Should I Flip This House? - Learn The Details With Matthew Gregory

What do you look for when you visit a property for the first time?  Volume rehabber Matthew Gregory shows us his technique for evaluating a property on an initial walk through. See why he decides to pass on this property, a lead he got from a local wholesaler.

Video Series For This Episode:

• Should I Flip This House?
• Part 2
• Part 3 
• Part 4

Connect with Brian Trippe

• Instagram: https://www.instagram.com/brianjtrippe/
• Facebook: https://www.facebook.com/brian.trippe
• TikTok: https://www.tiktok.com/@briantrippe

• • Inquiries: [email protected]

From the Projects to Millionaire by 25: Jamel Gibbs Shares His Unbelievable Real Estate Journey

In this exclusive interview, Jamel Gibbs opens up to Brian Trippe about how he made $48,000 in one handshake deal—but also how he quickly lost it all.  From living in Brooklyn’s projects to earning financial freedom, Jamel reveals the secrets behind his success, the hard lessons from his losses, and how he rebuilt stronger than ever.

Topics covered:

• How Jamel became a millionaire on paper by age 25 (and the truth behind the numbers)
• The handshake deal that changed his entire mindset
• Why making money isn’t the same as keeping it
• Powerful advice for anyone who wants to succeed in real estate today
• Why Jamel values time freedom above all else now

Featured Guest: Jamel Gibbs – Helping others earn financial freedom with real estate

Video Links for this Episode:

• He Became a Real Estate Millionaire While Living in the Projects

Connect with Brian Trippe

• Instagram: https://www.instagram.com/brianjtrippe/
• Facebook: https://www.facebook.com/brian.trippe
• TikTok: https://www.tiktok.com/@briantrippe
• Inquiries: [email protected]

Connect with Jamel Gibbs

• Instagram: https://www.instagram.com/jamelgibbs/
• YouTube: https://www.youtube.com/@jamelgibbs/
• Facebook: https://www.facebook.com/thejamelgibbs/

Want to Learn More and Meet Us in Person? Join us at the Board of Advisors Mastermind Conference in Birmingham, AL on October 6-7, where top-tier investors will gather to network and learn how to grow their businesses faster. 🎟️ ⁠Get Tickets Now⁠ | Use promo code PODCAST for a discount!

Other Resources:

• ⁠Learn Real Estate⁠
• ⁠BOA Quarterly Conference⁠
• ⁠Brian's FREE Facebook Group⁠
• ⁠Brian Trippe Instagram⁠
• ⁠Brian Trippe TikTok⁠

• • ⁠BOA Mastermind⁠ (Use promo code PODCAST for a discount!)

The Investor Who Buys Whole Streets (Not Just One House)

Join Brian at his next Board of Advisors Mastermind: http://www.BOAmastermind.com

Meet Tyrone Haggard in Clinton, Mississippi, just outside Jackson. Tyrone isn’t your typical house flipper — he’s on a mission to transform entire neighborhoods, protect property values, and keep homes in the hands of proud owners instead of absentee landlords.From explaining why Clinton is like the “Trussville” of Jackson, to revealing his strategy for buying multiple homes on the same street, Tyrone shares how he fights hedge funds, navigates rising prices, and builds lasting impact in his community.

Key Topics Covered:

• How Tyrone targets and transforms entire streets
• Why Clinton is one of the most desirable areas in the Jackson metro
• The real impact of hedge funds on Mississippi real estate
• How pricing and interest rates are changing the buyer pool
• Why community pride beats quick flips every time

Featured Guest: Tyrone Haggard – Real estate investor, the man who transforms entire neighborhoods, leaving a lasting impact..

Video Links for this Episode:

• ⁠⁠The Investor Who Buys Whole Streets (Not Just One House)
• Turning a Carport Disaster into $60K Profit
• $165K Deal Worth $350K?! (3 Acres + Huge Shop)

Connect with Brian Trippe

• 📸 ⁠⁠⁠https://www.instagram.com/brianjtrippe/⁠⁠
• 💼 ⁠⁠⁠https://briantripperealestate.com/⁠⁠
• 
  

Want to Learn More and Meet Us in Person? Join us at the Board of Advisors Mastermind Conference in Birmingham, AL on October 6-7, where top-tier investors will gather to network and learn how to grow their businesses faster. 🎟️ ⁠Get Tickets Now⁠ | Use promo code PODCAST for a discount!

Other Resources:

• ⁠Learn Real Estate⁠
• ⁠BOA Quarterly Conference⁠
• ⁠Brian's FREE Facebook Group⁠
• ⁠Brian Trippe Instagram⁠
• ⁠Brian Trippe TikTok⁠
• ⁠BOA Mastermind⁠ (Use promo code PODCAST for a discount!)

