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The Site Shed | Systems, Strategy and Growth for Tradies and Contractors

The Site Shed | Systems, Strategy and Growth for Tradies and Contractors

By: Matt Jones - Helping Tradies Build Smarter Scalable Businesses
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The Site Shed is a global podcast for tradies and contractors who want clearer systems, stronger strategy, and steadier business growth. Each episode is designed to educate and inform around the topics that matter most in running and scaling a modern trade business.

Hosted by former plumber and digital agency owner Matt Jones, the podcast dives into real-world conversations on marketing, operations, apprenticeships, technology, hiring, leadership, finance, and more, all tailored to the trades and construction industry.

You’ll hear practical insights, honest lessons, and expert perspectives from across the globe.


Whether you work as a tradie, contractor, builder, electrician, landscaper, or run any service-based business, you’ll find ideas and experiences you can put into action straight away.


If you're ready to work smarter, not harder, The Site Shed gives you the tools, frameworks, and viewpoints to help your business move forward with confidence.

© 2026 The Site Shed | Systems, Strategy and Growth for Tradies and Contractors Economics Leadership Management & Leadership Marketing Marketing & Sales
Episodes
  • Why 60% of Business Transitions Fail (And It's Not the Tax Strategy) | ft. Andrea Carpenter | Ep. 505

    Why 60% of Business Transitions Fail (And It's Not the Tax Strategy) | ft. Andrea Carpenter | Ep. 505
    Jun 30 2026
    🫱🏻‍🫲🏼 Book a Free Strategy Call with Tradie Web Guys: https://tradie.wiki/tssyt 60% of business transitions fail — and it's rarely the tax strategy that kills them. The real culprit is the stuff nobody wants to talk about: unclear expectations, poor communication, and the relationships between the people involved. Matt Jones sits down with Andrea Carpenter from The Transition Strategists to unpack why so many family business successions fall apart, and what trade business owners can do to make sure theirs doesn't. Whether you're thinking about stepping back in 2 years or 20, Andrea breaks down the three generations of transition thinking, the Transition Compass tool, and why starting the conversation 7 to 10 years out isn't too early — it's just smart. If you've ever thought about selling, handing down, or stepping away from your business, this one's for you. 🎥 Watch the full episode: https://youtu.be/LCu3zgBwLho KEY CHAPTERS 00:00 - Introduction 00:55 - The Site Shed Hits 500 Episodes 02:00 - Meet Andrea Carpenter 02:20 - What Is a Business Transition? 03:20 - Internal vs External Transition Options 04:10 - Why Trade Businesses Are Now Sellable Assets 07:00 - The Real Reason Transitions Fail 10:30 - Transition 1.0, 2.0 and 3.0 Explained 14:00 - Fairness vs Equality in Family Business 19:00 - Designing the Transition With Your Successor 22:00 - The Transition Compass Tool 26:00 - How to Start the Conversation Early 30:00 - Working Yourself Out of Your Own Role 33:00 - How Long a Transition Really Takes 37:00 - Why 75% of Owners Regret Selling 41:00 - Closing Remarks and Resources About the Guest: Andrea CarpenterAndrea Carpenter is the founder of The Transition Strategists and specialises in business succession and transition planning. She works with family-owned and privately held businesses — including trade and home service operators — to help owners design exits that actually work. Her focus is the human side of transition: the relationships, conversations, and structures that determine whether a handover succeeds or falls apart. Website: https://transitionstrategists.com/ Free resource: https://beforebuysell.com/ LinkedIn: https://www.linkedin.com/in/andreakcarpenter/ CONNECT WITH THE TRADIE WEB GUYS!Website: https://www.tradiewebguys.com.au/ YouTube: https://www.youtube.com/@TradieWebGuysOfficial?sub_confirmation=1 Facebook: https://www.facebook.com/TradieWebGuysOfficial Instagram: https://www.instagram.com/tradiewebguys/ LinkedIn: https://au.linkedin.com/company/tradie-web-guys Matt's LinkedIn: https://www.linkedin.com/in/iamthemattj/ If you enjoyed this podcast, please take a moment to leave us a review: ⭐ https://lovethepodcast.com/TheSiteShed Love the audio version of this podcast? Subscribe to the link below: ⭐ https://followthepodcast.com/TheSiteShed #podcast #thesiteshed #tradiewebguys #businesstransition #familybusiness #exitstrategy #successionplanning #tradiebusiness Your Next Step:Join Tradie Academy, our free community packed with templates, checklists, and resources shared by podcast guests, coaches, and successful tradies.👉 Join free and grab your next growth tool here: https://tradie.wiki/podFollow The Site Shed:Facebook: The Site ShedInstagram: @thesiteshedLinkedIn: Matt JonesWebsite: thesiteshed.comYouTube: @TheSiteShedIf you enjoyed this podcast and the series, please take 5 minutes to leave us a review:⭐ https://lovethepodcast.com/TheSiteShedLove the audio version of this podcast? Subscribe to the link below:⭐ https://followthepodcast.com/TheSiteShed
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    41 mins
  • The Secret AI Weapon Top Contractors Are Using Right Now | ft. Paul Redman | Ep. 504

