For Trucking Wins Members Only - This offer does not appear inside the portal.

Are You in a Tight Spot Right Now?

Your membership covers everything you need to build solid compliance. But some situations are already in motion - a conditional rating, CSA scores hurting your insurance renewal, DataQ challenges that keep getting rejected. Training alone won't move fast enough for those.

This is a one-time offer. It closes when you leave this page.

Are You in a Tight Spot Right Now?

Your membership covers everything you need to build solid compliance. But some situations are already in motion - a conditional rating, CSA scores hurting your insurance renewal, DataQ challenges that keep getting rejected. Training alone won't move fast enough for those.

This is a one-time offer. It closes when you leave this page.

John works directly with carriers dealing with:

John works directly with carriers dealing with:

  • A conditional rating with a review coming up that needs a clear upgrade strategy
  • CSA scores climbing ahead of an insurance renewal
  • DataQ challenges that keep getting denied
  • A compliance audit on the calendar and no clear picture of what they'll find
  • Driver behavior generating violations and no one knows how to stop it
  • A mock compliance review before FMCSA runs the real one
  • A new carrier setup where getting the foundation wrong from the start is not an option

He spent over a decade on the other side of that table as an FMCSA Safety Investigator.
When he works with your operation now, he knows exactly what they look for.

Choose Your Session with John

Consulting Block

2-Hour Consulting Block

$1,500

  • One focused session-bring your single most specific problem
  • Work through it one-on-one with John, directly
  • CSA score strategy, a DataQ dispute, or conditional rating options
  • Leave with a clear, actionable path forward

Recorded & sent to you: Go back to it any time to review John's recommendations, or share it with your team.

Best fit

One well-defined compliance problem that needs a fast action plan.

Live · via Zoom

Driver Safety Meeting

$1,500

  • A live safety meeting with your full driver team, over Zoom
  • Covers the violations and habits that surface in roadside inspections
  • Delivered by someone who ran those inspections for FMCSA for 10+ years

Recorded & sent to you: Use it for new hire onboarding, annual safety reviews, or any time you bring on a driver who needs to hear it.

Best fit

Fleets where driver behavior is driving the violations-or owners who want the message delivered by a former federal investigator.

Consulting Block

2-Hour Consulting Block

$1,500

  • One focused session-bring your single most specific problem
  • Work through it one-on-one with John, directly
  • CSA score strategy, a DataQ dispute, or conditional rating options
  • Leave with a clear, actionable path forward

Best fit

One well-defined compliance problem that needs a fast action plan.

Best Value

Consulting Block

5-Hour Consulting Block

$3,000

Saves $750 vs. the 2-hour rate

  • Five hours to cover more ground-one extended session or split across two calls
  • Mock compliance reviews run end to end
  • Documentation gaps identified and addressed
  • Conditional rating upgrades worked through start to finish
  • Built for when more than one issue needs attention at once

Best fit

Conditional rating upgrades, pre-audit preparation, insurance renewal strategy, or multiple compliance issues running at once.

Live · via Zoom

Driver Safety Meeting

$1,500

  • A live safety meeting with your full driver team, over Zoom
  • Covers the violations and habits that surface in roadside inspections
  • Delivered by someone who ran those inspections for FMCSA for 10+ years

Best fit

Fleets where driver behavior is driving the violations-or owners who want the message delivered by a former federal investigator.

How It Works

Fill out the short intake form at checkout - about two minutes. Michael reviews it and contacts you within 24 hours to confirm your session time. Your first call with John is typically within 48-72 hours of purchase.

How It Works

Fill out the short intake form at checkout - about two minutes. Michael reviews it and contacts you within 24 hours to confirm your session time. Your first call with John is typically within 48-72 hours of purchase.

Helping Trucking Companies turn compliance into profits

W175N11163 Stonewood Drive, Ste 108, Germantown, WI 53022

hello@truckingwins.com

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Owner at Moss Trucking

“Working with John completely changed our safety culture. We avoided thousands in fines, and our insurance underwriter actually lowered our premiums because of our proactive training. John's weekly calls are priceless. He acts like our outsourced Risk Management department for a fraction of the cost."

Michele Moss
Michele Moss
Moss Trucking
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Owner at Moss Trucking

“Working with John completely changed our safety culture. We avoided thousands in fines, and our insurance underwriter actually lowered our premiums because of our proactive training. John's weekly calls are priceless. He acts like our outsourced Risk Management department for a fraction of the cost."

Michele Moss
Michele Moss
Moss Trucking
Video Thumbnail
quotes img

Owner at Moss Trucking

“Working with John completely changed our safety culture. We avoided thousands in fines, and our insurance underwriter actually lowered our premiums because of our proactive training. John's weekly calls are priceless. He acts like our outsourced Risk Management department for a fraction of the cost."

Michele Moss
Michele Moss
Moss Trucking
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“I was ready to shut down my operations as the cost of operating our company were getting so high and the margins were so thin.  I just couldn’t figure out how to make it work until I started watching John’s Youtube Videos.  That lead me to my Trucking Wins membership.  I found the money to invest in John’s mentorship and it changed my life forever.  I’ve now added 2 more trucks and the future looks promising.”

Custom Consulting

Use the Trucking Wins online training portal to onboard drivers, improve compliance, and build a safer, more profitable fleet.

  • Multiple Team Member Access
  • Driver Onboarding & Video Training
  • Lower Insurance Risk Exposure
  • Multiple Team Member Access
  • Driver Onboarding & Video Training