The Shocking Truth About Lease Option Evictions: Lessons from $120K in Losses

Real estate investor Melissa Hall shares her jaw-dropping story of a creative finance deal gone wrong. After buying a property subject-to the existing mortgage and offering a family a lease option to purchase, what seemed like a win-win turned into a three-year legal nightmare, $120,000 in losses, and even felony charges.

In this candid episode, Melissa dives into the mistakes, the legal challenges, and the lessons that every investor must know before entering creative finance deals. Whether you’re exploring subject-to, lease options, or other alternative strategies, this episode is a must-listen for anyone serious about protecting their business and building wealth safely.

Key Topics Covered:

• The critical missteps in Melissa’s subject-to lease option deal.
• Red flags every investor should watch for before signing contracts.
• How to avoid legal pitfalls in creative finance strategies.
• Why having the right team—attorneys, advisors, and partners—is non-negotiable.
• Lessons on vetting tenants, managing risk, and navigating the legal system.

Featured Guest: Melissa Hall – Real estate investor, creative finance expert, and educator on subject-to and lease option strategies.

Video Links for this Episode:

• ⁠How a Single Mom of 5 Turned $20 Into A Real Estate Empire⁠
• ⁠The Shocking Truth About Lease Option Evictions!⁠

Connect with Brian Trippe

• 📸 ⁠⁠https://www.instagram.com/brianjtrippe/⁠
• 💼 ⁠⁠https://briantripperealestate.com/⁠

Want to Learn More and Meet Us in Person?
Join us at the Board of Advisors Mastermind Conference in Birmingham, AL on October 6-7, where top-tier investors will gather to network and learn how to grow their businesses faster.
🎟️ Get Tickets Now | Use promo code PODCAST for a discount!

Other Resources:

• Learn Real Estate
• BOA Quarterly Conference
• Brian's FREE Facebook Group
• Brian Trippe Instagram
• Brian Trippe TikTok
• BOA Mastermind (Use promo code PODCAST for a discount!)

Why Tag Thompson Quit Wholesaling… After Making Millions 

Tag Thompson built a successful wholesale real estate business that spanned nationwide — but then he walked away. In this candid interview, Tag reveals the turning points, the $72K deal that changed everything, and why he believes the industry is headed in a new direction. From explosive growth and 6,000 sq ft offices to a sudden shutdown, this is a rare behind-the-scenes look at the highs, lows, and moral crossroads of wholesaling real estate. If you’ve ever thought about getting into wholesaling or you’re questioning your next move, you need to hear this.

Key Topics Covered:

• The early days of wholesaling in Chattanooga and how easy deals used to be
• Scaling nationwide and the hidden flaws in the model
• The $72,000 assignment fee that changed Tag’s perspective
• Why the supply of distressed houses is shrinking
• How Tag pivoted to a new, more sustainable real estate career
• His advice for anyone starting in real estate today

Featured Guest:
Tag Thompson – Guiding you on the best way to sell your largest investment and maximize profit.

Connect with TagThompson

• All Social Media Platforms: @agenttagthompson
• Website: 7 Figure Flipping

Connect with Brian Trippe

• 📸 ⁠Instagram⁠
• 🎧 ⁠Podcast (Apple/Spotify)⁠
• 💼 ⁠Work With Me

Want to Learn More and Meet Us in Person?
Join us at the Board of Advisors Mastermind Conference in Birmingham, AL on October 6-7, where top-tier investors will gather to network and learn how to grow their businesses faster.
🎟️ Get Tickets Now | Use promo code PODCAST for a discount!

Video Link for this Episode:

• Why Tag Thompson Quit Wholesaling… After Making Millions 

Other Resources:

• Learn Real Estate
• BOA Quarterly Conference
• Brian's FREE Facebook Group
• Brian Trippe Instagram
• Brian Trippe TikTok
• BOA Mastermind (Use promo code PODCAST for a discount!)

Broke & Almost Homeless… to Millions Flipping Houses Interview with Steve Cook

Steve Cook’s journey is nothing short of remarkable. From being nearly homeless and struggling to survive, to completing over 100 deals in just two years, Steve transformed his life through real estate investing. But what makes his story even more powerful is how he shifted from chasing money… to building a life rooted in freedom, faith, and family. In this in-depth conversation, Steve reveals how he went from doing $1,000 wholesale deals just to pay bills, to making $5–10K a month in passive income without spending a dime on marketing. He shares the ups and downs of flipping, coaching, and running multiple real estate businesses — and why he ultimately walked away from the “bigger is better” mindset to focus on what really matters. 

