Area of expertise

Real Estate & Short-Term Rental Tax Planning

Real estate is one of the most tax-advantaged asset classes in the code, and one of the easiest to get wrong. We help investors plan deliberately: the rules, the documentation, and whether your facts actually support the strategy.

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What we plan around

The areas that decide your outcome

Material participation

Whether rental losses can offset your other income often turns on material participation, a facts-and-circumstances test with specific hour thresholds and comparison standards. We evaluate whether you genuinely meet a test, which one, and what it takes to keep meeting it.

Passive activity rules

Most rental activity is passive by default, which limits how losses can be used. Certain situations, including some short-term rental operations and real estate professional status, are treated differently. The classification drives everything downstream, so we get it right before building on it.

Depreciation

Depreciation is the engine of real estate tax benefits, and how your property and its components are classified determines how fast those deductions arrive. We plan depreciation deliberately, including how it interacts with a future sale.

Cost segregation and bonus depreciation

A cost segregation study can reclassify components of a property into shorter recovery periods, and bonus depreciation can accelerate deductions further under current-year rules. Whether a study is worth its cost depends on your property, your income, and your ability to use the losses. We coordinate the study and model the outcome before you commit.

Short-term rental taxation

STRs sit in their own corner of the rules: average guest stay length, the services you provide, and your level of involvement can change how the activity is classified and how losses are treated. Done correctly and documented well, it's a legitimate planning opportunity the tax code explicitly provides for. Done casually, it's the first thing that fails review.

Documentation

Hours logs, guest-stay records, agreements, and contemporaneous substantiation are what separate a defensible position from a hopeful one. Every strategy we recommend comes with the documentation standard it must meet, built in from the start.

Rental property transactions

Buying, selling, and exchanging property each carry planning decisions: timing, gain treatment, depreciation recapture, and reinvestment options. The best outcomes are planned before the transaction, not cleaned up after it.

The honest caveat

Eligibility for every strategy on this page depends on your specific facts: your income, your involvement, your property, and your records. That is not fine print, it is the entire discipline. Our job is to tell you what your facts actually support, and what it would take to support more.

Free resource

STR Tax Planning Guide

How short-term rental taxation actually works: classification, material participation, depreciation, and the documentation that holds it together. Instant download.

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Own real estate? Plan like it.

Schedule a consultation. We'll look at your properties, your involvement, and your income, and tell you what your facts support.

Schedule a Consultation