The Tax & Accounting System Behind Profitable STRs

Sign up for this free course to learn how investors leverage the STR loophole, REPS, cost segregation, and smart bookkeeping to maximize deductions and stay audit-ready.

STR Investing -

Taxes & Accounting

Take control of your STR finances. Learn how to use the tax loophole, qualify for REPS, organize books, and unlock savings with cost segregation.

About This Course

The IRS already has a plan for your STR income: take as much of it as possible.


This course teaches you how top investors flip the script using the STR loophole, REPS, cost segregation, and airtight bookkeeping. You’ll see exactly how professionals cut their tax bills legally — and how you can too.

This isn’t about risky loopholes or shady shortcuts. It’s about using proven, IRS-approved strategies to keep more money in your pocket and run your STR business like a pro.

Browse Lesson Plan:

STR Tax Loophole

Learn what it is, why it’s legal, and how self-managing hosts use it to offset active income.

REPS (Real Estate Professional Status)

Understand REPS, how to qualify, and the major tax savings it unlocks.

Material Participation

Discover how to meet IRS participation tests, track hours, and secure powerful STR tax benefits.

Organize Your Books

Learn simple bookkeeping systems that keep you profitable, audit-ready, and positioned for tax strategies.

Business Bank Account

Set up dedicated accounts and credit cards to separate finances, build credit, and streamline deductions.

Cost Segregation

Coming soon.

1245 Consulting Videos

Join Wes Marby of 1245 Consulting as he breaks down cost segregation for STRs. Learn how professional studies, depreciation timelines, and audit-ready reports unlock major tax savings.

Tax Strategy 365

Get real-world strategies from Ryan of Tax Strategy 365 on the STR loophole and lifetime tax savings.

Related Courses

Cover branding, banking, structure, and tax basics to start strong, protect assets, and set up for long-term success.

Explore creative and traditional financing strategies to fund STR deals confidently, manage risk, and protect your investment.

Learn how to buy STRs with confidence—covering markets, underwriting, expenses, returns, offers, and realtor selection.

Frequently Asked Questions

What is STR Investing?

STR Investing is the education arm of our ecosystem, led by Mark Lumpkin and Taylor Jones. We built it to cut through the noise and give investors straightforward, actionable strategies for short-term rentals. Think of it as your free training ground — from acquisitions and design to operations, amenities, taxes, and beyond. It’s where today’s operators learn the same frameworks top STR pros actually use.

How much do your courses cost?

Nothing. They’re 100% free. We add new lessons regularly so you’re always up to date — but you’ll never have to pay to access them.

Do I need to own a property already to benefit?

No. These courses are designed for both beginners and seasoned operators. You can start learning before you buy — so when the right opportunity comes along, you already know what to do. And if you are ready to buy, our sister company STR Search (led by John Bianchi, “The Airbnb Data Guy”) can help you find and underwrite the right property.

How is this different from free advice on YouTube or TikTok?

Simple: depth and credibility. The STR space is flooded with surface-level tips and “gurus” chasing clicks. We’ve managed and invested in over 140+ properties ourselves. Our lessons are built on real numbers, real systems, and real results — not hype. Every course is structured to give you repeatable frameworks you can actually apply, not just recycled soundbites.

How do I get started after I finish the courses?

If you’re ready to put what you’ve learned into action, the next step is working with John Bianchi and STR Search. That’s where you’ll move from education into execution — finding profitable markets, identifying the right properties, and running the numbers with confidence. Learn more at strsearch.com.

Disclaimer: STR Investing provides educational content, resources, and strategies designed to help short-term rental (STR) investors make smarter decisions. While we share proven frameworks, expert insights, and real-world examples, we do not guarantee the financial performance of any property, portfolio, or investment. Real estate markets are inherently unpredictable, and individual results will vary based on factors such as location, regulations, management practices, financing, and other variables beyond our control. Any tax-related discussions, including topics like depreciation or the STR tax exception, are for educational purposes only. Achieving potential tax benefits requires meeting specific IRS qualifications, and we strongly encourage you to consult with a licensed tax professional or financial advisor before making investment or tax decisions. By accessing our courses, tools, and resources, you acknowledge that all investments carry risk. Past performance is not indicative of future results. STR Investing is not a tax, financial, or legal advisory firm, and the information provided should not be construed as professional advice.

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