SlumDogg Millionaires

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 management—including Florida's 13% tourism tax—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!

🎧 Hosted by: Desiree Doggett & Kayla Lamb

💡 What You’ll Learn in This Episode:

✔️ Why single-family homes with no HOAs are the safest bet for new investors.

✔️ The intense, hands-on reality of managing luxury short-term rentals.

✔️ Why duplexes and fourplexes have the lowest vacancy rates and the most loyal tenants.

✔️ The highly profitable "transient property" model that completely bypasses the eviction process.

✔️ How to transition from a tenant to a homeowner, and eventually to a real estate investor.

🎙 Follow SlumDogg Millionaires:

🌐 Website → https://desireedoggett.sarasotahousehunt.com/

📘 Facebook → https://www.facebook.com/people/SlumDogg-Millionaires/61576754805249/

📸 Instagram → https://www.instagram.com/deztin8cion

🔗 LinkedIn → https://www.linkedin.com/in/desiree-doggett-46776814/

📘 Facebook → https://www.facebook.com/kaylaLovestoSell/

📸 Instagram → https://www.instagram.com/kaylalamb1217/

🔖 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below!

💎 Produced by Icons of Real Estate → https://iconsofrealestate.com/

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.

🎧 Hosted by: Desiree & Kyla

🎤 Featuring: Trey, JP King

💡 What You’ll Learn in This Episode:

✔️ The Timeline: How the luxury auction process operates within a 90-day window.

✔️ Cash Contracts: Why auctions use cash transactions with no contingencies.

✔️ Sight Unseen: Why 40% to 50% of buyers purchase auction properties sight unseen.

✔️ Agent Payouts: How listing and buyer's agents still receive their commissions.

✔️ Aviation Charity: How private pilots volunteer to transport medical patients and veterans for free.

🎙 Connect with Trey:

🔗 LinkedIn → [Insert LinkedIn Link]

🌐 Website → [Insert Website Link]

🎙 Follow SlumDogg Millionaires:

🌐 Website → https://desireedoggett.sarasotahousehunt.com/📘 Facebook → https://www.facebook.com/people/SlumDogg-Millionaires/61576754805249/📸 Instagram → https://www.instagram.com/deztin8cion

🔗 LinkedIn → https://www.linkedin.com/in/desiree-doggett-46776814/

📘 Facebook → https://www.facebook.com/kaylaLovestoSell/ 📸 Instagram → https://www.instagram.com/kaylalamb1217/

🔖 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below!

💎 Produced by Icons of Real Estate → https://iconsofrealestate.com/

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.

🎧 Hosted by: Kayla & Desiree

🎤 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.

💡 What You’ll Learn in This Episode:

✔️ The Transition: Why the sober living model outperforms standard long-term rentals.

✔️ Cash Flow Strategy: How charging per bed guarantees income and eliminates vacancy.

✔️ House Operations: Why you should hire part-time employees instead of using peer-run house managers.

✔️ Technology: Using CRM systems to process intakes directly from rehab clinics.

✔️ Mindset & Charity: How Jim helps residents launch careers in high-paying trades.

🎙 Connect with Jim:

🔗 LinkedIn → https://www.linkedin.com/in/jim-boad-aba962b5/

📘 Facebook → https://www.facebook.com/share/16x6EKmA8U/?mibextid=wwXIfr

📸 Instagram → https://www.instagram.com/ghaccelerator/

🎙 Follow SlumDogg Millionaires:

🌐 Website → https://desireedoggett.sarasotahousehunt.com/

📘 Facebook → https://www.facebook.com/people/SlumDogg-Millionaires/61576754805249/

📸 Instagram → https://www.instagram.com/deztin8cion

🔗 LinkedIn → https://www.linkedin.com/in/desiree-doggett-46776814/

📘 Facebook → https://www.facebook.com/kaylaLovestoSell/

📸 Instagram → https://www.instagram.com/kaylalamb1217/

🔖 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below!

💎 Produced by Icons of Real Estate → https://iconsofrealestate.com/

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!

🎧 Hosted by: Kayla & Desiree

🎤 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.

💡 What You’ll Learn in This Episode:

✔️ The Transition: How to translate corporate project management skills into massive real estate portfolio growth.

✔️ Time Management: Why delegating low-level tasks is the only way to scale your income and buy back your freedom.

✔️ Property Management Secrets: How to properly monetize a property management company through vertical integration.

✔️ Creative Deal Structuring: A breakdown of syndications, joint ventures, and hard money BRRRR strategies.

