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Planning with the Short Term Rental Loophole with Bill Hampton
In Episode 67 of the Real Life Planning Podcast, Cynthia Meyer, CFA®, CFP®, ChFC®, talks to Bill Hampton of Hampton Tax and Financial Services about tax planning with the short-term rental “loophole.” Tune in for an educational overview on property criteria, material participation, cost segregation studies, bonus depreciation, and how to avoid common mistakes when treating your short term rental activity as nonpassive. Educational purposes only - please see your tax professional for tax advice.
This week on Real Life Planning Podcast:
💡 What is the short-term rental loophole — and how does it work? [00:02:26]
💡 What qualifies as material participation for short-term rentals? [00:03:50]
💡 How can cost segregation and bonus depreciation reduce your tax bill? [00:04:55]
💡 What are common mistakes investors make with this tax strategy? [00:14:05]
💡 What should you know before selling a property where you’ve taken bonus depreciation? [00:19:26]
Takeaway Quotes:
"You don’t physically have to be at the property. With smart locks and tech, you can manage short-term rentals remotely and still qualify for material participation." — Bill Hampton
"Depreciation recapture is one of those things that can surprise people—especially if they didn’t plan ahead when they sold the property." — Cynthia Meyer
"You can learn more from following a great mentor for a week than from years of trial and error." — Bill Hampton
Connect with Bill Hampton:
- Website: hamptonfinancialllc.com
- Free consultation & newsletter available on site.
Connect with Real Life Planning:
- X
- Email: [email protected]
About the Real Life Planning Podcast
Hosts Cynthia Meyer and Vekevia Tillman-Jones explore practical steps for real estate investors to build financial freedom and make working for someone else optional.
The ReaL Life Planning Podcast is for educational purposes only. None of the information discussed is intended as investment, tax, accounting, or legal advice, nor as an offer or solicitation of an offer to buy or sell, or as an endorsement of any company, security, fund, real property, or other securities or non-securities offering.
Real Life Planning, LLC is an Investment Advisor registered with the States of New Jersey, New York, Texas, Virginia, and California. All views, expressions, and opinions included in this communication are subject to change. This communication is not intended as an offer or solicitation to buy, hold or sell any financial instrument or investment advisory services. Any information provided has been obtained from sources considered reliable, but we do not guarantee the accuracy, or completeness of, any description of securities, markets or developments mentioned. Our current disclosure brochure, Form ADV Part 2, is available for your review upon request, and on our website, REALLIFEPLANNING.COM.
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By Cynthia MeyerIn Episode 67 of the Real Life Planning Podcast, Cynthia Meyer, CFA®, CFP®, ChFC®, talks to Bill Hampton of Hampton Tax and Financial Services about tax planning with the short-term rental “loophole.” Tune in for an educational overview on property criteria, material participation, cost segregation studies, bonus depreciation, and how to avoid common mistakes when treating your short term rental activity as nonpassive. Educational purposes only - please see your tax professional for tax advice.
This week on Real Life Planning Podcast:
💡 What is the short-term rental loophole — and how does it work? [00:02:26]
💡 What qualifies as material participation for short-term rentals? [00:03:50]
💡 How can cost segregation and bonus depreciation reduce your tax bill? [00:04:55]
💡 What are common mistakes investors make with this tax strategy? [00:14:05]
💡 What should you know before selling a property where you’ve taken bonus depreciation? [00:19:26]
Takeaway Quotes:
"You don’t physically have to be at the property. With smart locks and tech, you can manage short-term rentals remotely and still qualify for material participation." — Bill Hampton
"Depreciation recapture is one of those things that can surprise people—especially if they didn’t plan ahead when they sold the property." — Cynthia Meyer
"You can learn more from following a great mentor for a week than from years of trial and error." — Bill Hampton
Connect with Bill Hampton:
- Website: hamptonfinancialllc.com
- Free consultation & newsletter available on site.
Connect with Real Life Planning:
- X
- Email: [email protected]
About the Real Life Planning Podcast
Hosts Cynthia Meyer and Vekevia Tillman-Jones explore practical steps for real estate investors to build financial freedom and make working for someone else optional.
The ReaL Life Planning Podcast is for educational purposes only. None of the information discussed is intended as investment, tax, accounting, or legal advice, nor as an offer or solicitation of an offer to buy or sell, or as an endorsement of any company, security, fund, real property, or other securities or non-securities offering.
Real Life Planning, LLC is an Investment Advisor registered with the States of New Jersey, New York, Texas, Virginia, and California. All views, expressions, and opinions included in this communication are subject to change. This communication is not intended as an offer or solicitation to buy, hold or sell any financial instrument or investment advisory services. Any information provided has been obtained from sources considered reliable, but we do not guarantee the accuracy, or completeness of, any description of securities, markets or developments mentioned. Our current disclosure brochure, Form ADV Part 2, is available for your review upon request, and on our website, REALLIFEPLANNING.COM.