://carroll.media/about/


    00:00-Intro

    04:12-Hype Versus Reality

    08:28-AI Adoption & Memory Capacity

    19:43-Marketing Use Cases

    28:32-Building AI Ads

    34:50-Adopting Voice Services

    40:17-Creating Company SOPs

    45:23-Upcoming AI Advancements

    Show more Show less
    56 mins
  • 287. How To Run Projects Like a $34M Contractor - Caleb George, Scott Kelley, Jordan Coolidge
    Aug 26 2026

    To get the Project Management resource bundle, click here: https://trybta.com/DL287


    To learn more about Breakthrough Academy, click here: https://trybta.com/EP287


    Caleb George produces $34M in projects with just three project managers.


    Scott Kelley’s team can run a million dollar project without asking him a single question.


    What do these two builders have in common? Exceptional project management systems.


    In this roundtable discussion, I sat down with Caleb George of Chris George Custom Homes, Scott Kelley of Evolution Design Build, and Jordan Coolidge from Buildertrend to break down the difference between projects that run profitably without owner involvement and projects that require constant firefighting to cross the finish line.


    –

    Caleb and Scott are Breakthrough Academy Members who have worked with their coaches and contractor community group to achieve exceptional results. To learn more about becoming a Breakthrough Academy Member, click here: https://trybta.com/EP287


    Check out Buildertrend: https://buildertrend.com/


    Learn more about Chris George Custom Homes: https://www.chrisgeorgecustomhomes.com/


    Learn more about Evolution Design Build: https://evobuildgroup.com/


    00:00-Intro

    07:37-Biggest Contractor Issues

    09:59-Broken Process Signs

    15:38-Defining PM Roles

    26:18-Implementing Balanced Accountability

    35:49-Optimizing Project Communication

    57:51-Streamlining Planning Capacity

    1:12:11-Advice for Contractors

    Show more Show less
    1 hr and 18 mins
  • 286. $7M Playbook: Build A Profitable Landscaping Company - Riley Rivers
    Aug 19 2026

    To learn more about becoming a Member, click here: https://trybta.com/EP286


    Take our five minute quiz and get a custom Contractor Growth Scorecard: https://trybta.com/DL286


    At just 30 years old, Riley Rivers owns a $7M dollar landscaping business, pulling in $120K in profit every month.


    Multiple divisions.


    Massive contracts.


    Complex operations.


    And he does it all in less than 40 hours a week.


    In this episode, I'm talking to Riley to find out how he built his company, including the key decisions he made as he scaled.


    If you're ready to step out of the day-to-day and become a real CEO, Riley's story is a must listen.

    —

    Riley is a Breakthrough Academy Member who has worked with his coach and contractor community to build a business he loves running. To learn more about becoming a Member, click here: https://trybta.com/EP286


    Learn more about Rivers Landscaping: https://www.riverslandscapingmt.com/


    Episode highlights:

    • Learn which systems enabled Riley to more than double his revenue without sacrificing profitability.
    • Get insight into Riley’s hiring strategies when it comes to adding high-impact leaders into his organization.
    • Discover how Riley built his team culture… by letting his team build his culture. Find out how he stepped back and let his people establish the company’s core values and the tactics used to live them out.


    00:00-Intro

    01:55-Journey to $3 Million

    07:12-Evolution of Roles

    09:41-Strategy for Growth

    11:49-Identifying Core Gaps

    21:01-Org Structure Strategy

    30:18-Cultivating Company Culture

    40:22-Leadership and Management

    Show more Show less
    1 hr and 2 mins