    The Secret AI Weapon Top Contractors Are Using Right Now | ft. Paul Redman | Ep. 504
    Jun 23 2026

    🫱🏻‍🫲🏼 Book a Free Strategy Call with Tradie Web Guys: https://tradie.wiki/tssyt

    Your customers are already using ChatGPT to research contractors before they ever call you, and if you're not showing up in those results, you're handing jobs to your competitors.

    In this episode, Matt Jones sits down with Paul Redman from Contractor Commerce to break down exactly how AI is reshaping the quoting and lead generation process for tradies worldwide. Discover the tools and strategies top contractors are using right now to get found, build trust online, and close more work without ever picking up the phone.

    KEY CHAPTERS
    00:00 - Introduction
    01:54 - Meet Paul Redman
    02:23 - The Shift in Consumer Behavior
    03:04 - Overcoming the Fear of Online Pricing
    04:17 - The Growth of Contractor Commerce
    06:22 - Positioning Yourself as the Go-To Expert
    09:29 - The Strategy of Upfront Pricing
    11:56 - Improving Conversion Rates with Transparency
    14:07 - Competitive Pricing vs. Dealership Models
    16:45 - Shifting KPIs for Better Business Results
    19:02 - The Impact of AI and LLMs on Search
    22:01 - Optimizing for AI Search Results
    25:16 - AI as the Ultimate Virtual Salesperson
    28:45 - The Future of High-Touch vs. AI Interactions
    33:23 - The Value of Human Connection in Sales
    37:46 - Educating Customers Through Transparent Pricing
    41:43 - Closing Remarks and Resources

    About the Guest: Paul Redman
    Paul Redman is the founder of Contractor Commerce, a platform that helps home service businesses and contractors sell fully installed pricing, memberships, and services directly online, including through AI-powered buying journeys on their websites. Based in Charlotte, North Carolina, Paul grew up around the trades and has spent years helping contractors adapt to the shift in consumer behaviour, from in-home sales to fully digital, self-serve purchasing experiences.
    LinkedIn: https://www.linkedin.com/in/paul-j-redman/

    CONNECT WITH THE TRADIE WEB GUYS!
    Website: https://www.tradiewebguys.com.au/
    YouTube: https://www.youtube.com/@TradieWebGuysOfficial?sub_confirmation=1
    Facebook: https://www.facebook.com/TradieWebGuysOfficial
    Instagram: https://www.instagram.com/tradiewebguys/
    LinkedIn: https://au.linkedin.com/company/tradie-web-guys
    Matt’s LinkedIn: https://www.linkedin.com/in/iamthemattj/

    If you enjoyed this podcast, please take a moment to leave us a review:
    ⭐ https://lovethepodcast.com/TheSiteShed
    Love the audio version of this podcast? Subscribe to the link below:
    ⭐ https://followthepodcast.com/TheSiteShed

    #podcast #thesiteshed #tradiewebguys

    Your Next Step:

    Join Tradie Academy, our free community packed with templates, checklists, and resources shared by podcast guests, coaches, and successful tradies.

