SlumDogg Millionaires

Escaping the Rat Race & Scaling to 550 Units with Andrew Freed

24 min ยท 8 de may de 2026
Portada del episodio Escaping the Rat Race & Scaling to 550 Units with Andrew Freed

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Have you done everything "right" to achieve the American Dream, only to feel completely empty? In this episode of SlumDogg Millionaires, hosts Kayla and Desiree sit down with Andrew Freed, who spent his 20s ascending the corporate ladder at the Broad Institute of MIT and Harvard, only to realize he had so much more potential to give. After reading Rich Dad, Poor Dad during the pandemic, Andrew pivoted hard into real estate. Today, Andrew owns Freedom Management, boasts an impressive $90 Million in assets under management (AUM), and holds ownership in 550 rental units. He breaks down exactly how he transitioned from a corporate project manager to a real estate portfolio manager, the secret to actually making money in property management, and why multifamily investing is the ultimate team sport. Plus, stick around for a crazy real estate horror story involving a 28-unit deal that literally went up in flames during due diligence! ๐ŸŽง Hosted by: Kayla & Desiree ๐ŸŽค Featuring: Andrew Freed, Real Estate Investor & Property Manager Andrew Freed is a multifamily real estate investor and Managing Partner at Freedom Management, a firm specializing in acquiring and operating multifamily properties across the Northeast. He has built and manages a large portfolio of rental units and focuses on helping others achieve financial independence through strategies like house hacking, syndication, and creative financing. ๐Ÿ’ก What Youโ€™ll Learn in This Episode: โœ”๏ธ The Transition: How to translate corporate project management skills into massive real estate portfolio growth. โœ”๏ธ Time Management: Why delegating low-level tasks is the only way to scale your income and buy back your freedom. โœ”๏ธ Property Management Secrets: How to properly monetize a property management company through vertical integration. โœ”๏ธ Creative Deal Structuring: A breakdown of syndications, joint ventures, and hard money BRRRR strategies. โœ”๏ธ Setting Boundaries: How to effectively manage tenant drama by treating your properties strictly like a business. ๐ŸŽ™ Connect with Andrew Freed: ๐Ÿ“˜ Facebook โ†’ https://www.facebook.com/afreed2 ๐Ÿ“ธ Instagram โ†’ https://www.instagram.com/investorfreed/ ๐Ÿ”— LinkedIn โ†’ https://www.linkedin.com/in/andrew-freed-msm/ ๐ŸŽ™ Follow SlumDogg Millionaires: ๐ŸŒ Website โ†’ https://desireedoggett.sarasotahousehunt.com/ [https://desireedoggett.sarasotahousehunt.com/] ๐Ÿ“˜ Facebook โ†’ https://www.facebook.com/people/SlumDogg-Millionaires/61576754805249/ [https://www.facebook.com/people/SlumDogg-Millionaires/61576754805249/] ๐Ÿ“ธ Instagram โ†’ https://www.instagram.com/deztin8cion [https://www.instagram.com/deztin8cion] ๐Ÿ”— LinkedIn โ†’ https://www.linkedin.com/in/desiree-doggett-46776814/ [https://www.linkedin.com/in/desiree-doggett-46776814/] ๐Ÿ“˜ Facebook โ†’ https://www.facebook.com/kaylaLovestoSell/ [https://www.facebook.com/kaylaLovestoSell/] ๐Ÿ“ธ Instagram โ†’ https://www.instagram.com/kaylalamb1217/ [https://www.instagram.com/kaylalamb1217/] ๐Ÿ”– Donโ€™t Forget to LIKE ๐Ÿ‘, SUBSCRIBE ๐Ÿ”” & COMMENT ๐Ÿ’ฌ Below! ๐Ÿ’Ž Produced by Icons of Real Estate โ†’ https://iconsofrealestate.com/ [https://iconsofrealestate.com/]

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11 episodios

episode The 5 Best Rental Properties to Invest In (And Which Ones to Avoid) artwork