✔️ Setting Boundaries: How to effectively manage tenant drama by treating your properties strictly like a business.

🎙 Connect with Andrew Freed:

📘 Facebook → https://www.facebook.com/afreed2

📸 Instagram → https://www.instagram.com/investorfreed/

🔗 LinkedIn → https://www.linkedin.com/in/andrew-freed-msm/

🎙 Follow SlumDogg Millionaires:

🌐 Website → https://desireedoggett.sarasotahousehunt.com/

📘 Facebook → https://www.facebook.com/people/SlumDogg-Millionaires/61576754805249/

📸 Instagram → https://www.instagram.com/deztin8cion

🔗 LinkedIn → https://www.linkedin.com/in/desiree-doggett-46776814/

📘 Facebook → https://www.facebook.com/kaylaLovestoSell/

📸 Instagram → https://www.instagram.com/kaylalamb1217/

🔖 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below!
💎 Produced by Icons of Real Estate → https://iconsofrealestate.com/

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 Dave’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.

🎧 Hosted by: Kayla & Desiree

🎤 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&E’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.

💡 What You’ll Learn in This Episode:

✔️ The Transition: From a blue-collar firefighter to a national real estate expert.

✔️ Cash Flow Strategy: Why sober living facilities provide a higher ROI than traditional C-class apartments.

✔️ Florida Demographics: The service-job boom in Sarasota and what it means for multifamily owners.

✔️ The 24 Equity Multiple: A breakdown of how insurance and real estate collide in the recovery space.

✔️ Mindset: How to surround yourself with "radiators" and ignore the "drains" in your life.

🎙 Connect with Dave:

🌎 Website → https://freedomventure.com/

📘 Facebook → https://www.facebook.com/DaveSeymourLive

🔗 LinkedIn → https://www.linkedin.com/in/daveseymour343/

🎙 Follow SlumDogg Millionaires:

🌐 Website → https://desireedoggett.sarasotahousehunt.com/📘 Facebook → https://www.facebook.com/people/SlumDogg-Millionaires/61576754805249/📸 Instagram → https://www.instagram.com/deztin8cion

🔗 LinkedIn → https://www.linkedin.com/in/desiree-doggett-46776814/

📘 Facebook → https://www.facebook.com/kaylaLovestoSell/ 📸 Instagram → https://www.instagram.com/kaylalamb1217/

🔖 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below!

💎 Produced by Icons of Real Estate → https://iconsofrealestate.com/

Are you tired of property managers who ghost your calls or leave your investments sitting vacant? As Florida property managers overseeing 350+ doors, Kayla Lamb and I, Desiree Doggett, have heard every horror story in the book. From missing accounting statements to "squatter" situations caused by lazy screening, a bad hire doesn't just stress you out—it drains your bank account. In this episode of SlumDogg Millionaires, we get brutally honest about the high-level dedication required to protect your real estate empire.

We also dive into the technical side of the business, including ironclad contracts, Florida legal compliance for 3-day notices, and why vendor relationships are your secret weapon during hurricane season. If you want to know how the pros choose who to trust with their life's work, this conversation provides the industry blueprint.

🎧 Hosted by: Kayla & Desiree

🎤 Featuring: SlumDogg Millionaires

Kayla and Desiree are seasoned real estate investors and property managers who have seen it all in the Florida market. Through their podcast, SlumDogg Millionaires, they share the gritty, unfiltered reality of real estate investing, property management nightmares, and the mindset required to build a multi-million dollar empire from the ground up.

💡 What You’ll Learn in This Episode:

✔️ Communication is Key: Why your property manager MUST have a real human answering the phone (not just an AI bot or an email portal).

✔️ The Danger of Fake Documents: How tenants are using AI to fake bank statements and employment letters, and how good property managers catch them.

✔️ Vendor Relationships: Why a property manager's connection to local plumbers, roofers, and electricians can save you thousands during a crisis (like a hurricane!).

✔️ Apples to Oranges: The hidden "junk fees" that discount property managers use to inflate their pricing.

✔️ Local Market Knowledge: Why your property manager should be the one telling you to lower rent to keep a great tenant, rather than risking vacancy.

🎙 Follow SlumDogg Millionaires:

📷 Instagram → https://www.instagram.com/deztin8cion

🔗 LinkedIn → https://www.linkedin.com/in/desiree-doggett-46776814/

📷 Instagram → https://www.instagram.com/kaylalamb1217/

🔖 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below!
⭐ Produced by Icons of Real Estate → https://iconsofrealestate.com

In this episode of Slum Dog Millionaires, hosts Kayla and Desiree fly solo to share the absolute craziest, grossest, and most expensive maintenance nightmares they’ve experienced as property managers in Florida.

