Most investors spend their time searching for better deals. Jonathan Greene believes the real advantage comes from building a better mindset.
Jonathan shares how growing up in a real estate investing family shaped his approach to investing. He explains why self awareness, patience, and strong relationships matter just as much as numbers. The conversation also explores old school investing methods that still work today, including talking directly with homeowners, understanding local markets, and knowing when to walk away from a transaction that no longer feels right.
Key Topics
Self awareness and investing success
Avoiding ego driven decisions
Old school ways to find investment opportunities
Mindfulness in business and investing
Why real estate is still a people business
Knowing when to walk away from the wrong deal
Guest Information
Jonathan Greene is a real estate investor, former trial attorney, and host of Zen and the Art of Real Estate Investing.
Website: https://zenandtheartofrealestateinvesting.com
Website: https://trustgreen.com
Social: Trust Green
Call to Action
Learn more at:
https://zenandtheartofrealestateinvesting.com
https://trustgreen.com

Some real estate projects create income. Others create lasting impact.
Dr. Janet Tonkins shares the remarkable journey from being forced out of her family home with her young daughter to building a successful real estate career that has included more than $900 million in transactions.
One of her latest projects is a 74 unit apartment community built specifically for grandparents raising their grandchildren. Janet explains why this type of housing is needed, how the project received support from local and state partners, and why every resident deserves quality housing regardless of whether they receive subsidies.
She also shares lessons on tenant management, relationship building, and why stewardship has become the driving force behind her work.
Key Topics
Growing up in the projects and starting over with nothing
Buying a 23 room triplex with no money down
Creating housing for grandparents raising grandchildren
Building partnerships with government and private developers
Why quality housing matters for every tenant
A new housing project designed for homeless veterans
Stewardship over wealth
Guest Information
Dr. Janet Tonkins is a real estate investor, developer, and educator focused on creating housing that serves communities while building long term wealth.
Website:thecashflowdiva.com
Call To Action
To learn more about Dr. Janet Tonkins and her work, visit:
thecashflowdiva.com

When deals get difficult, communication becomes your greatest asset.
Many commercial real estate sponsors are facing loan extensions, paused distributions, and difficult investor conversations. Commercial real estate attorney Richard Crouch explains how operators can successfully navigate these situations by staying proactive instead of reactive.
Richard discusses what lenders actually expect during loan workouts, why borrowers should arrive with a well prepared proposal, and how honest communication helps maintain trust with investors. He also explains the legal mechanics behind capital calls, the importance of well written operating agreements, and why protecting your reputation today creates opportunities tomorrow.
Key Topics
Communicating effectively with lenders during loan workouts
Preparing proposals before meeting with loan servicers
Keeping investors informed during challenging periods
Understanding capital calls and member dilution
Why operating agreements should anticipate difficult markets
Building a long term reputation through transparency
Guest Information
Richard Crouch is a Partner at Woods Rogers and focuses on commercial real estate law. He advises sponsors on commercial real estate transactions, business formations, loan workouts, governing documents, leasing matters, and related legal issues.
Website
https://www.woodsrogers.com
Call to Action
Learn more about Richard Crouch and connect through his attorney profile at Woods Rogers.

Is your rental portfolio working as hard as you think it is?
Many landlords celebrate growing equity, but Chris Lopez explains why that equity may actually be producing very little cash flow. This episode explores a different way to measure performance by looking at return on equity instead of only cash on cash returns.
Chris walks through the simple framework he uses every year to evaluate every rental property. He explains when it makes sense to keep a property, refinance it, or sell it and reinvest elsewhere. Along the way, he discusses common mistakes landlords make, including charging below market rents, becoming overly focused on taxes, and carrying too much idle equity.
Key Topics
Why return on equity gives a clearer picture of portfolio performance
The Keep, Refi, Sell framework for annual portfolio reviews
How below market rents reduce long term returns
Why conservative leverage can reduce risk
When paying taxes may actually be the better investment decision
Guest Information
Chris Lopez is a real estate investor, broker, software founder, and podcast host who helps landlords optimize rental portfolios for stronger cash flow.
Website: PropertyLlama.com
Call to Action
Learn more about PropertyLlama by visiting PropertyLlama.com and review your own rental portfolio using Chris's annual framework.

