Short-Term Rental Taxes: The Rules Vacation Rental Owners Get Wrong

A cabin in the pines or a casita near the red rocks can be a solid source of income, and short-term rental taxes follow a different set of rules than a long-term rental. Whether the property belongs on Schedule E or Schedule C, whether its income is passive or nonpassive, and whether a cost segregation study is worth the fee all turn on facts about how you run it. Get those facts right and the return follows. Get them wrong and you can pay tax you did not owe, or lose a deduction you had earned.

Selling Your Business: The Tax Decisions to Make Before the Buyer Shows Up

Most owners spend decades building a business and a few months selling it. The taxes on selling a business are often the single largest cost of the deal, and nearly every lever that reduces them has to be pulled before you sign a letter of intent. After that point the structure is set, the price is allocated, and your options narrow to filing the return.

1031 Exchanges: Should the Tax Tail Wag the Investment Dog?

A 1031 exchange is a powerful tool, but it is a tax-deferral tool, not a magic eraser. Understanding that distinction is the key to using it well, or knowing when to skip it. Here is how it works, why people do them, and the question we think matters most: are you making an investment decision or a tax decision?

2026-07-03T12:12:41+00:00financial planning|
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