The 5 Best Rental Properties to Invest In (And Which Ones to Avoid)

Are you ready to build a real estate empire but don't know where to start? In this episode of SlumDogg Millionaires, hosts Desiree Doggett and Kayla Lamb break down the top 5 investment properties they manage in Florida and exactly what it takes to run them. Des and Kayla cover the pros and cons of single-family annual rentals, luxury short-term seasonal rentals, small multifamily house-hacking, transient hotel-style properties, and massive land development. They also discuss the hidden costs of property managementโ€”including Florida's 13% tourism taxโ€”and share their favorite (and least favorite) properties to manage. Stick around to hear a jaw-dropping story about a luxury turnover that involved a naked intruder on the couch! ๐ŸŽง Hosted by: Desiree Doggett & Kayla Lamb ๐Ÿ’ก What Youโ€™ll Learn in This Episode: โœ”๏ธ Why single-family homes with no HOAs are the safest bet for new investors. โœ”๏ธ The intense, hands-on reality of managing luxury short-term rentals. โœ”๏ธ Why duplexes and fourplexes have the lowest vacancy rates and the most loyal tenants. โœ”๏ธ The highly profitable "transient property" model that completely bypasses the eviction process. โœ”๏ธ How to transition from a tenant to a homeowner, and eventually to a real estate investor. ๐ŸŽ™ Follow SlumDogg Millionaires: ๐ŸŒ Website โ†’ https://desireedoggett.sarasotahousehunt.com/ [https://desireedoggett.sarasotahousehunt.com/] ๐Ÿ“˜ Facebook โ†’ https://www.facebook.com/people/SlumDogg-Millionaires/61576754805249/ [https://www.facebook.com/people/SlumDogg-Millionaires/61576754805249/] ๐Ÿ“ธ Instagram โ†’ https://www.instagram.com/deztin8cion [https://www.instagram.com/deztin8cion] ๐Ÿ”— LinkedIn โ†’ https://www.linkedin.com/in/desiree-doggett-46776814/ [https://www.linkedin.com/in/desiree-doggett-46776814/] ๐Ÿ“˜ Facebook โ†’ https://www.facebook.com/kaylaLovestoSell/ [https://www.facebook.com/kaylaLovestoSell/] ๐Ÿ“ธ Instagram โ†’ https://www.instagram.com/kaylalamb1217/ [https://www.instagram.com/kaylalamb1217/] ๐Ÿ”– Donโ€™t Forget to LIKE ๐Ÿ‘, SUBSCRIBE ๐Ÿ”” & COMMENT ๐Ÿ’ฌ Below! ๐Ÿ’Ž Produced by Icons of Real Estate โ†’ https://iconsofrealestate.com/ [https://iconsofrealestate.com/]

29 de may de 202623 min
episode High-End Luxury Auctions and Selling in 90 Days with Trey artwork

