The True Cost of Being an Owner Operator in Trucking episode artwork

EPISODE · Mar 20, 2026 · 38 MIN

The True Cost of Being an Owner Operator in Trucking

from Built in the Midwest

Andrew Krueger got his start hauling freight in box trucks around Chicago in his early twenties. A decade and a half later, he's running his own trucks, hiring his own drivers, and filing for his own motor carrier authority — and he's doing it from the Upper Peninsula.Then the company he'd been leased to for years pulled the plug. Right before Christmas. Instead of walking away, he went all in.This week, his first truck rolls out under his own name.WHAT WE GET INTOWhat it actually costs to become an owner-operator — and the $4,000 bet that started everythingThe stuff CDL schools don't teach you — blown airlines, brake adjustments, and the road etiquette nobody mentionsWhy most owner-operators will tell you not to do it — and why Andrew did it anywayThe real numbers: what a motivated reefer driver can earn, what it costs per mile to survive, and why your business checkbook and personal checkbook can never be the same accountElectric trucks, autonomous semis, and where Andrew thinks the industry is headed in five yearsABOUT ANDREW KRUEGERAndrew got into trucking in his early twenties after working sandblasting and painting jobs around Chicago. He's driven over the road, worked the repair side, and built a multi-truck operation hauling reefer freight to California. After relocating to Michigan's Upper Peninsula, he grew from a single leased truck to running his own drivers.🔗 LINKSListen wherever your get your podcasts: Listen to Built in the MidwestMidwest Truck Driving School: midwesttruckdrivingschool.com North Country Heavy Equipment & Electrical Line School: https://ncheschool.com/Submit your Questions: https://webforms.pipedrive.com/f/6WfGT9X1zlYC6WvssJqfWxOOkvVa1AjzqgnAIIHOq70WWiNo5czEWXpBMqxVTW7UST 💬 CONNECT Email: [email protected] Facebook: https://www.facebook.com/CDLMidwest Instagram: https://www.instagram.com/midwesttruckdrivingschool/TikTok: https://www.tiktok.com/@midwesttruckdrivingskool

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The True Cost of Being an Owner Operator in Trucking

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How long is this episode of Built in the Midwest?

This episode is 38 minutes long.

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This episode was published on March 20, 2026.

What is this episode about?

Andrew Krueger got his start hauling freight in box trucks around Chicago in his early twenties. A decade and a half later, he's running his own trucks, hiring his own drivers, and filing for his own motor carrier authority — and he's doing it from...

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