Chris Reece joins Dave Dubeau to explain how cannabis real estate financing works and why his company focuses on lending against commercial properties instead of investing directly in cannabis businesses.
Chris breaks down how cultivation facilities and dispensaries differ, why state regulations matter, and how his team evaluates every deal with conservative underwriting. Rather than relying on the value of expensive cannabis equipment and building improvements, they assume cannabis disappears and lend only against the property's traditional commercial value.
The conversation also explores how changes in federal scheduling affect operators, why banking reform remains important, and how investors can use cannabis real estate as a way to diversify their portfolios while generating monthly income.
Key Topics
Why cannabis businesses often cannot access bank financing
Financing cultivation facilities versus dispensaries
Conservative underwriting that assumes cannabis has no value
Evaluating operators alongside the real estate
How recent regulatory changes affect the industry
Using cannabis real estate to diversify investment portfolios
Guest Information
Chris Reece is the founder of MJ REIT, a firm that provides commercial real estate financing for cannabis related properties across multiple states.
Website:www.mj-REIT.com
Newsletter:www.mj-REIT.com/events
Call to Action
Visit www.mj-REIT.com/events to sign up for the monthly newsletter and learn more about MJ REIT. If the strategy fits your investment goals, schedule a conversation with Chris and his team.

Joe Evangelisti joins Dave Dubeau to explain why he shifted away from high volume residential investing and into commercial real estate.
Joe shares how his team transforms older office buildings into medical office space by making strategic improvements that attract higher quality tenants. He also walks through a recent project where simple renovations nearly doubled rental income and significantly increased the property's value.
The discussion covers commercial deal sourcing, creative seller financing, long term ownership, and why experienced residential investors may already have many of the skills needed to succeed in commercial real estate.
Key Topics
Moving from house flipping into commercial investing
Developing Class A self storage facilities
Converting traditional office buildings into medical office space
Finding off market commercial opportunities through broker relationships
Using seller financing in commercial transactions
Building long term wealth with fewer transactions
Guest Information
Joe Evangelisti is a real estate investor and developer based in New Jersey. He focuses on value add commercial properties, particularly medical office conversions, and enjoys helping residential investors expand into commercial real estate.
Contact Joe
Phone: 856 244 1036
Call to Action
If you are working on commercial opportunities or want to explore adding commercial real estate to your investing business, Joe welcomes phone calls and text messages to discuss deals and underwriting.

Industrial real estate is changing faster than many investors realize. From data centers and semiconductor manufacturing to flexible industrial buildings and pickleball facilities, Chad Griffiths explains why this once-overlooked asset class has become an important part of today's real estate market.
In this episode, Dave and Chad explore what industrial real estate actually is, how it compares to multifamily investing, and why longer leases with business tenants create a different investment experience. Chad also shares lessons from his own portfolio, including the challenges of replacing a single tenant and why understanding the risks is just as important as understanding the rewards.
Key Topics
How industrial real estate has evolved over the last five years
Why data centers are becoming a major part of industrial real estate
The differences between industrial and multifamily investing
Why corporate tenants often sign longer leases
The benefits and risks of single-tenant industrial properties
Why industrial investing is different rather than better
Guest Information
Chad Griffiths is an industrial real estate broker, investor, and host of The Industrial Real Estate Show. Based in Edmonton, Alberta, he specializes in industrial properties while sharing market insights with investors across North America.
Resources Mentioned
The Industrial Real Estate Show podcast
Chad's YouTube channel
Chad on X
Chad on LinkedIn
Call to Action
Connect with Chad through The Industrial Real Estate Show, his YouTube channel, or his social media to continue learning about industrial real estate.

Finding great investments is important. Finding the right operators may be even more important.
Description
Senate Eskridge shares why he shifted away from operating apartment syndications and into managing a fund of funds that gives investors access to multiple investment opportunities across different industries.
He explains how his role has changed from managing properties to carefully evaluating operators and guiding investors toward opportunities that fit their goals. Senate also walks through the five stage due diligence process his investment group uses before presenting any opportunity, including independent underwriting, background checks, and a final personal test where he asks whether he would invest his own mother's money.
The conversation also covers how free education through webinars, conferences, and podcasts has helped him build trust with new investors while creating lasting relationships.
Key Topics
Transition from apartment syndications to a fund of funds model
The difference between traditional funds and flexible funds
Why operator quality matters more than asset class expertise
The five levels of due diligence used before presenting investments
Using free education to attract and serve investors
Building investor relationships through trust instead of selling
Guest Information
Senate Eskridge
Fund of Funds Manager
Website: meetsenate.com
Active across social media with links available through his website.
Call to Action
Visit meetsenate.com to connect with Senate, access his social profiles, download his contact information, or schedule a conversation.

