In this episode of Jimmy Talks Construction, Jimmy sits down with Jeremy Trengove, founder of Dirt Cartel, to unpack what it actually looks like to go out on your own in earthmoving — when you buy a machine first and worry about work later.

Jeremy shares the real story behind buying a 36-ton excavator with no confirmed contracts, having a major job pulled at the last minute, and making thousands of phone calls just to keep the machine working. From mining to civil, wet hire vs dry hire, equipment finance panic, and the brutal learning curve of hiring your first operator — nothing is sugar-coated.

This episode dives into the realities most operators don’t talk about:

• Buying big gear before you’re “ready” — and the debt pressure that comes with it
• Losing work after contracts get undercut by bigger players
• The mental stress of repayments when the phone stops ringing
• Why versatility (wet hire, dry hire, regional work) keeps small operators alive
• Mining vs civil: freedom, lifestyle, and why Jeremy walked away
• The truth about Chinese machines vs Tier 1 brands (and what actually matters)
• Why effort, attitude, and adaptability matter more than machine colour
• Hiring operators, site politics, and how one bad fit can lose you a job

If you’re an excavator owner-operator, earthmoving contractor, civil operator, mining operator thinking about going solo, or anyone considering buying machinery, this episode is a must-watch. It’s an honest look at risk, resilience, and backing yourself when there’s no safety net.

If you enjoyed the episode, don’t forget to like, subscribe, and share. These conversations only happen because operators are willing to speak honestly about the hard parts of the job.

Connect with Jeremy:

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

📘 Facebook: https://www.facebook.com/jeremy.trengove/

💼 LinkedIn: https://www.linkedin.com/in/jeremy-trengove-99ba10318/

Connect with Jimmy:

🌐 Website: https://starbuckgroup.com.au

📺 YouTube: https://www.youtube.com/@JimmyTalksConstruction

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

📘 Facebook: https://www.facebook.com/starbuckexcavation

💼 LinkedIn: https://www.linkedin.com/in/james-starbuck-13336546/

Buy CONEXPO 2026 Tickets NOW, and don’t miss my small business workshop on the Friday!

https://www.conexpoconagg.com/attend-the-show/registration-and-pricing

Use code STARBUCK20 to save 20% at checkout.

Valid through to March 2nd

In this episode of Jimmy Talks Construction, Jimmy sits down with Daniel O’Callaghan, Director of Nature Build in Bendigo, to unpack a raw and honest story of growth, pressure, passion, and resilience in the construction industry.

Daniel shares how a regional Australian builder ended up building a world-class pond for Aquascape in Georgia, USA — for Shaquille O’Neal, the reality of scaling a business to seven staff, and the moment the pressure nearly led to a nervous breakdown.

This isn’t a highlight reel. It’s a real conversation about what happens behind the scenes when things go right — and when they go very wrong.

This episode covers:

- How a Bendigo-based builder landed an international Aquascape project in the US

- What scaling a construction business to 7 staff actually feels like (mentally and financially)

- Loving the work — but nearly burning out from the responsibility

- Losing $100,000 on a single job and the lessons that came with it

- Why mistakes, stress, and hard conversations are part of building something meaningful

If you’re a builder, landscaper, contractor, or construction business owner, this episode will hit close to home. It’s about ambition, pressure, mistakes, and why some people keep going — because they genuinely love what they do.

If you enjoyed this chat, don’t forget to like, subscribe, and share the podcast. Follow James and Daniel for more real conversations about building businesses, careers, and lives in construction.

Connect with Daniel:

🌐 Website: https://www.naturebuild.com.au/

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

📘 Facebook: https://www.facebook.com/naturebuildau/

💼 LinkedIn: https://www.linkedin.com/in/naturebuildau/?originalSubdomain=au

Connect with Jimmy:

🌐 Website: https://starbuckgroup.com.au

📺 YouTube: https://www.youtube.com/@JimmyTalksConstruction

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

📘 Facebook: https://www.facebook.com/starbuckexcavation

💼 LinkedIn: https://www.linkedin.com/in/james-starbuck-13336546/

Buy CONEXPO 2026 Tickets NOW, and don’t miss my small business workshop on the Friday!

https://www.conexpoconagg.com/attend-the-show/registration-and-pricing

Use code STARBUCK20 to save 20% at checkout.

Valid through to March 2nd

In this episode of Jimmy Talks Construction, Jimmy sits down with Toby Glass, Director of Tascon Civil Construction, who’s flown over from Wellington, New Zealand, to talk business, growth, and the realities of surviving in the Tier 1 civil space.

Toby breaks down his journey from growing up around concrete and infrastructure work, studying construction management, walking away from uni frustration, and eventually buying into the family business at just 23 years old. Now six years in, Tascon operates in a tight niche delivering specialist structural concrete, retaining walls, and complex civil packages for Tier 1 and Tier 2 contractors.

This episode dives deep into the real conversations contractors are having right now:

- Taking over a family business young and navigating leadership with family involved

- Surviving economic slowdowns and managing uncertainty in the forward pipeline

- Why niche, “fiddly” civil work can be more profitable than chasing volume

- The brutal reality of Tier 1 contracts, variations, delays, and liquidated damages

- Why marketing and LinkedIn content suddenly matters when work dries up

- Soft skills on site, dealing with engineers, and why attitude can cost (or save) serious money

- Hiring, labour shortages, generational differences, and why effort still wins every time

If you’re a civil contractor, subcontractor, site manager, engineer, or business owner trying to grow in the Tier 1 space — or just stay alive during tougher cycles — this episode is packed with hard-earned lessons, no-BS insights, and stories every contractor will recognise.

If you enjoyed this episode, don’t forget to like, subscribe, and share the podcast. Follow Jimmy and Toby to stay up to date with more real conversations from inside the construction industry.

Connect with Toby from Tascon:

🌐 Website: https://www.tascon.co.nz/

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

💼 LinkedIn: https://nz.linkedin.com/in/toby-glass-51971117a

💼 LinkedIn: https://nz.linkedin.com/company/tascon-2019-ltd

Connect with Jimmy:

🌐 Website: https://starbuckgroup.com.au

📺 YouTube: https://www.youtube.com/@JimmyTalksConstruction

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

📘 Facebook: https://www.facebook.com/starbuckexcavation

💼 LinkedIn: https://www.linkedin.com/in/james-starbuck-13336546/

Buy CONEXPO 2026 Tickets NOW

Don’t miss Jimmy’s small business workshop on the Friday.

👉 https://www.conexpoconagg.com/attend-the-show/registration-and-pricing

💥 Use code STARBUCK20 to save 20%

Valid through to March 2nd