Key Topics Covered:

• How Steve went from broke to millions in real estate
• Why chasing volume nearly ruined his life
• The MLS strategy that still works in today’s market
• Building wealth without paid marketing
• The power of “breeding bird dogs” for finding deals
• Creating a coaching model that actually works
• Why life vision matters more than money
• Lessons learned from decades of flipping and coaching

Featured Guest:
 Steve Cook – Author | Coach | Real Estate Investor | Speaker

Connect with Brian Trippe

• 📸 ⁠⁠https://www.instagram.com/brianjtrippe/⁠
• 💼 ⁠⁠https://briantripperealestate.com/⁠

Want to Learn More and Meet Us in Person?
Join us at the Board of Advisors Mastermind Conference in Birmingham, AL on October 6-7, where top-tier investors will gather to network and learn how to grow their businesses faster.
🎟️ Get Tickets Now | Use promo code PODCAST for a discount!

Video Link for this Episode:

• Broke & Almost Homeless… to Millions Flipping Houses with Steve Cook 

Other Resources:

• Learn Real Estate
• BOA Quarterly Conference
• Brian's FREE Facebook Group
• Brian Trippe Instagram
• Brian Trippe TikTok
• BOA Mastermind (Use promo code PODCAST for a discount!)

Conquer Your Competition: Winning Mindset for Real Estate Success

Click Funnels CEO and Seven Figure Flipping owner Bill Allen opens up about why he values a "winning" mindset, the importance of attracting the right people to his mastermind, and his personal "Hero's Journey" from a successful investor to a passionate mentor. The conversation takes a sharp turn as we discuss the widespread criticism of wholesaling, with Bill offering a powerful and often misunderstood perspective on why it's a necessary part of the industry. 

Key Topics Covered:

• The three pillars of a successful coaching business: attraction, retention, and ascension.
• The connection between a test pilot's mindset and a drive for "growth and contribution."
• A bold defense of wholesaling that challenges conventional wisdom.
• Bill’s thoughts on why real estate regulations exist and who they truly protect. If you want to understand the mindset of a true real estate winner and get a new perspective on the state of the industry, you won't want to miss this.

Featured Guest:
Bill Allen – CEO of Click Funnels / Founder of 7 Figure Flipping, real estate investor, coach, and mentor.

Connect with Bill Allen

• Facebook: Bill Allen Facebook
• Website: 7 Figure Flipping

Connect with Brian Trippe

• 📸 ⁠⁠https://www.instagram.com/brianjtrippe/⁠
• 💼 ⁠⁠https://briantripperealestate.com/⁠

Want to Learn More and Meet Us in Person?
Join us at the Board of Advisors Mastermind Conference in Birmingham, AL on October 6-7, where top-tier investors will gather to network and learn how to grow their businesses faster.
🎟️ Get Tickets Now | Use promo code PODCAST for a discount!

Video Link for this Episode:

• He Bought This for $15K… Now It’s Worth $175K (But the Tenant Destroyed It)

Other Resources:

• Learn Real Estate
• BOA Quarterly Conference
• Brian's FREE Facebook Group
• Brian Trippe Instagram
• Brian Trippe TikTok
• BOA Mastermind (Use promo code PODCAST for a discount!)

He Bought a House for $15K… Now It’s Worth $175K (But the Tenant Destroyed It) | Walter Baker’s Rental Strategy

In this episode of Brian Trippe Real Estate, we dive into the real-world story of Walter Baker, a seasoned investor in Birmingham, Alabama, who bought a property for just $15K over a decade ago. Despite a disastrous tenant turnover that led to a $30K rehab, this house is now worth $175K—and still made money.

Walter takes us through the details of his long-term investment strategy, showing how this property, despite the damage, continues to be a success. From tenant turnover to deferred maintenance, Walter breaks down how to protect your rentals, manage long-term investments, and scale your portfolio without managing properties yourself.

Key Topics Covered:

• The $30K rehab and why tenant turnover can lead to big costs
• How a $15K property became worth $175K in 14 years
• The real cost of deferred maintenance and property management
• The importance of reserves, cash flow, and equity
• How Walter avoids property management headaches
• Low-end vs high-end rental properties: which makes more?

Featured Guest:
Walter Baker, seasoned real estate high-end flipper, wealth-building expert

Connect with Brian Trippe

• 📸 ⁠⁠https://www.instagram.com/brianjtrippe/⁠
• 💼 ⁠⁠https://briantripperealestate.com/⁠

Want to Learn More and Meet Us in Person?
Join us at the Board of Advisors Mastermind Conference in Birmingham, AL on October 6-7, where top-tier investors will gather to network and learn how to grow their businesses faster.
🎟️ Get Tickets Now | Use promo code PODCAST for a discount!