If you've ever thought about becoming a landlord, this episode is your reality check! From the hilarious to the downright horrifying, the hosts count down the top 11 maintenance issues that keep property managers waking up in a cold sweat. They discuss the unique challenges of the Florida market—including massive mold blooms, hurricane-ravaged roofs, ankle-deep flea infestations, and the little-known danger of draining a swimming pool. Buckle up, because you cannot make these stories up!

🎧 Hosted by: Kayla & Desiree

💡 What You’ll Learn in This Episode:

✔️ Why your AC unit might be hiding snakes or rats 

✔️ The Florida Mold Monster: How a simple window leak during a hurricane can cause a condo to grow fuzzy mold on every single surface within days.

✔️ Pest Control Horror Stories: From a surprise pet possum on the couch to wading through an ankle-deep flea infestation at a move-out inspection.

✔️ The "Shoe Box" Plumbing Disaster: The unbelievable true story of how a family of five survived a broken toilet for months.

✔️ Hurricane Havoc: How consecutive storms caused massive flooding, displaced families, and led to epic battles with insurance companies.

✔️ Swimming Pool Dangers: Why you should never fully drain a swimming pool in Florida (unless you want it to pop out of the ground!).

🎙 Follow Slum Dog Millionaires:

🌐 Website → https://desireedoggett.sarasotahousehunt.com/

📘 Facebook → https://www.facebook.com/people/SlumDogg-Millionaires/61576754805249/

📸 Instagram → https://www.instagram.com/deztin8cion

🔗 LinkedIn → https://www.linkedin.com/in/desiree-doggett-46776814/

📘 Facebook → https://www.facebook.com/kaylaLovestoSell/

📸 Instagram → https://www.instagram.com/kaylalamb1217/

🔖 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below!
💎 Produced by Icons of Real Estate → https://iconsofrealestate.com/

In this episode of Slum Dog Millionaires, hosts Kayla and Desiree sit down with Thomas Presley. Thomas shares his incredible life story, transitioning from Marine Corps Presidential Helicopter Security (HMX-1) and local law enforcement into a holistic financial professional with Modern Woodmen of America.

We dive deep into the crucial (and often avoided) topics of life insurance, wills, trusts, and estate planning. Kayla and Desiree open up about losing their fathers at a young age and the messy reality of probate. Thomas explains how to proactively protect your family, your real estate empire, and even your children's future insurability, proving that financial peace of mind is more affordable and accessible than you might think.

🎧 Hosted by: Kayla & Desiree

🎤 Featuring: Thomas Presley, Financial Professional with Modern Woodmen of America

💡 What You’ll Learn in This Episode:

✔️ A Life of Service: Thomas’s incredible journey from Marine Corps Presidential Security to Southwest Florida law enforcement.

✔️ Community First: How Modern Woodmen of America gives back through fraternal benefits, scholarships, and local events.

✔️ Bulletproofing Your Portfolio: Why every real estate investor needs a rock-solid estate plan, will, and trust.

✔️ The Probate Nightmare: The hosts share personal stories of loss and the harsh realities of navigating probate without a plan.

✔️ Juvenile Life Insurance: How to lock in and guarantee your child’s insurability for the future before life happens.

✔️ Normalizing the Conversation: Why talking about end-of-life financial planning doesn't have to be scary or overly expensive.

🎙 Connect with Thomas Presley:

🎙 Connect with Thomas Presley:

📘 Facebook → https://www.facebook.com/people/Thomas-Pressley-Modern-Woodmen-of-America/61571589126534/

🔗 LinkedIn → https://www.linkedin.com/in/thomaspressleymwa

🎙 Follow Slum Dog Millionaires:

🌐 Website → https://desireedoggett.sarasotahousehunt.com/

📘 Facebook → https://www.facebook.com/people/SlumDogg-Millionaires/61576754805249/

📸 Instagram → https://www.instagram.com/deztin8cion

🔗 LinkedIn → https://www.linkedin.com/in/desiree-doggett-46776814/

📘 Facebook → https://www.facebook.com/kaylaLovestoSell/

📸 Instagram → https://www.instagram.com/kaylalamb1217/

🔖 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below!

