Skip to main content

How Brandon Cobb Raised $15M in Private Money and Built a $22M Real Estate Empire


Transitioning from a stable career to entrepreneurship often comes with its challenges. Brandon Cobb, who was once a medical device sales representative, experienced a significant career setback that propelled him into the world of real estate investing. Today, he manages a $22 million portfolio focused on affordable housing and has raised over $15 million in private money. In this episode of Raising Privat Money Podcast, Brandon Cobb shares his inspirational journey, strategies for success, and lessons learned along the way.

 

From Medical Sales to Real Estate

Brandon Cobb’s transition into real estate was far from smooth sailing. After being unexpectedly fired from his job in medical device sales, Cobb faced a series of failed online business ventures. However, he found his footing in real estate investing, initially focusing on fixes and flips. Drawing from a diverse set of experiences, Cobb pivoted into new construction, identifying a lucrative niche by addressing the affordable housing crisis.

 

Mastering the Art of Raising Private Money

One of the key elements behind Cobb’s success has been his ability to raise private money. Instead of directly soliciting funds for deals—a strategy that can often appear desperate—Cobb recommends engaging potential investors by seeking their feedback and gauging their interest. Both Cobb and host Jay Conner emphasize the importance of appearing confident rather than desperate when raising private money. 

 Cobb’s innovative approach involved negotiating with investors for fixed and flip projects at a 10% annual interest rate with no monthly payments. This method alleviated the financial burden of hard money loans, characterized by high upfront fees and interest rates, thereby allowing for more sustainable growth.

 

Syndication: A Path to Scalable Growth

Transitioning from debt positions to equity through syndication was a pivotal strategy for Cobb. Syndication, likened to crowdfunding, involves multiple investors pooling their resources to fund larger projects. This not only increases the available capital but also allows investors to become partners in deals, thus sharing higher returns. Through this method, Cobb expanded his funds from $6 million to $15 million, opening up opportunities for larger-scale projects.

 

Strategizing for Success in Real Estate

Cobb’s company, HBG Capital, specializes in entry-level housing in Nashville, Tennessee, a market with high demand for affordable homes. They have developed a multi-faceted approach that includes owning land outright with investors, contracting with national home builders, and building homes both to sell and to rent. This variety of exit strategies ensures stability and profitability, even in fluctuating markets.

 

Personal Insights and Lifestyle

Beyond the numbers and strategies, Cobb also shares personal insights into his journey. Real estate investing has afforded him the ability to travel frequently, taking six weeks off per year to explore new places. Particularly meaningful are his annual trips with his mother and a sibling trip to historic locations with his retired history teacher sister. These experiences underscore the personal fulfillment that can accompany financial success.

 

Learning from Mistakes and Moving Forward

Cobb’s journey from flipping houses to new construction highlights the importance of learning from mistakes and adapting strategies accordingly. Tracking key performance indicators helped him recognize the saturation in the fix and flip market, prompting a shift to new construction which offered higher profits with less competition.

 Both Cobb and Conner agree on the significance of continuous learning and adaptation in the evolving landscape of real estate investing. Leveraging private money and shifting from a hard money-dependent model has been crucial for Cobb’s business scalability.

 

Get Involved

For those inspired by Cobb’s journey, HBG Capital offers opportunities for business owners who want to invest in real estate without the day-to-day hassles. Interested investors can join their fund at hbgcapital.net. Additionally, Cobb offers resources like a free ebook and a podcast, “Recession Resistant Real Estate Radio,” aimed at guiding business owners in real estate investing.

 Jay Conner, the podcast host, further promotes a free guide on private money’s role in real estate investing, available at jconnor.com/moneyguide. He encourages listeners to follow, review, and subscribe to the podcast across different platforms.

 

Conclusion

Brandon Cobb’s transition from a medical device sales rep to a real estate mogul exemplifies resilience, strategic thinking, and the importance of personal growth. By focusing on affordable housing and mastering the art of raising private money, Cobb not only achieved financial success but also created a sustainable, impactful business model. His journey is a testament to how setbacks can become stepping stones to greater achievements.

 

10 Discussion Questions from this Episode:

Career Transitions:

How did Brandon Cobb’s experience as a medical device sales rep prepare him for the challenges in real estate investing?

Private Money Strategies:

What are some effective strategies that Brandon Cobb and Jay Conner discussed for raising private money without directly asking for it?

Market Niche:

Why did Brandon Cobb choose to focus on entry-level housing, and how does this niche address the affordable housing crisis?

Real Estate Development:

What are some benefits and challenges of transitioning from fix-and-flip projects to new constructions, according to Brandon Cobb?

Cash Flow Management:

How does managing cash flow play a critical role in scaling a real estate business, especially when dealing with hard money loans?

Equity vs. Debt:

Brandon Cobb mentions transitioning from debt positions to equity through syndication. What are the pros and cons of this approach?

Investor Relations:

How can investors effectively gauge interest and seek feedback without appearing desperate when raising funds?

Exit Strategies:

What multiple exit strategies do Cobb and his team employ for their projects, and how do these strategies mitigate risks?

Educational Resources:

How can business owners benefit from the educational resources shared by Brandon Cobb, including his free ebook and podcast?

Personal Benefits:

How has real estate investing allowed Brandon to enjoy personal activities such as annual trips with his mother and sister, and what does this reveal about balancing professional success with personal fulfillment?