High-End Luxury Auctions and Selling in 90 Days with Trey

Are you intimidated by the idea of real estate auctions? In this episode of SlumDogg Millionaires, hosts Desiree and Kyla are joined by Trey from JP King to discuss the high-end luxury auction process. Trey explains how the auction timeline goes from start to finish in a 90-day window. He details how contracts are cash transactions with no contingencies, and buyers have plenty of time upfront for inspections. He also clears up the misconception that agents don't get paid during auctions. From delivering an auctioned airplane to the Canadian border to helping an elderly man move into a memory care facility with his wife, Trey shares the unique experiences that make his career so fulfilling. ๐ŸŽง Hosted by: Desiree & Kyla ๐ŸŽค Featuring: Trey, JP King ๐Ÿ’ก What Youโ€™ll Learn in This Episode: โœ”๏ธ The Timeline: How the luxury auction process operates within a 90-day window. โœ”๏ธ Cash Contracts: Why auctions use cash transactions with no contingencies. โœ”๏ธ Sight Unseen: Why 40% to 50% of buyers purchase auction properties sight unseen. โœ”๏ธ Agent Payouts: How listing and buyer's agents still receive their commissions. โœ”๏ธ Aviation Charity: How private pilots volunteer to transport medical patients and veterans for free. ๐ŸŽ™ Connect with Trey: ๐Ÿ”— LinkedIn โ†’ [Insert LinkedIn Link] ๐ŸŒ Website โ†’ [Insert Website Link] ๐ŸŽ™ Follow SlumDogg Millionaires: ๐ŸŒ Website โ†’ https://desireedoggett.sarasotahousehunt.com/๐Ÿ“˜ Facebook โ†’ https://www.facebook.com/people/SlumDogg-Millionaires/61576754805249/๐Ÿ“ธ Instagram โ†’ https://www.instagram.com/deztin8cion ๐Ÿ”— LinkedIn โ†’ https://www.linkedin.com/in/desiree-doggett-46776814/ ๐Ÿ“˜ Facebook โ†’ https://www.facebook.com/kaylaLovestoSell/ ๐Ÿ“ธ Instagram โ†’ https://www.instagram.com/kaylalamb1217/ ๐Ÿ”– Donโ€™t Forget to LIKE ๐Ÿ‘, SUBSCRIBE ๐Ÿ”” & COMMENT ๐Ÿ’ฌ Below! ๐Ÿ’Ž Produced by Icons of Real Estate โ†’ https://iconsofrealestate.com/ [https://iconsofrealestate.com/]

22 de may de 202625 min
episode The "Beds vs. Doors" Cash Flow Hack with Jim artwork

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Are your traditional rentals struggling to cash flow? Retired from the standard landlord grind, 25-year real estate veteran Jim joins Kayla and Desiree to share how he successfully operates 14 highly profitable sober living homes. In this episode, Jim breaks down his transition from the BRRRR method to the "Beds vs. Doors" model, where he maximizes his returns while providing a life-changing service to those in recovery. You'll learn the logistics of outfitting a group home, navigating state regulations, implementing non-negotiable house rules, and leveraging technology like Sobriety Hub to eliminate paperwork. From securing non-refundable fees from rehab clinics to paying it forward through his nonprofit, the Sober Living Coalition, Jim provides a masterclass on building a purpose-driven real estate empire. ๐ŸŽง Hosted by: Kayla & Desiree ๐ŸŽค Featuring: Jim, Real Estate Investor & Sober Living Operator Jim Boad is the founder of Group Home Accelerator, a program focused on helping entrepreneurs launch and grow recovery and group homes. He has been involved in opening multiple group homes in recent years and provides guidance on property acquisition, operations, and scaling housing businesses that serve community needs. ๐Ÿ’ก What Youโ€™ll Learn in This Episode: โœ”๏ธ The Transition: Why the sober living model outperforms standard long-term rentals. โœ”๏ธ Cash Flow Strategy: How charging per bed guarantees income and eliminates vacancy. โœ”๏ธ House Operations: Why you should hire part-time employees instead of using peer-run house managers. โœ”๏ธ Technology: Using CRM systems to process intakes directly from rehab clinics. โœ”๏ธ Mindset & Charity: How Jim helps residents launch careers in high-paying trades. ๐ŸŽ™ Connect with Jim: ๐Ÿ”— LinkedIn โ†’ https://www.linkedin.com/in/jim-boad-aba962b5/ ๐Ÿ“˜ Facebook โ†’ https://www.facebook.com/share/16x6EKmA8U/?mibextid=wwXIfr ๐Ÿ“ธ Instagram โ†’ https://www.instagram.com/ghaccelerator/ ๐ŸŽ™ Follow SlumDogg Millionaires: ๐ŸŒ Website โ†’ https://desireedoggett.sarasotahousehunt.com/ ๐Ÿ“˜ Facebook โ†’ https://www.facebook.com/people/SlumDogg-Millionaires/61576754805249/ ๐Ÿ“ธ Instagram โ†’ https://www.instagram.com/deztin8cion ๐Ÿ”— LinkedIn โ†’ https://www.linkedin.com/in/desiree-doggett-46776814/ ๐Ÿ“˜ Facebook โ†’ https://www.facebook.com/kaylaLovestoSell/ ๐Ÿ“ธ Instagram โ†’ https://www.instagram.com/kaylalamb1217/ ๐Ÿ”– Donโ€™t Forget to LIKE ๐Ÿ‘, SUBSCRIBE ๐Ÿ”” & COMMENT ๐Ÿ’ฌ Below! ๐Ÿ’Ž Produced by Icons of Real Estate โ†’ https://iconsofrealestate.com/ [https://iconsofrealestate.com/]

