Roof to Riches

For roofers who want more than a paycheck.

Each week, get proven money systems, sales insights, and mindset shifts designed to help you turn roofing income into long-term wealth.
No fluff — just real strategies from the field.

Mileage vs Actual Vehicle Expenses for Sales Reps cluster mileage vs actual vehicle deduction seta Jul 28, 2026

If you're running a roofing route in your own truck, that truck is a rolling tax deduction. Most guys I talk to know that much. What they don't know is that the IRS gives you two totally different way...

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What Is a 1099-NEC? What to Expect at Tax Time 1099-nec explained cluster seta Jul 25, 2026

You crushed it last year. Big months, fat commission checks, the kind of season that makes you feel like you finally figured this whole thing out. Then a little form shows up in your inbox or mailbox ...

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Is Your Truck a Tax Write-Off? What 1099 Reps Should Know cluster is my truck a tax write off seta Jul 23, 2026

You live in your truck. You drive it to inspections, to supplier runs, to that one neighborhood where the last storm dropped hail the size of golf balls. So it makes sense to wonder if all that drivin...

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Tax Write-Offs Roofing Sales Reps Should Know About cluster seta tax write-offs for roofing sales reps Jul 21, 2026

Every roofing sales rep I talk to has the same reaction the first time they see their tax bill. Shock, then a little bit of anger. You made great money, you worked your tail off, and now the governmen...

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How to Decide Which Debt to Pay Off First cluster setb which debt to pay off first Jul 18, 2026

You've got a truck payment, a couple of credit cards, maybe a personal loan hanging around. You've finally got some money to throw at the pile. So which one do you kill first?

It's a question that st...

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Self-Employment Tax Explained for Roofing Sales Reps cluster self-employment tax explained seta Jul 16, 2026

The first time a roofing sales rep really looks at his tax bill, one line usually stops him cold. There's a whole extra tax on there he's never heard of, and it's bigger than he expected. That line is...

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Debt Snowball vs Debt Avalanche on Commission Income cluster debt snowball vs avalanche setb Jul 14, 2026

If you've got a few debts to knock out, you've probably run into the two most popular ways to do it. The debt snowball and the debt avalanche. Both work, and people online will argue about them like i...

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How Much to Set Aside for Taxes on Commission Income cluster how much to set aside for taxes 1099 seta Jul 11, 2026

Every roofing sales rep asks the same question the first time a big check clears and the tax panic sets in. How much of this is actually mine, and how much belongs to the government?

It's the right q...

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