What if everything you've been told about building wealth is only part of the story? Dr. Dipesh Sitaram was a practicing dental surgeon who discovered that even a high-income career wasn't enough to create true financial freedom. Instead of relying solely on traditional investments like stocks and retirement accounts, he began building a multi-million-dollar portfolio through private real estate and alternative investments—the same types of opportunities that many wealthy investors have used for decades. 

As the founder of Responsible Real Estate and Acuere Capital Partners, Dipesh helps physicians and everyday investors understand how to evaluate private deals, generate passive income, protect their assets, and build long-term wealth with confidence. We explore why diversification matters, how private investments differ from the public markets, the mindset required to think like an investor instead of an employee, and practical strategies for creating financial freedom that exte...

What if you stopped waiting until retirement to start living? Chris Larsen, founder of Next-Level Income, made it his mission to achieve financial freedom after losing his father at a young age and his best friend at just 18. While building a successful career in medical device sales, Chris quietly built a real estate portfolio, starting with his first rental property at age 21 with less than $3,000 down. Over time, his passive income grew to the point where his paycheck became optional.

Today, Chris helps investors build wealth through commercial real estate investments across multifamily, self-storage, car washes, and senior housing, with more than $2 billion in acquisitions since 2016. In this episode, he shares the principles behind his new book, How to Be Financially Free by Forty, and the strategies he used to create financial freedom, lasting wealth, and a life lived on his own terms. 

In this episode, you will be able to:

• Discover how to build lasting wealth throug...

What would it take for you to walk away from a guaranteed pension… and bet on yourself instead? Former United States Navy Chief Petty Officer Tim Kelly made one of the boldest decisions of his life: leaving the military four years before retirement eligibility to pursue true financial freedom through real estate, mindset, and high-performance living.

After spending 15 years leading under pressure in the Navy, he realized he wanted more than just security—he wanted freedom of time, freedom of choice, and the ability to build a life fully on his own terms. That journey led him deep into real estate investing, personal growth, and wealth-building strategies that ultimately helped him become involved in nearly 2,000 commercial real estate units.

Today, he serves on the Board of Directors for Active Duty Passive Income, is a certified High Performance Coach, and co-authored the bestselling book “Military House Hacking,” helping service members, veterans, and entrepreneurs create fina...

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...

What happens when a firefighter working 24-hour shifts decides to build a future through real estate? Thomas St. John, founder of North Corp Capital, who also worked part of his career as a mailman, shares hear how he went from serving his community to building a successful multifamily investment company with over 20 years of experience in the trenches of real estate. 

Starting with his first duplex back in 2006, Thomas steadily scaled his portfolio and eventually created a vertically integrated operation complete with in-house property management. Today, through North Corp Capital, Thomas specializes in multifamily investing, asset syndication, and helping investors grow wealth through strategic, risk-conscious real estate opportunities. 

We dive into the lessons he’s learned about leverage, scaling responsibly, managing risk, and building strong investor relationships over the long haul. If you’re interested in multifamily investing, creating financial freedom outside of a tra...

We take you behind the scenes of our latest multifamily apartment acquisition—a 128-unit building we closed on for $6.6M—and break down every step of the deal: how we found and financed the property, the due diligence, the negotiation process, the renovation strategy, and the property's future. We share the numbers, projected challenges, and value-add opportunities that made this investment worth pursuing, while offering practical insights for both new and experienced investors. If you’ve ever wanted a firsthand look at how successful multifamily deals come together, this episode delivers a transparent, real-world blueprint for building wealth through apartment investing. 

In this episode, you will be able to understand:

• How real estate investing creates wealth through multiple streams — cash flow, appreciation, loan paydown, and tax benefits all work together over time.
• Bigger deals create bigger economies of scale. Multifamily investing allows investors to access oppor...

What if you could build a $60M real estate portfolio without syndications, big money, or insider connections? James Gleeson shares how he went from buying his first rental at 21 to owning 400+ units—using simple, repeatable strategies like BRRRR and value-add investing in his own backyard of St. Louis. 

He breaks down the real lessons, mistakes, and mindset shifts that helped him scale. Now mentoring dozens of investors who’ve collectively closed $50M+ in deals, James proves that building real wealth through real estate is simpler—and more attainable—than most people think.

In this episode, you will be able to:

• Understand why real estate growth is compounding and how scaling becomes easier over time
• Learn how James Gleeson built a $60M portfolio and 400+ units starting from scratch
• Discover how to get started in real estate with limited resources by leveraging relationships and persistence
• Identify the importance of building strong relationships to unlock deals, funding, ...

What does it really take to build an 8-figure business… and survive the crashes along the way? Tom Dunkel is a battle-tested entrepreneur who’s spent nearly 30 years in the trenches of business. He’s built two 8-figure companies, lost six, and raised over $50 million across multiple asset classes. Tom doesn’t just talk about success—he’s lived the full spectrum of wins, setbacks, and hard-earned comebacks. 

Now serving as Managing Director of Eagle Capital, Tom helps investors grow their wealth through operator-backed deals, but his true passion is still building businesses from the ground up. From assembling elite teams to turning chaos into clarity, he brings real-world strategy you won’t find in a textbook. 

We dive into the lessons failure teaches, what separates good operators from great ones, and how to keep pushing forward when things don’t go as planned. Plus, you’ll hear how Tom balances high-stakes business with life outside the office—as a competitive golfer, rock b...

Alex E. Edwards didn’t wait for permission to succeed — he rewrote the rules. After purchasing his first multifamily property in his early twenties, he went on to build a multimillion-dollar real estate company and become the founder of Thumbprint Realty, now the largest Black-owned brokerage in New England. But Alex’s impact goes far beyond transactions. As a TEDx speaker and author of Mortgage Before Marriage, he’s leading a bold conversation: what if financial freedom should come before marriage — not after? 

Through more than 1,200 closed transactions and millions in buyer assistance, Alex has helped turn access into opportunity, especially for single women and first-generation homebuyers who’ve been told to “wait their turn.” In this conversation, we unpack how money stress silently impacts relationships, why equity can strengthen families, and how ownership transforms communities. His mission? Help one million people build legacy before love — because when we change what ...

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...