Search a title or topic

Over 20 million podcasts, powered by 

Player FM logo
Artwork

Content provided by Jeremiah Boucher and Marty Grizzanti. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Jeremiah Boucher and Marty Grizzanti or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://staging.podcastplayer.com/legal.
Player FM - Podcast App
Go offline with the Player FM app!

Understanding 1031 Exchanges: A Key Tax Strategy for Real Estate Investors with Jeremiah Boucher (Patriot Holdings CEO)

25:40
 
Share
 

Manage episode 485691674 series 3404351
Content provided by Jeremiah Boucher and Marty Grizzanti. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Jeremiah Boucher and Marty Grizzanti or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://staging.podcastplayer.com/legal.

Jeremiah Boucher built a $400 Million portfolio of commercial assets (self-storage facilities, mobile home parks, industrial assets) from zero, through constant improvement, investing ahead of the curve, and hard work & execution.

In this episode:

  • 1031 Exchanges Are a Tax Deferral Strategy, Not a Tax-Free Loophole: They allow investors to defer capital gains and depreciation recapture taxes when selling investment or business-use property, provided the proceeds are reinvested into like-kind property.
  • Bonus Depreciation Benefits Are Shrinking: Recent reductions in bonus depreciation have made 1031 exchanges a much more attractive strategy for investors looking to manage capital gains and recapture taxes.
  • Depreciation Recapture Can Have Major Tax Implications: Investors pay 25% tax on regular straight-line depreciation recapture, and up to 37% on accelerated (“bonus”) depreciation recapture when selling—a potentially huge tax bill.
  • When to Use a 1031 Exchange: Ideal scenarios include maxing out value or depreciation of a property, seeking less management-intensive investments, avoiding major capital expenditures, upgrading tenant stability, or finding better cash flow.
  • Five Major Rules Must Be Followed: These include acquiring like-kind property, adhering to strict identification (45 days) and closing (180 days) timelines, and using a qualified intermediary to hold the sale proceeds.
  • Qualified Intermediaries Play a Critical Role: The QI must hold your funds in a separate trust or escrow account with you as the beneficiary—failure to use a reputable QI could result in loss of your exchange funds.
  • Not All Properties Qualify: Only investment or business-use properties are eligible; primary residences and most vacation homes do not qualify unless they’ve been used as rentals under specific rules.
  • Passive 1031 Exchange Options: Investors can exchange into Delaware Statutory Trusts (DSTs), triple net (NNN) leased properties, or Tenant-in-Common (TIC) interests for more hands-off investments.
  • Pitfalls and Mistakes to Avoid: Touching the proceeds before they go to the QI, missing deadlines, or failing to match or exceed the value of the replacement property can all disqualify the exchange.
  • 1031 and Legacy Wealth :Continuously exchanging into higher-value properties lets investors avoid taxes during their lifetime, and heirs receive a step-up in basis upon death—making gains effectively tax-free generationally.

Are you interested in investing in Commercial Real Estate? Learn more at www.patriotholdings.com

  continue reading

60 episodes

Artwork
iconShare
 
Manage episode 485691674 series 3404351
Content provided by Jeremiah Boucher and Marty Grizzanti. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Jeremiah Boucher and Marty Grizzanti or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://staging.podcastplayer.com/legal.

Jeremiah Boucher built a $400 Million portfolio of commercial assets (self-storage facilities, mobile home parks, industrial assets) from zero, through constant improvement, investing ahead of the curve, and hard work & execution.

In this episode:

  • 1031 Exchanges Are a Tax Deferral Strategy, Not a Tax-Free Loophole: They allow investors to defer capital gains and depreciation recapture taxes when selling investment or business-use property, provided the proceeds are reinvested into like-kind property.
  • Bonus Depreciation Benefits Are Shrinking: Recent reductions in bonus depreciation have made 1031 exchanges a much more attractive strategy for investors looking to manage capital gains and recapture taxes.
  • Depreciation Recapture Can Have Major Tax Implications: Investors pay 25% tax on regular straight-line depreciation recapture, and up to 37% on accelerated (“bonus”) depreciation recapture when selling—a potentially huge tax bill.
  • When to Use a 1031 Exchange: Ideal scenarios include maxing out value or depreciation of a property, seeking less management-intensive investments, avoiding major capital expenditures, upgrading tenant stability, or finding better cash flow.
  • Five Major Rules Must Be Followed: These include acquiring like-kind property, adhering to strict identification (45 days) and closing (180 days) timelines, and using a qualified intermediary to hold the sale proceeds.
  • Qualified Intermediaries Play a Critical Role: The QI must hold your funds in a separate trust or escrow account with you as the beneficiary—failure to use a reputable QI could result in loss of your exchange funds.
  • Not All Properties Qualify: Only investment or business-use properties are eligible; primary residences and most vacation homes do not qualify unless they’ve been used as rentals under specific rules.
  • Passive 1031 Exchange Options: Investors can exchange into Delaware Statutory Trusts (DSTs), triple net (NNN) leased properties, or Tenant-in-Common (TIC) interests for more hands-off investments.
  • Pitfalls and Mistakes to Avoid: Touching the proceeds before they go to the QI, missing deadlines, or failing to match or exceed the value of the replacement property can all disqualify the exchange.
  • 1031 and Legacy Wealth :Continuously exchanging into higher-value properties lets investors avoid taxes during their lifetime, and heirs receive a step-up in basis upon death—making gains effectively tax-free generationally.

Are you interested in investing in Commercial Real Estate? Learn more at www.patriotholdings.com

  continue reading

60 episodes

All episodes

×
 
Loading …

Welcome to Player FM!

Player FM is scanning the web for high-quality podcasts for you to enjoy right now. It's the best podcast app and works on Android, iPhone, and the web. Signup to sync subscriptions across devices.

 

Copyright 2025 | Privacy Policy | Terms of Service | | Copyright
Listen to this show while you explore
Play