💎 Produced by Icons of Real Estate → https://iconsofrealestate.com/

In this episode of Slum Dog Millionaires, hosts Kayla and Desiree sit down with Rick, a seasoned real estate investor and master of house hacking. Rick shares his incredible journey from doing his first house hack in a smoke-filled condo to using FHA 203k loans, dealing with wild ADU delays, and eventually scaling to out-of-state investing in Tennessee and Alabama.

Rick breaks down the nitty-gritty of the 1031 Exchange, the harsh realities of LA's eviction moratoriums, and why sometimes cutting down a tree can cost you as much as a new roof. But the absolute highlight of this episode is Rick’s mind-blowing escrow story: The tale of a seller’s wife who literally faked her own death just to stop the sale of her home! You’ll also hear Rick's thoughts on building generational wealth and why his daughter will be learning to manage properties or getting written out of the will!

🎧 Hosted by: Kayla & Desiree

🎤 Featuring: Rick, Real Estate Investor & House Hacker

💡 What You’ll Learn in This Episode:

✔️ What is House Hacking?: How to buy a primary residence, rent out rooms (or an ADU), and live mortgage-free.

✔️ The 1031 Exchange Explained: How Rick deferred his taxes and traded one LA condo for seven doors out of state.

✔️ The Risks of Out-of-State Investing: How to mitigate risks by partnering with local experts and hunting for off-market multi-families.

✔️ The 203k Loan Experience: Why fronting renovation costs and dealing with the city can turn a 4-month project into a year-long nightmare.

✔️ The Escrow Horror Story: The hilarious and chaotic story of a seller's wife who faked her own death during an active real estate transaction.

✔️ Building Generational Wealth: Why you shouldn't just hand an empire to your kids (and how to put them to work instead).

🎙 Connect with Rick:

🌎 Website → https://rickalbertonline.com/

📘 Facebook → https://www.facebook.com/RickBAlbert/

📷 Instagram →https://www.instagram.com/rickbalbert/?hl=en

🔗 LinkedIn → https://www.linkedin.com/in/rickbalbert/

🎙 Follow Slum Dog Millionaires:

🌐 Website → https://desireedoggett.sarasotahousehunt.com/

📘 Facebook → https://www.facebook.com/people/SlumDogg-Millionaires/61576754805249/

📸 Instagram → https://www.instagram.com/deztin8cion

🔗 LinkedIn → https://www.linkedin.com/in/desiree-doggett-46776814/

📘 Facebook → https://www.facebook.com/kaylaLovestoSell/

📸 Instagram → https://www.instagram.com/kaylalamb1217/

🔖 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below!
💎 Produced by Icons of Real Estate → https://iconsofrealestate.com/

Welcome to the very first episode of SlumDogg Millionaires! Hosts Desiree Dogget and Kayla Lamb are here to share their messy, unconventional, and highly successful journeys into the world of real estate investing. In this introductory episode, the ladies prove that you don’t need to be a trust fund baby or come from a wealthy real estate family to build an empire.

Kayla shares her inspiring story of moving out at 16, living in her car, and accidentally falling into property management while waiting tables at Chili’s. Desiree recounts her wild journey of getting deported from Taiwan, working for a relocation firm in Costa Rica, and surviving the 2008 housing crash. Along the way, they share a few hilarious and terrifying “property management horror stories” and reveal the core mission of this podcast: to demystify real estate investing, prove that there is no "one right way" to succeed, and help you survive, thrive, and retire by 45!

🎧 Hosted by: Desiree Dogget & Kayla Lamb

💡 What You’ll Learn:

✔️ Why you don’t need a trust fund or a roadmap to start investing in real estate

✔️ How Kayla went from living in her car at 16 to building a property management empire

✔️ Desiree’s wild journey from getting deported in Taiwan to real estate in Costa Rica

✔️ Why there is "no one right way" to succeed in the real estate business

✔️ Hilarious property management horror stories involving inappropriate mannequins

✔️ The terrifying reality of serving notices in dangerous neighborhoods while 8-months pregnant

✔️ How the podcast will give back to local communities through guest-chosen charities

🎙 Follow Desiree & Kayla:

🌐 Website → https://desireedoggett.sarasotahousehunt.com/

📘 Facebook → https://www.facebook.com/people/SlumDogg-Millionaires/61576754805249/

📸 Instagram → https://www.instagram.com/deztin8cion

🔗 LinkedIn → https://www.linkedin.com/in/desiree-doggett-46776814/

📘 Facebook → https://www.facebook.com/kaylaLovestoSell/

📸 Instagram → https://www.instagram.com/kaylalamb1217/

🔖 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below!
💎 Produced by Icons of Real Estate → https://iconsofrealestate.com/