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Cracking the Code on Creative Multifamily Deals in a Shifting Market - E1049 - TT

Cash Flow Connections - Real Estate Podcast

Release Date: 04/15/2025

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Cash Flow Connections - Real Estate Podcast

In today’s RaiseMasters Radio episode, Adam is joined by Jen Conkey—a true arrow breaker in business and mindset. Jen shares how she went from raising $5M in 18 years… to another $5M in just 18 months using the RaiseMasters systems. We dive into how she and her team dominated a recent mobile home park raise, built unstoppable momentum with investors, and use humor, transparency, and psychology to create lifelong relationships. Resources mentioned in the episode: Jen Conkey Interested in learning how to take your capital raising game to the next level? Meet us at Capital Raiser’s...

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Cash Flow Connections - Real Estate Podcast

The number of publicly traded companies has dropped by more than 40% over the last 30 years... And the concentration of wealth in the stock market is at an all-time high… …with just 10% of companies representing over 75% of market value. This is why Goldman Sachs is predicting just 3% annual returns for the next decade. Today I sat with Nic DeAngelo, President of Saint Investment Group… …who shared a fascinating perspective on what’s causing these market shifts. Nick has been investing in industrial real estate for over a decade and has a unique perspective on today's market...

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Cracking the Code on Creative Multifamily Deals in a Shifting Market - E1049 - TT show art Cracking the Code on Creative Multifamily Deals in a Shifting Market - E1049 - TT

Cash Flow Connections - Real Estate Podcast

In this Topical Tuesday episode, I spoke with Casey Stratton who is is a seasoned professional with over a decade of expertise in real estate investment, specializing in multifamily assets. Through his career, Casey has played an instrumental role in managing a diverse investment portfolio exceeding $165 million in asset value, raising investor capital, and minimizing investment risk. Be sure to tune in if you’re interested in learning about: Why seller expectations are finally aligning with buyers—and how that’s thawing the deal market Casey’s outlook on distressed opportunities,...

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Cash Flow Connections - Real Estate Podcast

In today’s episode, I share a strategy to supercharge depreciation in your deals by introducing a senior class of shares. We discuss how structuring Class A shares can create more depreciation for other investors while boosting returns for LPs and GPs alike. Tune in now to learn how to make your deals more attractive and pencil out in today’s lending environment. Interested in learning how to take your capital raising game to the next level? Meet us at Capital Raiser’s Edge. Learn more here: 

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Cash Flow Connections - Real Estate Podcast

In today's RaiseMasters Radio episode, Adam Carswell sits down with Adrian Rae of Heyraise. Adrian shares her inspiring journey from a successful career in advertising to building a thriving real estate portfolio in the Airbnb space. She discusses the pivotal role Raise Masters played in her transition, highlighting her focus on raising capital and branding for other capital raisers. The episode also explores Adrian's recent success story of speaking at RaiseFest, her approach to branding, and her thoughts on the importance of integrity and risk mitigation in capital raising. Resources...

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Cash Flow Connections - Real Estate Podcast

When most investors enter the Florida market, they're focused on the incredible population growth... 1,200 people moving to the state EVERY DAY makes it impossible to ignore... But they're overlooking a critical factor that can destroy their returns. Today I sat with Tony Lopes, CEO of Dirty Boots Capital, who revealed his unique approach to Florida multifamily investing... He explained why he exclusively targets concrete block buildings… …and even replaces perfectly good roofs to lower his insurance costs. Listen to this episode to learn how to manage risk in hurricane-prone markets......

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Cash Flow Connections - Real Estate Podcast

In this Topical Tuesday episode, I spoke with John Carlson who is the CEO of Mark-Taylor Companies. John leads the strategic direction and oversees business development, consulting, operations, and the performance of Mark-Taylor’s portfolio, which includes over 33,000 apartment units across Arizona and Nevada. Be sure to tune in if you’re interested in learning about: Learn how Mark Taylor Companies manages 33,000+ luxury multifamily units across AZ and NV Explore the role of AI, tech, and marketing in modern property management with tools like Tenant Source Understand how supply...

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Cash Flow Connections - Real Estate Podcast

In this Monday Minutes episode, I break down the exact steps to go from zero to $100M in assets under management in 2025. From forming strategic partnerships to mastering the art of capital raising, this is your blueprint for success. Interested in learning how to take your capital raising game to the next level? Meet us at Capital Raiser’s Edge. Learn more here: 

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Cash Flow Connections - Real Estate Podcast

In today’s RaiseMasters Radio episode, Adam Carswell sits down with Caleb Edwards of Oak IQ. Caleb shares his entrepreneurial journey from starting a landscaping business to becoming a successful capital raiser in apartment syndications. He discusses the significance of authenticity, overcoming imposter syndrome, and the value of implementing proven systems. Caleb also highlights the importance of building genuine relationships with investors and his remarkable experience with RaiseMasters in accelerating his success. Tune in for an insightful conversation on raising capital and staying true...

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Cash Flow Connections - Real Estate Podcast

While most people are waiting for interest rates to drop... New supply is silently crushing rents and leading to concessions that many investors didn't underwrite for. Today I interviewed Gino Barbaro, co-founder of Jake and Gino, who shared a warning from an appraiser in Atlanta... He revealed that many multifamily assets aren't trading… …and when they do start trading, they could face an additional 15-20% markdown. Gino has acquired over $350 million in multifamily real estate and built a portfolio of 1,800+ units. In today's episode, he breaks down: Why he's focusing on newer...

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More Episodes

In this Topical Tuesday episode, I spoke with Casey Stratton who is is a seasoned professional with over a decade of expertise in real estate investment, specializing in multifamily assets. Through his career, Casey has played an instrumental role in managing a diverse investment portfolio exceeding $165 million in asset value, raising investor capital, and minimizing investment risk.

Be sure to tune in if you’re interested in learning about:

  • Why seller expectations are finally aligning with buyers—and how that’s thawing the deal market

  • Casey’s outlook on distressed opportunities, Section 42 deals, and how he's pivoting to meet investor demand

  • The story behind a $6M multifamily acquisition—under budget, off-market, and 2018 pricing

  • How conservative underwriting, long-term debt, and controlled risk drive Tamarack’s strategy

To your success,

Tyler Lyons

Resources mentioned in the episode:

  1. Casey Stratton

LinkedIn

Website

Interested in learning how to take your capital raising game to the next level? Meet us at Capital Raiser’s Edge.

Learn more here: https://raisingcapital.com/cre