EP234: How to Turn a 1031 Exchange Into Passive Real Estate Income – Ashley Romiti

by | The Wealth Flow Podcast

What if you could step away from managing rental properties without immediately giving up the tax advantages you’ve spent years building? Ashley Romiti breaks down how 1031 exchanges, Delaware Statutory Trusts (DSTs), and 721 UPREIT strategies can help real estate investors transition from active ownership toward more passive investments. She explains the critical 45- and 180-day exchange rules, how to evaluate DST sponsors and underlying real estate, and why diversification, liquidity, and long-term planning matter when choosing a strategy. Tune in to learn how these tools can help investors reposition their portfolios, defer capital gains, and prepare for the next phase of their investment journey.

 

Key Takeaways To Listen For

  • What investors should investigate before choosing a DST sponsor

  • Why knowing the underlying real estate matters 

  • How a 721 UPREIT differs from a traditional DST strategy

  • Main reasons why liquidity should factor into every DST and 721 decision

  • Oil and gas royalties: how they can fit into certain 1031 exchange strategies

 

Resources/Links Mentioned In This Episode

 

About Ashley Romiti

Ashley Romiti is the Founder and President of GCA1031, specializing in 1031 exchanges and Delaware Statutory Trusts (DSTs) for long-term real estate owners navigating the transition from active property management to passive investing. With more than 13 years of real estate experience, Ashley began her career as an investment property agent and has personally underwritten more than $500 million in real estate transactions, developing deep expertise in property financials, debt structures, market fundamentals, and exit strategies. Today, she applies that same asset-level underwriting discipline to evaluating DST opportunities, taking an independent, sponsor-agnostic approach that prioritizes real estate fundamentals, risk, diversification, sustainable income, and long-term flexibility. Through GCA1031, Ashley works primarily with retiring landlords, longtime property owners, and families seeking thoughtful strategies for simplifying ownership, preserving wealth, and planning their next chapter while collaborating closely with their CPAs, attorneys, and Qualified Intermediaries.

 

Connect with Ashley

 

This is for informational purposes only, does not constitute as investment advice, and is not legal or tax advice. Please consult the appropriate professional regarding your individual circumstance.

 

Securities offered through Concorde Investment Services, LLC (CIS), member FINRA/SIPC. GCA 1031 is independent of CIS. Concorde is headquartered at 3909 Research Park Drive, Suite 200, Ann Arbor, MI 48108. Phone: (248) 824-6710. Ashley Romiti can be contacted at (949) 235-5606 or info@GCA1031.com. 

 

Connect With Us

If you’re looking to invest your hard-earned money into cash-flowing, value-add assets, reach out to us at https://slipstreamaii.com/. 

 

Follow Keith’s social media pages

Discuss your investment questions & goals to

find out if Passive Investing is right
for you!
Mobile Home Parks Investing free download by Slipstream AI Infrastructure

Download Your FREE Copy:

Why Investing in Mobile Home Parks
Beats Investing in Apartment Complexes

By: Keith Borie, Slipstream AI Infrastructure

"*" indicates required fields

Name*

Discuss your investment questions & goals to

find out if investing with Slipstream AI is a fit for you!