Short Term Rental Management

Managing 35 Units with David

10 snips
Dec 30, 2025
David shares his transformative journey from engineering to owning six short-term rentals while managing over 35 for others. He emphasizes disciplined investing, the importance of authentic pricing, and how adaptability is vital in today’s market. The conversation highlights the realities of property management, including building systems and hiring the right team. David discusses his hands-on approach to revenue management and offers insights into his entrepreneurial journey, encouraging freedom over mere financial gain.
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ANECDOTE

From College Lessons To Real Estate Escape

  • David traced his financial mindset to a college class and books like Rich Dad Poor Dad that taught compound interest and investing.
  • He used that early investing habit to deploy capital into real estate years later and escape his engineering career.
ANECDOTE

First Deals Proved The Model

  • David bought his first long-term rental for $85,000 then a Smokies cabin that grossed $71,000 in its first year.
  • Those early wins convinced him to scale into multiple short-term rentals and leave his job.
ADVICE

Deploy Savings Into Intentional Real Estate

  • Save and invest consistently while employed so you have deployable capital later.
  • Use that capital deliberately to buy properties that match your retirement or freedom goals.
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