    👉 Join free and grab your next growth tool here: https://tradie.wiki/pod

    Follow The Site Shed:

    • Facebook: The Site Shed
    • Instagram: @thesiteshed
    • LinkedIn: Matt Jones
    • Website: thesiteshed.com
    • YouTube: @TheSiteShed

    If you enjoyed this podcast and the series, please take 5 minutes to leave us a review:
    ⭐ https://lovethepodcast.com/TheSiteShed

    Love the audio version of this podcast? Subscribe to the link below:
    ⭐ https://followthepodcast.com/TheSiteShed
    Show More Show Less
    43 mins
  • Build It Like You're Selling It, Even If You Never Will | ft. Greg McElroy & Jon Fisk | Ep. 503

    Build It Like You're Selling It, Even If You Never Will | ft. Greg McElroy & Jon Fisk | Ep. 503
    Jun 16 2026

    🫱🏻‍🫲🏼 Book a Free Strategy Call with Tradie Web Guys: https://tradie.wiki/tssyt

    📲 Watch On YouTube! https://youtu.be/6q0pRBBdreU

    🎙 About Our Guest: Greg McElroy and Jon Fisk
    Greg McElroy and Jon Fisk, co-founders of CrystalLIQ, have each built and sold multiple trade-based businesses. Greg learned his hardest lesson as part-owner of a $48M-revenue business that went into liquidation because nobody knew their numbers. Together they help tradies install the financial systems and accountability frameworks that stop growth from destroying a business from the inside out.

    CONNECT WITH GREG & JON
    Greg's LinkedIn: https://www.linkedin.com/in/greg-mcelroy-45aa90214/
    Jon's LinkedIn: https://www.linkedin.com/in/jonathanfisk/
    Website: https://www.crystalliq.com.au/

    CONNECT WITH THE SITE SHED!
    Website: https://www.thesiteshed.com
    YouTube: https://www.youtube.com/@TheSiteShed?sub_confirmation=1
    Facebook: https://www.facebook.com/thesiteshed
    Instagram: https://www.instagram.com/thesiteshed/
    LinkedIn: https://www.linkedin.com/company/the-site-shed/
    Matt’s LinkedIn: https://www.linkedin.com/in/iamthemattj/

    CONNECT WITH THE TRADIE WEB GUYS!
    Website: https://www.tradiewebguys.com.au/
    YouTube: https://www.youtube.com/@TradieWebGuysOfficial?sub_confirmation=1
    Facebook: https://www.facebook.com/TradieWebGuysOfficial
    Instagram: https://www.instagram.com/tradiewebguys/
    LinkedIn: https://au.linkedin.com/company/tradie-web-guys
    Matt’s LinkedIn: https://www.linkedin.com/in/iamthemattj/

    If you enjoyed this podcast, please take a moment to leave us a review:
    ⭐ https://lovethepodcast.com/TheSiteShed
    Love the audio version of this podcast? Subscribe to the link below:
    ⭐ https://followthepodcast.com/TheSiteShed

    #podcast #thesiteshed #tradiewebguys

    Your Next Step:

    Join Tradie Academy, our free community packed with templates, checklists, and resources shared by podcast guests, coaches, and successful tradies.

    👉 Join free and grab your next growth tool here: https://tradie.wiki/pod

    Follow The Site Shed:

    • Facebook: The Site Shed
    • Instagram: @thesiteshed
    • LinkedIn: Matt Jones
    • Website: thesiteshed.com
    • YouTube: @TheSiteShed

    If you enjoyed this podcast and the series, please take 5 minutes to leave us a review:
    ⭐ https://lovethepodcast.com/TheSiteShed

    Love the audio version of this podcast? Subscribe to the link below:
    ⭐ https://followthepodcast.com/TheSiteShed
    Show More Show Less
    37 mins
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