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The Short Term Show
Secrets to Building a 30 Door Portfolio with Jefferson Calloway
Feb 5, 2025
Jefferson Calloway, CEO of Cal Capital LLC and seasoned real estate investor, shares his fascinating journey from being a military helicopter pilot to building a diverse property portfolio. He discusses the importance of creativity in financing and the power of house hacking. Jefferson emphasizes that being likable and easy to work with is crucial in the industry. He also explores the benefits of multifamily investments and offers strategies for success in short-term rentals, illustrating how personal relationships can lead to lucrative opportunities.
31:24
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Quick takeaways
- Jefferson Calloway transitioned from military life to real estate investing by leveraging his VA loan to purchase profitable rental properties.
- Utilizing house hacking and creative financing strategies allowed Calloway to build a diversified portfolio and minimize investment costs effectively.
Deep dives
Jefferson Calloway's Journey into Real Estate
Jefferson Calloway originally began his career as a military pilot before accidentally stumbling into real estate investing. His first purchase was a townhouse in Alabama, bought with a VA loan, which he then managed to rent out for more than his mortgage payment. This initial success motivated him to continue investing, leading him to build a portfolio of over 30 properties across multiple states. By recognizing the potential of rental income early on and utilizing a hands-on approach to learning, he effectively transitioned from military life to becoming a successful real estate investor.
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Discover
highlights
Listen to the best highlights from the podcasts you love and dive into the full episode