Est. 2014 · 17 years in trucking

From driver, to owner-operator, to fleet owner.

Education, community, and consulting for the people who move freight — from an operator who took one truck to a 60-truck Inc. 500 fleet.

60
Trucks at peak
2×
Inc. 500 honors
500+
Operators coached
1,500+
Free members
The Ladder

Three ways up.
One career.

Pick the rung that matches where you are. The same operator walks you up every one — no junior coach, no theory.

01 Company drivers · First truck

TruckingBusiness Pro

Your first truck — bought right and profitable from month one.

You've decided and the money's lined up. Now you need the playbook: the Owner-Operator Master Class, a weekly call with Sebastian, and a community that's already done it.

Still deciding? Take the free class "Should I become an owner-operator?" in the free community → or watch the free training on which semi to buy →

Investment$100/mo
Join Pro
02 Owner-operators · 2–10 trucks

Fleet Builder Program

A small fleet with real margins and systems that hold.

Every truck you add multiplies the chaos — dispatch, maintenance, drivers, cash. Templates, systems, and a weekly call to turn 2–10 trucks into a fleet that runs without you in the seat.

InvestmentFrom $2.5K/mo
See the program Talk to Sebastian →
Sebastian, founder of TruckingBusiness.com
Sebastian · Founder
About

I built this for the people I came from.

I started driving in 2008. My dad was an owner-operator and small fleet owner — I learned from him how to treat drivers and run a business the right way, and I learned what the job actually costs from my own miles behind the wheel.

In 2014 I went independent with one truck. By 2018 it was a 60-truck fleet, #277 on the Inc. 500 — #465 the year after — with DOT safety scores in compliance the whole way. I bought my own shop in 2019 and exited in 2024, after the recession took out a lot of carriers around me.

Seventeen years across safety, maintenance, and operations — now working for drivers becoming owner-operators, owner-operators becoming fleets, and fleets becoming real companies.
Sebastian Founder · TruckingBusiness.com
2008
Started driving
2014
Went independent with one truck
2018
60 trucks · Inc. 500 #277
2019
Bought my own repair shop
2024
Exited · built TruckingBusiness.com
Client proof

From the people who actually did it.

One member result and two notes from a 40-truck operator I work with.

$10Ka week, gross

First truck bought in 3 weeks. Now grossing $10,000 a week behind the wheel of a business he owns.

JulioOwner-operator · Member result

"You're not selling theory — you've actually built and sold a successful trucking company. Your advice comes from firsthand experience."

Matt B.40-truck fleet operator

"Some trucks, drivers, and equipment I thought were contributing to growth were actually dragging down overall profitability. That shift has been the biggest eye-opener."

Matt B.40-truck fleet operator
Free consultation

Let's map your next move.

Thirty minutes, no pitch. We figure out where you are and which rung gets you there fastest — even if the answer is "not yet."

  • Drivers wondering if owner-op makes sense
  • Owner-ops hitting the same walls trying to scale
  • Carriers with 10–100 trucks who need a real fix, not paperwork
Book a call

30 minutes with Sebastian

Same calendar I use with every member and every carrier.

30
Minutes
$0
Cost
1:1
With Sebastian
Pick a time
Book a free call