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Outta the Weeds

I ask contractors what got them out from under it.

I sit down with excavation, land clearing, and site work owners and ask the questions you'd ask over a tailgate. What they charge, what a mistake cost them, how the first hire went, and what changed when they stopped answering every call themselves.

The catalog

Watch an episode

Whether you're buried in Chaos or a hire away from Clock Out, somebody in this catalog already worked through the exact problem sitting on your desk and said out loud what it cost him.

Jesse McGrath: The Business Was Never the End Goal, episode cover
Excavation
▶

Episode 16

Jesse McGrath: The Business Was Never the End Goal

A backpack, cowboy boots, and nowhere to live to owning an excavation company, without the business becoming the goal.

Mitchell Roberts: From a Domino's Parking Lot to a Business That Runs Without Him, episode cover
Lawns
▶

Episode 17

Mitchell Roberts: From a Domino's Parking Lot to a Business That Runs Without Him

Broke in a Domino's parking lot to a seven-figure lawn and landscape company, chasing freedom over revenue.

32 chapters

Jerod Condit: Building the Business Before He Needed It, episode cover
Excavation
▶

Episode 18

Jerod Condit: Building the Business Before He Needed It

Seven years before military retirement, he built a land clearing business that already runs jobs without him.

35 chapters

JR Laborie: Why He'd Rather Work 3 Days Than Chase 7 Days of Revenue, episode cover
Excavation
▶

Episode 19

JR Laborie: Why He'd Rather Work 3 Days Than Chase 7 Days of Revenue

He got bigger and busier and more miserable, so he started cutting, and his profit got better.

25 chapters

Matt Study: Build a Business That Fits Your Life, Not One That Owns It, episode cover
Strategy
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Episode 1

Matt Study: Build a Business That Fits Your Life, Not One That Owns It

Designing a business around the life you want, instead of one that runs you.

22 chapters

Shelby Akio Howland: Why the Best Operators Say "No" More Than They Say "Yes", episode cover
Strategy
▶

Episode 2

Shelby Akio Howland: Why the Best Operators Say "No" More Than They Say "Yes"

Protecting your time and margins by turning down the wrong work.

19 chapters

Ryan Deemer: Why I Had to Step Away, episode cover
Strategy
▶

Episode 3

Ryan Deemer: Why I Had to Step Away

An honest update on the pause, where Ryan has been, and what's next.

Christian Lefley: 77th of 77, Now Running the Same School's Contracts, episode cover
Strategy
▶

Episode 4

Christian Lefley: 77th of 77, Now Running the Same School's Contracts

Graduated dead last. Now he's paid by the same school, and built a business off word of mouth.

18 chapters

Nicholas White: He Could've Started at 16. He Waited Until 40., episode cover
Excavation
▶

Episode 5

Nicholas White: He Could've Started at 16. He Waited Until 40.

A vaccine mandate at a Navy shipyard forced a career decision he'd postponed for 25 years.

18 chapters

Daniel Snell: The $4,000 Mistake That Taught Him How Commercial Work Really Works, episode cover
Strategy
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Episode 6

Daniel Snell: The $4,000 Mistake That Taught Him How Commercial Work Really Works

Started with ~$10K, got burned by contract wording, rebuilt, and landed a Tesla job.

17 chapters

Matt Hobbs: The Guy Who Turned Facebook Posts Into Booked-Out Work, episode cover
Strategy
▶

Episode 7

Matt Hobbs: The Guy Who Turned Facebook Posts Into Booked-Out Work

Not a marketing guy, he used plain Facebook posts to book out his land-clearing operation.

Cody Cocas: Why "Nice Customers" Almost Cost Him His Business, episode cover
Strategy
▶

Episode 8

Cody Cocas: Why "Nice Customers" Almost Cost Him His Business

From small residential jobs to multi-million-dollar utility contracts, and the accommodation trap.

John Seaman: The Day He Fired His Entire Crew (And Rebuilt a Stronger Company), episode cover
Excavation
▶

Episode 9

John Seaman: The Day He Fired His Entire Crew (And Rebuilt a Stronger Company)

Running excavation crews in the mountains of North Carolina, and starting the crew over.

Jack Eso: How a 10-Man Excavation Company Landed $4M in 60 Days (Without Underbidding), episode cover
Excavation
▶

Episode 10

Jack Eso: How a 10-Man Excavation Company Landed $4M in 60 Days (Without Underbidding)

Grew by tightening systems, not grinding harder, $4M in commercial site work in two months.

25 chapters

Nate Morello: Why "More Equipment" Isn't the Same as a Better Business, episode cover
Strategy
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Episode 11

Nate Morello: Why "More Equipment" Isn't the Same as a Better Business

Lean excavation built on payment schedules, job rhythm, and tech that replaces labor.

23 chapters

Richard Piendak: The Exit Strategy Most Contractors Never Prepare For, episode cover
Strategy
▶

Episode 12

Richard Piendak: The Exit Strategy Most Contractors Never Prepare For

Five decades in paving, built, scaled, sold, and kept working anyway.

17 chapters

Caley Stecker: The Quote Is the Quote, Stop Guessing & Start Getting Paid, episode cover
Excavation
▶

Episode 13

Caley Stecker: The Quote Is the Quote, Stop Guessing & Start Getting Paid

A straight-up playbook on pricing, scope control, and running your schedule without chaos.

Jeremy Whitson: Why Too Much Work Nearly Broke His Excavation Business, episode cover
Excavation
▶

Episode 14

Jeremy Whitson: Why Too Much Work Nearly Broke His Excavation Business

Walked away from a VP role with 208 employees. Bought one excavator. No real plan.

Sheldon Gould: What 25+ Years in a Small-Market Contracting Business Really Teaches You, episode cover
Lawns
▶

Episode 15

Sheldon Gould: What 25+ Years in a Small-Market Contracting Business Really Teaches You

Twenty-plus years doesn't mean it's been smooth. It means you didn't quit.

11 chapters

Be on the show

Tell your story on the show

The best episodes come from owners who've been through hell and lived to tell the tale. If you had a year like that and you're ready to share, other owners need to hear it.