The Short-Term Rental Loophole and Advanced Cost Segregation with Gian Piazza
Release Date: 09/05/2025
How Deal Queue Cuts Analysis Time by 90% with Dylan Vaccaro
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In this episode, Dylan Vaccaro demonstrates Deal Queue, his AI-powered underwriting platform that transforms the grueling 2-3 hour underwriting process into a streamlined 10-15 minute workflow. Through a live demonstration, Dylan shows how the tool parses rent rolls, T-12s, and offering memorandums from PDFs and Excel files, automatically populating custom financial models while flagging common seller manipulations like miscategorized expenses. Angel emphasizes that underwriting should be treated as a living business plan rather than just an LOI tool, while both discuss the critical importance...
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Recapture Analysis and Long-Term Tax Planning with Diana Gipe
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What happens when you combine syndication education with a deep-dive Q&A about industrial real estate operations—and discover why "ugly buildings that cash flow are sexy"? In this final episode of the three-part series, Daniel Holmlund wraps up his industrial flex space presentation with syndication fundamentals and answers Angel's detailed operational questions. He explains the difference between 506B and 506C offerings, preferred return structures, and how LLC partnerships distribute income and depreciation benefits. Angel dives deep into practical concerns: temperature control...
info_outlineWhat if you could use cost segregation tax benefits with just 100 hours of work instead of 750—and still keep your high-paying W-2 job?
In this advanced episode, Angel Williams continues her conversation with Gian Pia from KBKG to explore sophisticated tax strategies that most investors never discover. Gian reveals the short-term rental loophole that allows W-2 employees to materially participate with only 100 hours instead of the nearly impossible 750-hour real estate professional requirement. They dive into the complexities of 1031 exchanges with carryover basis, why you need a real estate-specialized CPA, and how passive income limitations actually work in practice. This conversation also covers KBKG's audit support services and provides a discount code for listeners ready to implement these strategies.
[00:01 - 06:00] 1031 Exchange Complications and CPA Selection
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How carryover basis and excess basis work in complex exchanges
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Why you need a CPA who specializes specifically in real estate investing
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The critical questions to ask accountants about cost segregation knowledge and willingness
[06:01 - 11:00] Real Estate Professional Status Reality Check
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Why W-2 employees almost never qualify for real estate professional status
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The 750-hour requirement plus the "more than any other business" rule
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How even documented proof may not be enough for IRS approval
[11:01 - 16:00] The Short-Term Rental Game Changer
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How short-term rentals (30-day average stays) fall under hospitality rules
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The 100-hour material participation requirement vs. 750 hours for traditional rentals
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Why this allows high-income W-2 employees to use cost segregation benefits against ordinary income
[16:01 - 21:15] Practical Implementation and Audit Protection
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How passive income limitations work across all rental properties
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KBKG's included audit support services with their $500 software
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Discount code: ACADEMY2025 for 10% off at costsegregation.com
Connect with Gian:
LinkedIn: Gian Piazza (the only one in the world!) https://www.linkedin.com/in/costsegregationservices/
Website: costsegregation.com
Key Quotes:
"There's way too much in the tax code to understand it all unless you niche down and you focus on one or two industries." - Gian Piazza
"Most of the people in the accounting world don't just offer up information to you. You have to ask the right questions to get the information." - Angel Williams
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