Passive Income Pilots

#97 - Creative Deal Structuring: Smart Real Estate Strategies with Chris Prefontaine


Listen Later

In this episode, Tait Duryea and Ryan Gibson dive into creative real estate financing with Chris Prefontaine, founder of Smart Real Estate Coach. Chris shares powerful strategies like seller financing, subject-to deals, and lease purchases, revealing how investors can acquire properties without banks—even in today’s high-interest rate environment. Learn how to find off-market properties, negotiate seller carrybacks, and unlock hidden real estate opportunities.


Chris Prefontaine is the chairman and founder of Smart Real Estate Coach, with over 30 years of experience in the real estate industry. Since 1991, he has built, brokered, and invested in properties across various asset classes. After weathering the 2008 financial crash, he shifted his focus to creative financing strategies, specializing in seller financing, lease purchases, and subject-to deals. Through Smart Real Estate Coach, Chris mentors investors across North America, helping them structure profitable real estate transactions without relying on banks. 


Show notes:

(0:00) Intro

(06:21) What is seller financing?

(10:26) Why sellers agree to carry the note—the hidden tax benefits

(19:41) Seller vs. buyer perspective

(24:19) How to find free-and-clear properties for seller financing

(38:02) The key to negotiating seller financing terms

(44:00) What is a Subject-To (Sub-To) deal?

(49:18) How to invest passively vs. actively in real estate

(52:29) Outro


Connect with Chris Prefontaine:

  • LinkedIn: https://www.linkedin.com/in/chrisprefontaine 
  • Website: https://wickedsmartbooks.com/PIP 



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

16,786 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

412 Listeners

BiggerPockets Money Podcast by BiggerPockets

BiggerPockets Money Podcast

3,087 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

286 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

902 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