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The owner-operator library

Free guides for running a trucking business.

No fluff — just what you need to know. IFTA, invoicing, bookkeeping, compliance, taxes, and the operational stuff nobody tells you when you get your authority. For semis, hotshots and box trucks.

26 guides·Updated Oct 2026·Free · No signup

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What do you drive?

How do you run?

IFTA & Taxes

6 guides

Business

7 guides

Owner-Operator Bookkeeping: The Simple Method

A practical bookkeeping system for owner-operators — what to track, how to categorize, and how to keep records organized for your tax professional.

10 min readUpdated Jul 2026

Cash Flow for Truckers: Fixing the 30-Day Gap

How to manage the 30-day gap between delivering a load and getting paid: factoring trade-offs, QuickPay options, and forecasting the next 14 days.

10 min readUpdated Jul 2026

Owner-Operator vs Company Driver: The Real Math

Honest comparison of owner-operator and company driver earnings, costs, risk, and lifestyle. What the industry won't tell you — and when each makes sense.

12 min readUpdated Oct 2026

How to Find Direct Shippers (Cut Out the Broker)

Practical playbook for finding direct-shipper freight: warehouse cold outreach, shipper databases, broker-margin math, and what brokers don't want you to know.

12 min readUpdated Jul 2026

LLC vs Sole Proprietor vs S-Corp for Truckers (2026)

Which business structure makes sense for owner-operators: sole proprietor, LLC, or S-Corp election. Tax math, liability, and when each breaks even.

11 min readUpdated Oct 2026

Hotshot vs Semi Cost per Mile: The Formula and Worksheet

How to work out cost per mile for a hotshot or a semi with your own numbers — fixed costs, fuel, tires, upkeep — and which lines differ between the two.

8 min readUpdated Oct 2026

Box Truck Business Back Office: Invoicing, Mileage and Per Diem

Running the paperwork for a box truck business: invoicing final-mile and contract work, keeping a mileage log, receipts, and when per diem applies to local routes.

8 min readUpdated Oct 2026

Invoicing

2 guides

Getting Started

5 guides

Compliance

4 guides

Comparisons

2 guides

What OverTheRoad.AI keeps for you

IFTA
Miles and fuel tallied by state as you upload
Detention
Stop times kept with the load, ready to bill
Invoices
Drafted from a photo of the rate con

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