Mathew Owens is a CPA, real estate investor, and founder of OCG Capital. He shares with us the strategies behind building a real estate empire that spans more than 1,500 units, over 1,000 home flips, and more than $500 million in loans to investors. Matt has also raised over $200 million in private capital, giving him a unique perspective on what separates successful investors from those who struggle to scale.

We dive into his disciplined approach to investing, including the 200-point due diligence checklist he uses to evaluate opportunities and minimize risk before committing capital. Matt shares lessons learned from decades of experience as both an active operator and passive investor, offering practical insights on finding quality deals, raising private money, building passive income, and creating long-term wealth through real estate. This episode is packed with actionable advice from someone who has successfully navigated nearly every corner of the real estate investing world...

Ashley Romiti serves as Founder and President of GCA1031, who specializes in helping long-term real estate investors navigate the often-overlooked side of investing: the exit. With nearly 15 years in commercial real estate underwriting and advisory, Ashley saw too many retiring landlords and business owners sitting on highly appreciated assets, facing management fatigue and major tax exposure—without fully understanding their options. She breaks down how 1031 exchanges and Delaware Statutory Trusts (DSTs) actually work, how to evaluate risk and income beyond headline returns, and how to transition from active ownership to passive income while preserving capital and deferring taxes. If you’re a seasoned investor thinking about selling, scaling back, or building a smarter long-term wealth plan, this conversation brings clarity to one of the most important (and misunderstood) decisions you’ll make.

In this episode, you will be able to:

• Understand how a 1031 exchange works an...