Residential assisted living combines real estate with one of the fastest growing demographic trends in the country.
In this episode, Isabelle Guarino explains how investors can own large residential properties that are renovated specifically for assisted living and lease them to experienced operators for substantially higher rental income than traditional single family homes.
She also shares how some investors choose to own both the real estate and the business while building systems that allow them to manage operations through a licensed administrator instead of handling daily care themselves.
The conversation explores property selection, ideal markets, renovation strategies, liability concerns, and the long term demand created by an aging population and the growing shortage of assisted living beds.
Key Topics
What residential assisted living really is
Landlord versus owner operator investment models
Choosing markets based on where adult children live
Renovating luxury homes for assisted living
A real example of increased rental income
Risks and liability considerations
The growing demand for senior housing and caregivers
Guest Information
Isabelle Guarino
Second generation residential assisted living investor, educator, and operator.
Website: RAL101.com
Free books, webinars, educational resources, and scheduling information are available through the website.
Call to Action
Visit RAL101.com to download free educational resources, access webinars, and schedule a conversation to learn more about residential assisted living.

When markets become difficult, many investors step back. Feras Moussa explains why his team believes this could be one of the best buying opportunities in years.
Description
Feras Moussa joins Dave Dubeau to discuss how Disrupt Equity has navigated today's multifamily market while continuing to grow its operations.
With experience spanning more than a billion dollars in real estate transactions, Feras shares how his company approaches acquisitions, lender negotiations, investor communication, and long-term property management. He also explains why today's discounted pricing is creating opportunities for experienced operators who are prepared to act.
The conversation also explores how lessons from the technology industry helped shape Disrupt Equity's culture, leadership, and operational systems, giving the company a different perspective on managing both people and properties.
Key Topics
Why today's market may present exceptional buying opportunities
Lessons learned from rising interest rates and lender negotiations
How syndications work for passive investors
Building investor confidence through communication and education
Why successful operators matter more than perfect properties
Applying technology company principles to real estate operations
Guest Information
Feras Moussa
Co-Founder, Disrupt Equity
Website: DisruptEquity.com
Call to Action
Visit DisruptEquity.com to learn more about the company, current investment opportunities, and educational resources.

Affordable housing continues to be one of the biggest challenges across the country. Caleb Landon explains why mobile home parks continue to stand out as an investment opportunity while remaining one of the lowest cost housing options available.
In this episode, Caleb shares why he chose mobile home parks after working in acquisitions, how value add strategies create investor returns, and why resident owned homes help reduce operating costs. He also discusses common misconceptions, how he finds deals, and the risks every investor should understand.
Key Topics
Why mobile home parks have remained attractive over the past decade
The opportunity created by below market lot rents
Why resident owned homes improve operations
Common misconceptions about mobile home parks
Risks including tornadoes, hurricanes, and stagflation
Finding deals through broker relationships and online marketplaces
Guest Information
Caleb Landon is the founder of Landing Capital Group and invests in mobile home parks across Michigan, Iowa, and Texas.
Website:LandingCapitalGroup.com
Connect with Caleb
Visit LandingCapitalGroup.com to learn more or contact Caleb directly through the website.

One market downturn can reveal every weakness in a capital raising strategy.
In this episode, Dave Dubeau sits down with securities attorney Darin Mangum to discuss what real estate investors can learn from the 2008 financial crisis and the more recent challenges in the multifamily market. Darin explains why proper legal preparation is about more than paperwork. It is about protecting your business when markets become unpredictable.
The conversation covers common mistakes investors make when raising capital, how websites and social media can unintentionally create legal problems, and why understanding the rules before launching an offering can provide valuable peace of mind. Darin also shares practical marketing ideas that help investors build relationships before presenting investment opportunities.
Key Topics
Lessons from the 2008 financial crisis
Mistakes made during the 2022 and 2023 multifamily slowdown
Why legal preparation provides peace of mind
Website and social media mistakes investors should avoid
Accredited investor considerations
Building relationships before presenting investment opportunities
An overview of Darin's new book, Raising Capital with Confidence
Guest Information
Darin Mangum is a securities attorney who helps real estate investors structure syndications, private funds, and capital raises. He has practiced law for more than 26 years and recently published Raising Capital with Confidence.
Website: https://mangum.law
Connect with Darin on LinkedIn.
Call to Action
Visit https://mangum.law to learn more about Darin's work, download free excerpts from Raising Capital with Confidence, and find links to purchase the book.

