Kevin's Kommentary

Guide to the One Big Beautiful Bill (OBBB)

Guide to the One Big Beautiful Bill (OBBB)

The Owner-Operator Guide to the One Big Beautiful Bill (OBBB)

A business-first look at what the new law really means for truckers

A Straight Talk Introduction

Tax law doesn’t make a bad business good — but it can make a good business stronger.

The One Big Beautiful Bill (OBBB) is a large, far‑reaching piece of legislation. There’s been a lot of noise, headlines, and half‑answers floating around, especially in trucking. This guide is not about hype orloopholes. It’s about understanding what actually applies to owner‑operators and how to think about it like a business owner.

If you’re profitable, disciplined, and running your operation on purpose, OBBB gives you tools. If you’re relying on deductions to survive, this bill won’t fix that.

Who This Guide Is For

This guide is written for: - Owner‑operators - Small fleet owners - Leased‑on drivers filing as a business -1099 truck drivers

It is written in plain English — not IRS language — and focused on real‑world trucking decisions.

The Big Picture: What OBBB Is (and Isn’t)

OBBB locks in several business‑friendly tax provisions and encourages investment. For trucking, that matters because this is a capital‑intensive, pass‑through industry.

What it is: - More certainty - Better planning visibility - Tools for profitable businesses

What it is not: - A shortcut to profitability - A reason to make bad equipment decisions - A replacement for good freight and strong margins

 

1. The 20% QBI Deduction — Permanent Now

The Qualified Business Income (QBI) deduction allows many owner‑operators to deduct up to 20% of qualified net business income before federal income tax is calculated.

1OBBB made this deduction permanent.

Why this matters

  • You can plan long‑term without wondering if the deduction disappears
  • It rewards profit, not miles or revenue

Reality check

Profit matters more than gross. You can run 130,000 miles a year and still qualify for nothing if your margins are weak.

Key takeaway: Clean books and strong net income matter more than ever.

 

2. Bonus Depreciation — A Powerful Tool, Not a Strategy

OBBB reinstates 100% bonus depreciation for qualifying equipment, including trucks and trailers.

This means you may be able to deduct the full cost of qualifying equipment in the year it is placed in service.

What this does

  • Reduces taxable income
  • Improves short‑term tax efficiency

What this does NOT do

  • Create cash
  • Make a bad truck purchase smart
  • Replace long‑term planning

Smart thinking

Never buy a truck for the write‑off. Buy a truck because it fits your freight, your cycle, and your cash flow —

then use the tax code wisely.

Key takeaway: Taxes follow strategy. They should never lead it.

 

3. Overtime Provisions — Limited for Most Truckers

OBBB includes deductions related to qualified overtime pay. This has caused a lot of confusion in trucking.

The trucking reality

Most long‑haul drivers remain exempt under federal labor rules. That means many owner‑operators and OTR drivers will not benefit from this provision.

If something sounds great, read the fine print — especially in trucking.

Key takeaway: Don’t plan around benefits that don’t apply to your classification.

 

4. Truck Buying Decisions Should Not Start With Taxes

OBBB makes truck purchases more tax‑efficient, but that doesn’t automatically make them good business decisions.

A smart order of operations: 1. Freight 2. Margin 3. Cash flow 4. Taxes

The right question is not “Can I write this off?”

The right question is:

Does this truck make my business stronger — even without the deduction?

If the answer is no, the deduction doesn’t change that.

 

5. Business Structure Still Matters

OBBB did not eliminate the need for: - Proper entity structure - Reasonable compensation - Separation of business and personal finances

One structure does not fit every operation.

Structure should match how you operate — not what someone else is doing and not what you heard at the truck stop.

Key takeaway: Revisit structure with a purpose, not assumptions.

 

6. Long‑Term Planning: Assets and Succession

OBBB increased estate tax exemptions, which matters more than many drivers realize.

Trucking assets have value: - Trucks - Trailers - Business goodwill

Even a one‑truck operation should consider: - Who owns the assets - What happens in an emergency - How the business would transition

If you don’t plan for the future, the government will.

 

7. Common Mistakes to Avoid

  • Chasing deductions instead of margins
  • Buying equipment to avoid taxes
  • Confusing tax savings with profit
  • Ignoring state tax differences
  • Treating taxes as a once‑a‑year event

 

8. Questions Every Owner‑Operator Should Ask Their Tax Professional

  • How does OBBB affect my net, not just my tax bill?
  • Should I use bonus depreciation or spread it out?
  • How does this impact quarterly estimates?
  • Is my business structured for where I’m going — not where I’ve been?
  • What risks am I creating if I do this wrong?

Final Word

OBBB doesn’t replace fundamentals.

The businesses that win long‑term still focus on: - Good freight - Strong margins - Disciplined decisions -

Long‑term thinking

Tax law should support your strategy — not replace it.

Run your trucking business on purpose.


Reading next

Fuel for the Road: 10 Shredded Beef Meals