Video Link for this Episode:

• He Bought This for $15K… Now It’s Worth $175K (But the Tenant Destroyed It)

Other Resources:

• Learn Real Estate
• BOA Quarterly Conference
• Brian's FREE Facebook Group
• Brian Trippe Instagram
• Brian Trippe TikTok
• BOA Mastermind (Use promo code PODCAST for a discount!)

Flipping Houses in a Broken Market: Secrets from Brandon Rickman in Marietta, GA

The real estate market in Atlanta might seem broken, but investor Brandon Rickman is still finding success flipping houses, wholesaling, and cash flowing in 2025. In this exclusive interview and on-site walkthrough, we dive into the strategies Brandon uses to thrive even in a challenging market. From his targeted neighborhoods to his four-option seller strategy, Brandon shares the inside scoop on what’s working in Marietta, Georgia, and why high-end flips are outperforming wholesales right now.

In Part 1, we break down the best areas to invest in, how school zones and crime rates shape Brandon’s investment choices, and how his team adapts when the market shifts. In Part 2, we take you behind the scenes of a high-end flip project, where what started as a simple cosmetic rehab turned into a full gut job. Brandon shares exactly how he transformed this property, the unexpected challenges, and how he plans to list it for $619,000 with a $80K+ profit.

Whether you’re flipping, wholesaling, or simply interested in the Atlanta real estate market, these episodes are packed with practical tips and strategies you can apply right now.

Key Topics Covered:

• How to still find deals in Atlanta despite a "broken" market
• Why high-end flips are more profitable than wholesales in 2025
• The 4-option seller strategy Brandon uses to close deals
• What makes flipping houses in Marietta, GA, so lucrative
• How to turn a 3-bed house into a 4-bed without adding square footage
• Full flip breakdown: from buying for $415K to listing for $619K
• Renovating with the right design upgrades to meet buyer expectations

Featured Guest:
Brandon RIckman, seasoned real estate high-end flipper, wealth-building expert

Connect with Brandon Rickman
Instagram: @brandonrickman
Website: Brandon’s Real Estate

Connect with Brian Trippe

• 📸 ⁠https://www.instagram.com/brianjtrippe/
• 💼 ⁠https://briantripperealestate.com/

Want to Learn More and Meet Us in Person?
Join us at the Board of Advisors Mastermind Conference in Birmingham, AL on October 6-7, where top-tier investors will gather to network and learn how to grow their businesses faster.
🎟️ Get Tickets Now | Use promo code PODCAST for a discount!

Video Link for this Episode:

• Atlanta Real Estate Is BROKEN… But This Investor’s Still Getting Rich
• They Ripped This House Apart… Then Listed It for $619K

Other Resources:

• Learn Real Estate
• BOA Quarterly Conference
• Brian's FREE Facebook Group
• Brian Trippe Instagram
• Brian Trippe TikTok
• BOA Mastermind (Use promo code PODCAST for a discount!)

Real Estate Crash? Here’s the Truth They’re Not Telling You with Ron Phillips

Is the real estate market heading for a crash in 2025? The media is filled with doom and gloom, but what’s really happening behind the headlines? In this exclusive interview with seasoned investor Ron Phillips, we dive into the truth about the current housing market and uncover the hidden strategies smart investors are using right now to thrive — even in uncertain times.

We break down the housing shortage, the impact of interest rates and inflation, and how to navigate affordability issues in today's market. Whether you're worried about the market’s direction or looking for a smarter approach to investing in real estate, this episode is packed with insights you won’t want to miss.

Featured Guest:
Ron Phillips, seasoned real estate investor, wealth-building expert

Key Topics Covered:

Why the “real estate crash” panic is overblown

The real crisis in the market: affordability

How to find cash-flowing properties in 2025

Turnkey vs. rehab investing: what works in today’s market

The #1 piece of advice for successful real estate investing

How boring real estate always wins

Want to Learn More and Meet Us in Person?
Join us at the Board of Advisors Mastermind Conference in Birmingham, AL on October 6-7, where top-tier investors will gather to network and learn how to grow their businesses faster.
🎟️ Get Tickets Now | Use promo code PODCAST for a discount!!

Connect with Ron Phillips
📸 Instagram

🌐 Website

Connect with Brian Trippe

• 📸 ⁠⁠https://www.instagram.com/brianjtrippe/⁠
• 💼 ⁠⁠https://briantripperealestate.com/⁠

Video Link for this Episode:

• Real Estate Crash? Here’s the Truth They’re Not Telling You with Ron Phillips 

Other Resources:

• Learn Real Estate
• BOA Quarterly Conference
• Brian's FREE Facebook Group
• Brian Trippe Instagram
• Brian Trippe TikTok
• BOA Mastermind (Use promo code PODCAST for a discount!)