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Have you ever considered that your next big real estate opportunity might be in Des Moines, Iowa? Join us as we welcome Teddy, a seasoned real estate investor who transitioned from the glamorous kitchens of Miami to managing over 600 multifamily units in the heartland of America. Hear how his encounters with high-net-worth individuals during his career as a private chef ignited a passion for real estate, leading him to build a diverse and successful investment portfolio.
Discover the strategic pivots Teddy made during the early days of COVID-19, shifting his focus from high appreciation markets to more stable Midwest cities. Learn about the importance of conservative investment strategies and how maintaining transparency with investors can build trust and ensure long-term success. Teddy shares invaluable insights into navigating the unpredictable world of real estate, emphasizing the need for resilience and preparedness when unexpected challenges arise post-closing.
From critical advice for Limited Partners on analyzing rent growth projections and managing insurance costs to delegating business tasks to avoid burnout, this episode is packed with practical tips and personal anecdotes. Teddy also opens up about his struggles with balancing hands-on involvement and trusting his team, offering lessons on how to scale a business effectively. Plus, we discuss the enriching experience of homeschooling kids abroad to expose them to diverse cultures. Tune in for a wealth of knowledge and inspiration from a true real estate veteran.
Explore Identity-Level Recalibration
→ Join the next Friday Recalibration Live experience
→ Take your listening deeper! Subscribe to The Weekly Recalibration Companion to receive reflections and extensions to each week's podcast episodes.
→ Follow Julie Holly on LinkedIn for more recalibration insights
→ Schedule a conversation with Julie to see if The Recalibration is a fit for you
→ Download the Misalignment Audit
→ Subscribe to the weekly newsletter
→ Books to read (Tidy categories on Amazon- I've read/listened to each recommended title.)
→ One link to all things
By Julie Holly5
184184 ratings
Have you ever considered that your next big real estate opportunity might be in Des Moines, Iowa? Join us as we welcome Teddy, a seasoned real estate investor who transitioned from the glamorous kitchens of Miami to managing over 600 multifamily units in the heartland of America. Hear how his encounters with high-net-worth individuals during his career as a private chef ignited a passion for real estate, leading him to build a diverse and successful investment portfolio.
Discover the strategic pivots Teddy made during the early days of COVID-19, shifting his focus from high appreciation markets to more stable Midwest cities. Learn about the importance of conservative investment strategies and how maintaining transparency with investors can build trust and ensure long-term success. Teddy shares invaluable insights into navigating the unpredictable world of real estate, emphasizing the need for resilience and preparedness when unexpected challenges arise post-closing.
From critical advice for Limited Partners on analyzing rent growth projections and managing insurance costs to delegating business tasks to avoid burnout, this episode is packed with practical tips and personal anecdotes. Teddy also opens up about his struggles with balancing hands-on involvement and trusting his team, offering lessons on how to scale a business effectively. Plus, we discuss the enriching experience of homeschooling kids abroad to expose them to diverse cultures. Tune in for a wealth of knowledge and inspiration from a true real estate veteran.
Explore Identity-Level Recalibration
→ Join the next Friday Recalibration Live experience
→ Take your listening deeper! Subscribe to The Weekly Recalibration Companion to receive reflections and extensions to each week's podcast episodes.
→ Follow Julie Holly on LinkedIn for more recalibration insights
→ Schedule a conversation with Julie to see if The Recalibration is a fit for you
→ Download the Misalignment Audit
→ Subscribe to the weekly newsletter
→ Books to read (Tidy categories on Amazon- I've read/listened to each recommended title.)
→ One link to all things

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