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 bigg ...