The multifamily market has changed dramatically, but opportunity still exists for investors who are willing to adapt.
In this episode, Dave Dubeau talks with experienced multifamily investor Mike Desrosiers about what he's seeing in today's market, how his investment strategy has evolved, and why flexibility has become one of the most valuable skills for investors.
Mike shares why his team has reduced its focus on traditional value add properties, why stabilized Class A apartments are becoming more attractive, and how student housing has remained resilient through changing market conditions.
They also discuss today's capital raising environment, investor confidence, education, and why transparency is more important than ever when working with passive investors.
Key Topics
The current state of multifamily investing
Why value add strategies have slowed
The shift toward stabilized Class A properties
Student housing performance
Raising private capital in today's market
Educating investors through transparency
Networking and building investor relationships
Staying flexible as markets change
Guest Information
Mike Desrosiers is a multifamily investor, capital raiser, and asset manager with investments across Texas, Kansas City, Las Vegas, Portland, Oklahoma, and other markets. He works with multiple general partner teams and helps investors participate in larger apartment communities.
Website:GrowCapToday.com
Call to Action
Visit GrowCapToday.com to learn more about Mike's investment portfolio, schedule a call, and connect directly.

Most investors follow the crowd.
Bill Faeth prefers to go the other direction.
In this episode, Dave Dubeau sits down with short term rental investor Bill Faeth to discuss why today's best opportunities often exist where fewer investors are looking. Bill shares how he evaluates markets, why he focuses on destination properties, and how his marketing strategy extends well beyond Airbnb and Vrbo.
They also discuss market regulations, rental arbitrage, tax benefits, appreciation, and why successful investors should understand their long term goals before purchasing any property.
If you are interested in short term rentals, this conversation offers a practical look at building a portfolio with intention instead of simply following market trends.
Key Topics
Finding opportunities in overlooked markets
Investing in destination properties
Why off platform marketing matters
Looking beyond Airbnb and Vrbo
The four drivers of real estate wealth
Why Bill avoids rental arbitrage
Choosing markets with established regulations
Building a portfolio that supports your long term goals
Guest Information
Bill Faeth is a real estate entrepreneur, short term rental investor, hotel owner, educator, and founder of the Build Short Term Rental Wealth community. His portfolio includes destination properties, hotels, and unique vacation rentals across multiple markets.
Instagram:@BillFaith73
Facebook Group:Build Short Term Rental Wealth
Call to Action
Connect with Bill on Instagram at @BillFaith73, send him a direct message with your questions, or join the Build Short Term Rental Wealth Facebook community to continue learning about short term rental investing.

Building a rental portfolio doesn't have to become a second full-time job.
In this episode, Dave Dubeau talks with Matthew Sioum from Rent to Retirement about how turnkey real estate investing allows busy professionals to purchase rental properties without managing renovations or building an investing team from scratch.
Matthew explains how the company helps investors identify properties, connect with lenders, property managers, insurance providers, and other professionals, while also discussing the differences between new construction and turnkey rehab opportunities.
The conversation also explores expected returns, builder incentives, long-term investing strategies, and why many investors choose consistency over chasing rapid appreciation.
Whether you're buying your first rental property or looking to expand your portfolio, this episode provides a practical overview of how turnkey investing works.
Key Topics
What turnkey real estate investing really means
New construction versus turnkey rehab properties
How Rent to Retirement supports remote investors
Builder relationships and investor incentives
Typical investment returns
Who turnkey investing is best suited for
Vetting property managers
Building a long-term rental portfolio
Guest Information
Matthew Sioum is a member of the executive team at Rent to Retirement, a nationwide turnkey real estate investment company that helps investors purchase professionally vetted rental properties and connect with trusted local teams.
Website:
Rent2Retirement.com
Call to Action
Visit Rent2Retirement.com to browse available inventory, review property information, and schedule a conversation with one of the company's investment strategists.