15 de may de 202628 min
episode Escaping the Rat Race & Scaling to 550 Units with Andrew Freed artwork

Escaping the Rat Race & Scaling to 550 Units with Andrew Freed

Have you done everything "right" to achieve the American Dream, only to feel completely empty? In this episode of SlumDogg Millionaires, hosts Kayla and Desiree sit down with Andrew Freed, who spent his 20s ascending the corporate ladder at the Broad Institute of MIT and Harvard, only to realize he had so much more potential to give. After reading Rich Dad, Poor Dad during the pandemic, Andrew pivoted hard into real estate. Today, Andrew owns Freedom Management, boasts an impressive $90 Million in assets under management (AUM), and holds ownership in 550 rental units. He breaks down exactly how he transitioned from a corporate project manager to a real estate portfolio manager, the secret to actually making money in property management, and why multifamily investing is the ultimate team sport. Plus, stick around for a crazy real estate horror story involving a 28-unit deal that literally went up in flames during due diligence! ๐ŸŽง Hosted by: Kayla & Desiree ๐ŸŽค Featuring: Andrew Freed, Real Estate Investor & Property Manager Andrew Freed is a multifamily real estate investor and Managing Partner at Freedom Management, a firm specializing in acquiring and operating multifamily properties across the Northeast. He has built and manages a large portfolio of rental units and focuses on helping others achieve financial independence through strategies like house hacking, syndication, and creative financing. ๐Ÿ’ก What Youโ€™ll Learn in This Episode: โœ”๏ธ The Transition: How to translate corporate project management skills into massive real estate portfolio growth. โœ”๏ธ Time Management: Why delegating low-level tasks is the only way to scale your income and buy back your freedom. โœ”๏ธ Property Management Secrets: How to properly monetize a property management company through vertical integration. โœ”๏ธ Creative Deal Structuring: A breakdown of syndications, joint ventures, and hard money BRRRR strategies. โœ”๏ธ Setting Boundaries: How to effectively manage tenant drama by treating your properties strictly like a business. ๐ŸŽ™ Connect with Andrew Freed: ๐Ÿ“˜ Facebook โ†’ https://www.facebook.com/afreed2 ๐Ÿ“ธ Instagram โ†’ https://www.instagram.com/investorfreed/ ๐Ÿ”— LinkedIn โ†’ https://www.linkedin.com/in/andrew-freed-msm/ ๐ŸŽ™ Follow SlumDogg Millionaires: ๐ŸŒ Website โ†’ https://desireedoggett.sarasotahousehunt.com/ [https://desireedoggett.sarasotahousehunt.com/] ๐Ÿ“˜ Facebook โ†’ https://www.facebook.com/people/SlumDogg-Millionaires/61576754805249/ [https://www.facebook.com/people/SlumDogg-Millionaires/61576754805249/] ๐Ÿ“ธ Instagram โ†’ https://www.instagram.com/deztin8cion [https://www.instagram.com/deztin8cion] ๐Ÿ”— LinkedIn โ†’ https://www.linkedin.com/in/desiree-doggett-46776814/ [https://www.linkedin.com/in/desiree-doggett-46776814/] ๐Ÿ“˜ Facebook โ†’ https://www.facebook.com/kaylaLovestoSell/ [https://www.facebook.com/kaylaLovestoSell/] ๐Ÿ“ธ Instagram โ†’ https://www.instagram.com/kaylalamb1217/ [https://www.instagram.com/kaylalamb1217/] ๐Ÿ”– Donโ€™t Forget to LIKE ๐Ÿ‘, SUBSCRIBE ๐Ÿ”” & COMMENT ๐Ÿ’ฌ Below! ๐Ÿ’Ž Produced by Icons of Real Estate โ†’ https://iconsofrealestate.com/ [https://iconsofrealestate.com/]

