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On this week’s episode, Kent is joined by Paul Moore. Paul shares his unconventional journey from Ford Motor Company to building and selling a business, before discovering his passion for real estate and eventually founding Wellings Capital. He breaks down how his firm evaluates hundreds of operators to find only the best opportunities, why diversification across asset types and capital stack is key, and how to spot “intrinsic value” in deals that others overlook. Paul also explains the role of preferred equity in today’s market and highlights the importance of focus, integrity, and learning from past mistakes.
Where to find Paul:
Key Takeaways
Books mentioned
Check us out on socials:
Youtube
https://hudsoninvesting.com/
Production by Outlier Audio
On this week’s episode, Kent is joined by Andrew Cushman. Andrew shares his journey from chemical engineer to full-time multifamily investor, with more than 3,000 units syndicated and repositioned. He explains why chasing “rough C” properties created more risk and headaches than reward, why class B assets offer the best risk-adjusted returns, and how probabilistic thinking guides his underwriting and debt strategy. Andrew also dives into the importance of fixed-rate financing, downside protection, and why he takes pride in never losing investor money even through volatile cycles.
Where to find Andrew:
LinkedIn: https://www.linkedin.com/in/andrewcushmanvpa/
Website: https://vpacq.com/
Key Takeaways
Books mentioned
Check us out on socials:
Youtube
https://hudsoninvesting.com/
Production by Outlier Audio
On this week’s episode, Kent is joined by Michael Blank. Michael shares his winding path from software IPO riches to a painful restaurant collapse, the light-bulb moment that multifamily creates true “mailbox money,” and how a Who-Not-How mindset lets new investors scale without waiting for decades of experience or their own capital. He breaks down the most common limiting beliefs, the step-by-step “dealmaker” approach he teaches, and the underwriting levers passive investors should question (exit cap, debt, reserves, real vacancy in value-add). They wrap with why today’s risk-adjusted returns in multifamily look stronger than two years ago and how tiny daily actions—and clarity—beat “massive action” every time.
Where to find Michael:
Website: https://TheMichaelBlank.com
Instagram: https://instagram.com/themichaelblank
Facebook: https://www.facebook.com/themichaelblank
LinkedIn: https://linkedin.com/in/mblank1
Youtube: https://youtube.com/user/ApartmentInvesting
Twitter: https://twitter.com/themichaelblank
Link to Book “Financial Freedom with Real Estate Investing”: https://bit.ly/3E1d3xG
Key Takeaways
Books mentioned:
Michael’s resources & free scaling course: https://thefreedompodcast.com/kent
Check us out on socials:
Youtube
https://hudsoninvesting.com/
Production by Outlier Audio
On this week’s episode of Ritter on Real Estate, Kent Ritter interviews John Casmon. They break down a real case study: a 2019-built, B-class Louisville asset bought in 2021 where the team created value through operations and paired the plan with stable, assumed fixed-rate debt. John shares how they tightened collections, navigated a surprise tax reassessment, and used a “process, people, partner” framework to sharpen property management. They wrap with why Midwest absorption/supply dynamics matter and how conservative underwriting created multiple ways to win.
Check us out on socials:
Youtube
https://hudsoninvesting.com/
Production by Outlier Audio
On this week’s episode, Kent is joined by Jonathan Greene, longtime investor and host of Zen and the Art of Real Estate Investing. Jonathan shares how growing up learning real estate “old school” from his attorney-investor father shaped his bias toward action, diversification, and treating each property like a business. He explains why many busy, high-income earners should start with passive syndications, what he vets first (the operator and the debt), and how fixed-rate, longer-term loans align risk with the hold period. The conversation closes with mindset, legacy, and teaching the next generation about money and real estate.
Check us out on socials:
Youtube
https://hudsoninvesting.com/
Production by Outlier Audio
On this week’s episode of Ritter on Real Estate, Kent Ritter interviews Lon Welsh. They unpack Lon’s “four pillars of diversification” framework—asset class, geography, strategy, and sponsor—digging into why he favors multifamily for stability, mid-size industrial for supply–demand gaps, and budget extended-stay hospitality for resilient demand. Lon explains blending value-add (for depreciation and cash flow) with ground-up development, and why property management selection is the single biggest driver of outcomes. The conversation also covers geographic risk (policy shifts, disasters) and why a Midwest/Sunbelt mix can smooth the ride for passive investors.
IrontonCapital.com
IrontonCapital.com/linkedin
IrontonCapital.com/facebook
IrontonCapital.com/youtube
Check us out on socials:
Youtube
https://hudsoninvesting.com/
Production by Outlier Audio
On today's episode of Ritter On Real Estate, We chat with Robert Preston. Robert Preston is the CEO and co-founder of Climb Capital, a real estate investment firm specializing in RV parks. With a background in aviation and a former career as a Marine Corps pilot, Preston transitioned into real estate investing, focusing on value-add opportunities in niche markets like RV parks. Under his leadership, Climb Capital has successfully acquired and managed multiple RV parks across the United States, leveraging the growing demand for affordable, flexible living spaces. Preston is known for his hands-on approach to investing and his commitment to helping investors achieve passive income through alternative real estate assets. Welcome Robert!
