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1:26

Your Family Vacation Can Change the Entire Tax Result

Personal use can change the tax treatment of a short-term rental. Under the vacation-home rules, personal use above the greater of 14 days or…

Oct 23, 2026
1:26

The Cost-Segregation Study Should Come Last

Cost segregation can be a powerful depreciation tool, but it should come after the operating and tax fundamentals have been tested. The property still…

Oct 22, 2026
1:26

No Depreciation Deduction Rescues a Bad Deal

A large depreciation estimate can make a poor real-estate deal look attractive—but the deduction does not change the underlying economics. Before relying on tax…

Oct 21, 2026
1:23

The Wyoming LLC Is Usually an Internet Solution Looking for a Problem

A Wyoming LLC is not automatically the best entity for a short-term rental located in another state. Real estate is governed heavily by the…

Oct 20, 2026
1:29

Permission Today Is Not Permission Forever

Short-term rental rules can change after you buy the property. Local governments, condominium boards, and homeowners’ associations may change licensing, minimum-stay requirements, inspections, rental-day…

Oct 19, 2026
1:30

Your Cost-Segregation Report Is Not Enough

A cost-segregation report does not, by itself, prove a large short-term rental deduction. The booking file should support the average period of customer use.…

Oct 16, 2026
1:34

The Second Property Is the Real Test

The first short-term rental tests a strategy. The second tests whether the process is repeatable. A mature operating system carries forward screening, renovation standards,…

Oct 15, 2026
1:24

Closing Is Not the Placed-in-Service Date

The closing date and the placed-in-service date are not automatically the same. A short-term rental generally begins depreciation when it is ready and available…

Oct 14, 2026
1:33

Photograph It Before It Goes Into the Dumpster

The best time to document a renovation is before the old components disappear. Photographs, a detailed contractor scope, proposals, change orders, invoices, proof of…

Oct 13, 2026
1:26

Your Family Vacation Can Change the Entire Tax Result

Personal use can change the tax treatment of a short-term rental. Under the vacation-home rules, personal use above the greater of 14 days or…

Oct 12, 2026
1:25

The Cost-Segregation Study Should Come Last

Cost segregation can be a powerful depreciation tool, but it should come after the operating and tax fundamentals have been tested. The property still…

Oct 9, 2026
1:26

No Depreciation Deduction Rescues a Bad Deal

A large depreciation estimate can make a poor real-estate deal look attractive—but the deduction does not change the underlying economics. Before relying on tax…

Oct 8, 2026