 

Fun facts that were revealed in the episode: 

  1. Brandon Cobb makes it a point to go on an annual trip with his mom, as well as sibling trips to historic places with his sister, who is a retired history teacher. These trips are a cherished tradition for him.  
  1. Brandon’s real estate journey began in an unconventional way—he sold his retirement accounts to fund his very first fix and flip project, and he learned construction skills hands-on as he went along.
  1. Despite his busy schedule managing a $22 million real estate portfolio, Brandon ensures he takes about 6 weeks off per year to travel and unwind, highlighting the balance he’s found between work and personal life.

Timestamps:

00:01 Raising Private Money Without Asking For It

03:27 Traditional career pursuit leads to unexpected outcomes.

06:32 Shifted from fix and flips to new construction.

12:35 Switched to new construction for higher profits.

13:18 Pivot to larger deals creates lucrative opportunities.

19:13 Switched from deposition to equity and achieved great success.

25:58 Raising private money without asking, leading servantly.

27:55 Connect with Brandon Cobb: https://www.hbgcapital.net   

29:38 Nashville thriving with growth and job opportunities.

31:17 Develop land, sell, build, or rent homes.

34:04 Book addresses the lack of knowledge for investors







Private Money Academy Conference:

https://www.JaysLiveEvent.com

Free Report:

https://www.jayconner.com/MoneyReport

Join the Private Money Academy: 

https://www.JayConner.com/trial/

Have you read Jay’s new book: Where to Get The Money Now?

It is available FREE (all you pay is the shipping and handling) at

https://www.JayConner.com/Book 

What is Private Money? Real Estate Investing with Jay Conner

https://www.JayConner.com/MoneyPodcast

Jay Conner is a proven real estate investment leader. He maximizes creative methods to buy and sell properties with profits averaging $67,000 per deal without using his money or credit.

What is Real Estate Investing? Live Private Money Academy Conference

https://youtu.be/QyeBbDOF4wo

YouTube Channel

https://www.youtube.com/c/RealEstateInvestingWithJayConner

Apple Podcasts:

https://podcasts.apple.com/us/podcast/private-money-academy-real-estate-investing-with-jay/id1377723034

Facebook:

https://www.facebook.com/jay.conner.marketing

Twitter:

https://twitter.com/JayConner01


Pinterest:

https://www.pinterest.com/JConner_PrivateMoneyAuthority


Listen to our Podcast:

https://www.buzzsprout.com/admin/2025961/episodes/15718163-how-brandon-cobb-raised-15m-in-private-money-and-built-a-22m-real-estate-empire

Comments

Popular posts from this blog

From Hospital Executive to Real Estate Mogul: The Mason McDonald Transformation

https://www.jayconner.com/podcast/episode-163/ Mason McDonald, once deeply entrenched in the healthcare industry, found liberation and financial success in an unexpected venture: real estate investment. His professional life took a dramatic turn when the pressures and dissatisfaction of his hospital executive job spurred him to explore real estate, an interest sparked by his family’s background in the industry. Mason’s story is not just about change; it’s about strategic and bold decision-making, taking a calculated risk with just $60 and a course on land flipping, leading to significant professional and personal growth as discussed in a gripping episode with Jay Conner on the “Raising Private Money” podcast. Why Invest in Land? Choosing land over other forms of real estate investment might seem unconventional to some. However, Mason outlined compelling reasons for his focus during the podcast. The barriers to entry are relatively lower, and the tax advantages are particularly appealin...

Secure Real Estate Success Through Digital Marketing & Private Money with Jason Wright & Jay Conner

Private Money Academy Conference: https://www.JaysLiveEvent.com Free Report: https://www.jayconner.com/MoneyReport Jason Wright is a speaker, author, entrepreneur, limited partner real estate investor, podcast host, and digital marketing architect with a passion for helping other business owners with their sales funnels. Jason prides himself on his ability to connect with people and speak to them in a language they understand. Jason is able to design successful marketing automation machines all while keeping a positive attitude and sense of humor along the way. DIGITAL MARKETING AUTOMATION EXPERTISE ActiveCampaign Go HighLevel SalesMsg Zapier Digital Marketing Strategy & Architecture Email Deliverability ENTREPRENEURIAL ACCOLADES Author of the book, The Backward Route To Forward Progress: 7 Solutions For Crushing Fear, Self-Doubt, And Limiting Beliefs ActiveCampaign Certified Consultant for 6+ years Has worked on 600+ sales funnels and counting... He has been featured on 9...

Transform Your Financial Future: Eric Vogel’s Strategies and Jay Conner’s Real Estate Insights

https://www.jayconner.com/podcast/episode-175-transform-your-financial-future-eric-vogels-strategies-and-jay-conners-real-estate-insights/ In the latest episode of the Raising Private Money podcast, renowned private money authority Jay Conner sits down with Eric Vogel, a high school teacher turned real estate investor, who shares his incredible journey to financial independence and freedom. This episode is an eye-opener for anyone looking to achieve their own FIRE (Financial Independence, Retire Early) through real estate.   The Journey Begins: From High School to High Profits Eric Vogel and his wife were high school teachers who decided to pivot their careers toward real estate investment. Within just four years, they grew their business to seven figures—a testament to their dedication, strategic planning, and unwavering intention. Their story is a powerful example of how setting actionable goals and focusing on intention can accelerate your path to financial success.   The A...