- Why RV parks are a great investment
- Why the Sunbelt is ideal for investing in RV parks
- Robert’s operational model: Highlighting the key parts
- Examples from companies like Bambi and Century in RV park operations
- Pros and cons of owning an RV park
- Easy improvements that can be added to parks
If you're interested in learning more about investing in RV parks or want to get in touch with today's guest, Robert Preston, you can visit his company’s website at ClimbCapital.com
Check us out on socials:
Youtube
https://hudsoninvesting.com/
Production by Outlier Audio
On today's episode of Ritter On Real Estate, We chat with Jim Pfeifer. Jim founded Left Field Investors which is now PassivePockets. Formerly a financial advisor, Jim is committed to sharing his knowledge with others eager to explore alternative ways to grow wealth. Jim believes in Community Personal Finance and works with PassivePockets to promote passive investment in real estate syndications through knowledge sharing, networking, and continuous learning. Passive Pockets Invetor Community collectively reviews and discusses investing opportunities, ensuring well-informed decisions and access to unique prospects. Jim has a diverse professional background and holds degrees in Finance & Marketing. He resides in Dublin, Ohio, with his family. Welcome to the show again, Jim!
Key Points From The Episode:
- Jim's background in finance, becoming an accidental landlord.
- Partners with Bigger Pockets (Passive Pockets).
- What Passive Pockets is and the value it offers.
- Changing people's mindset towards retirement with Passive Pockets.
- The impact of rate cuts on Passive Pockets.
- The supply cliff.
- Paper vs. real assets.
Learn more about Passive Pockets here: https://passivepockets.com/
Check us out on socials:
Youtube
https://hudsoninvesting.com/
Production by Outlier Audio
On today's episode of Ritter On Real Estate, we chat with 2-time guest Russ Morgan founder of Wealth Without Wall Street. Founder and Partner, Russ Morgan, is known as “The Idea Guy.” Russ began his professional career as an investment advisor in 2004 after graduating from Auburn University — a slight foray from 10-year-old Russ’ dream of becoming a professional baseball pitcher. After obtaining his CFP in 2008, Russ started IBC the following year, and eventually went on to found Wealth Without Wall Street in 2015. Wealth Without Wall Street is an online community that seeks to re-educate business owners & families how money truly works. Our goal is to teach people how to enhance savings, increase cash flow and create passive income all without the help of Wall Street. The secret to doing this is having your money work for you, not someone else. Welcome back to the show Russ!
Key Points From The Episode:
- Russ's new book, who it's for, and what they will learn.
- Understanding where you're going with your finances.
- The Passive Income Matrix.
- Russ's system to help investors shortcut the process.
- America's retirement problem.
Link to Russ's Website: https://www.wealthwithoutwallstreet.com/
Check us out on socials:
Youtube
https://hudsoninvesting.com/
Production by Outlier Audio
On today's episode of Ritter On Real Estate, We chat with Joe Fairless. Joe Fairless is the Co-founder of Ashcroft Capital which has over $2,800,000,000 of assets under management. In addition to his responsibilities with Ashcroft Capital, Joe created the podcast, Best Real Estate Investing Advice Ever Show, which is the longest-running daily real estate podcast in the world and generates over 500,000 monthly downloads.
Joe is also a proud Member of the Texas Tech Alumni Advisor Board for the College of Media and Communication, as well as being recognized as Outstanding Alumni at Texas Tech University, where he is a former Adjunct Professor. He is currently a Junior Achievement Board Member and Volunteer for the Cincinnati chapter and has been recognized by the Junior Achievement’s Free Enterprise Society. Joe volunteers at Crossroads Hospice and was recognized as Multifamily Investor of the Year by Think Realty Magazine.
He and his wife created Best Ever Causes which has proudly supported 76 different non-profits over the last 72 months. Welcome, Joe!
Key Points From The Conversation:
- Why 2024 is a great time to invest in multifamily assets.
- Supply and demand, issues with new construction.
- Kent's prediction for the future of the market.
- Navigating interest rates in deals.
- Josh's experience investing as a limited partner.
- The importance of being a good operator.
Books Mentioned: Breath: The New Science of a Lost Art by James Nestor
Check us out on socials:
Youtube
https://hudsoninvesting.com/
Production by Outlier Audio
From the publisher's feed
A front-row seat to real estate experts as they give their top advice, strategies, and tools to help you become a better passive investor. I break down their insights into practical steps, so you…

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