8 de may de 202624 min
episode Why Dave Seymour is Investing in "Miracles" and Sober Living artwork

Why Dave Seymour is Investing in "Miracles" and Sober Living

Retired firefighter and A&E Flipping Boston star Dave Seymour joins Kayla and Desiree to share his incredible journey from UK council estates to the heights of American real estate. Dave discusses the "brutalizing" experience of financial illiteracy during the 2008 crash and how he rebuilt his life from pre-foreclosure into a multimillion-dollar empire. In this episode, you'll learn about Daveโ€™s unique investment niche: Sober Living Facilities. He explains the massive cash-flow benefits of renting by the bed and how he provides a 14 pref to his investors while witnessing life-changing miracles every day. From "wiggle waggles" and family dynamics to the demographics of the Southwest Florida market, Dave provides a masterclass on how to trudge the road to "Happy Destiny" with faith, grit, and a purpose-driven business model. ๐ŸŽง Hosted by: Kayla & Desiree ๐ŸŽค Featuring: Dave Seymour, Real Estate Investor & TV Personality Dave Seymour is a Managing Partner at Freedom Venture and a real estate investor widely recognized from A&Eโ€™s Flipping Boston. A former firefighter, Dave now works with investors and operators in multifamily real estate, with a focus on investment strategy, market relationships, and commercial real estate opportunities. He is known for his direct, no-nonsense approach to investing and business. ๐Ÿ’ก What Youโ€™ll Learn in This Episode: โœ”๏ธ The Transition: From a blue-collar firefighter to a national real estate expert. โœ”๏ธ Cash Flow Strategy: Why sober living facilities provide a higher ROI than traditional C-class apartments. โœ”๏ธ Florida Demographics: The service-job boom in Sarasota and what it means for multifamily owners. โœ”๏ธ The 24 Equity Multiple: A breakdown of how insurance and real estate collide in the recovery space. โœ”๏ธ Mindset: How to surround yourself with "radiators" and ignore the "drains" in your life. ๐ŸŽ™ Connect with Dave: ๐ŸŒŽ Website โ†’ https://freedomventure.com/ ๐Ÿ“˜ Facebook โ†’ https://www.facebook.com/DaveSeymourLive ๐Ÿ”— LinkedIn โ†’ https://www.linkedin.com/in/daveseymour343/ ๐ŸŽ™ Follow SlumDogg Millionaires: ๐ŸŒ Website โ†’ https://desireedoggett.sarasotahousehunt.com/๐Ÿ“˜ Facebook โ†’ https://www.facebook.com/people/SlumDogg-Millionaires/61576754805249/๐Ÿ“ธ Instagram โ†’ https://www.instagram.com/deztin8cion ๐Ÿ”— LinkedIn โ†’ https://www.linkedin.com/in/desiree-doggett-46776814/ ๐Ÿ“˜ Facebook โ†’ https://www.facebook.com/kaylaLovestoSell/ ๐Ÿ“ธ Instagram โ†’ https://www.instagram.com/kaylalamb1217/ ๐Ÿ”– Donโ€™t Forget to LIKE ๐Ÿ‘, SUBSCRIBE ๐Ÿ”” & COMMENT ๐Ÿ’ฌ Below! ๐Ÿ’Ž Produced by Icons of Real Estate โ†’ https://iconsofrealestate.com/ [https://iconsofrealestate.com/]

1 de may de 202632 min