Passive Income Pilots

#108 - Case Study: Real Estate Professional Status That Held Up in Court with Brandon Hall


Listen Later

In this episode, Tait Duryea flies solo to spotlight a powerful tax strategy many high-income earners overlook: real estate professional status. Featuring Brandon Hall from Hall CPA, this episode breaks down a real tax court victory by a harbor pilot who leveraged a flexible W-2 job schedule to claim REP status and unlock massive tax savings. Discover the legal requirements, the importance of documentation, and how pilots are uniquely positioned to take advantage of this IRS loophole—a must-listen for anyone serious about turning real estate into real tax strategy.


Brandon Hall is a CPA and the founder of Hall CPA, a firm specializing in real estate tax strategy. Known for his deep understanding of IRS code and investor-focused guidance, Brandon walks through a landmark tax court case that underscores how full-time professionals, including pilots, can successfully claim real estate professional status.


Show notes:

(0:00) Intro

(01:13) History of passive activity rules

(02:49) Short-term rentals vs. REP loophole

(04:33) Why pilots are uniquely eligible

(05:29) REP for married couples explained

(06:49) Brandon Hall sets up the case study

(09:12) Mr. Miller's job and schedule details

(13:18) Proving material participation

(16:31) The grouping election mistake to avoid

(19:24) Outro


Connect with Brandon:

  • https://bit.ly/HallCPA  - Recommended CPA for real estate-focused tax strategy



You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.


Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ 

Join our growing community on Facebook: https://www.facebook.com/groups/passivepilots


Check us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/

Follow us on X @IncomePilots: https://twitter.com/IncomePilots

Get our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/


Do you have questions or want to discuss this episode? Contact us at [email protected] 


See you on the next one!


*Legal Disclaimer*


The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.


...more
View all episodesView all episodes
Download on the App Store

Passive Income PilotsBy Tait Duryea and Ryan Gibson

  • 4.9
  • 4.9
  • 4.9
  • 4.9
  • 4.9

4.9

120 ratings


More shows like Passive Income Pilots

View all
BiggerPockets Real Estate Podcast by BiggerPockets

BiggerPockets Real Estate Podcast

16,782 Listeners

The Best Ever CRE Show by Joe Fairless

The Best Ever CRE Show

991 Listeners

Main Street Business by Mark J Kohler and Mat Sorensen

Main Street Business

589 Listeners

Tax Smart Real Estate Investors Podcast by Hall CPA

Tax Smart Real Estate Investors Podcast

413 Listeners

BiggerPockets Money Podcast by BiggerPockets

BiggerPockets Money Podcast

3,083 Listeners

21.FIVE - Professional Pilots Podcast by 21Five Podcast

21.FIVE - Professional Pilots Podcast

324 Listeners

FDX ALPA Podcast by FDX ALPA Podcast

FDX ALPA Podcast

80 Listeners

The SWAPA Number by SWAPA

The SWAPA Number

176 Listeners

Real Estate Rookie by BiggerPockets

Real Estate Rookie

1,837 Listeners

The Lifestyle Investor - Investing, Passive Income, Wealth by Justin Donald

The Lifestyle Investor - Investing, Passive Income, Wealth

288 Listeners

PassivePockets: The Passive Real Estate Investing Show by PassivePockets, Jim Pfeifer, and Left Field Investors

PassivePockets: The Passive Real Estate Investing Show

133 Listeners

Engage: The Podcast for Delta Pilots by Delta MEC Communications

Engage: The Podcast for Delta Pilots

94 Listeners

On The Market by BiggerPockets

On The Market

901 Listeners

Ready 4 Pushback by Nik Fialka

Ready 4 Pushback

746 Listeners

Pilot’s Portfolio by Timothy P. Pope, CFP®

Pilot’s Portfolio

22 Listeners