From Google to Rentals: A Transformative Journey

They told him to play it safe. Instead, Mike Reilly left a dream job at Google to build 29 short-term rentals and a $5M business exit plan. Most STR hosts fail. Why? It’s NOT the market. It’s NOT bad properties. It’s what’s happening in their head. In this episode, Mike reveals:

• The mindset traps killing your STR growth
• The sales psychology behind a $5M exit
• The hidden framework to scale 29 properties FAST
• Why most STR hosts struggle—and how to avoid it

04:10 - Scaling to 29 Properties with a Clear Vision

06:00 - Mastering the Art of Finding Underperforming Listings

08:45 - Building a High-Performing STR Business Model

10:30 - The Power of Daily Habits and Mindset Shifts

13:00 - Leveraging Virtual Assistants for STR Automation

15:40 - Leadership and Growth: Running a STR Coaching Empire

18:10 - The Blueprint for a $5M Business Exit Strategy

20:25 - Structuring Your STR Business for Maximum Valuation

23:15 - Key Metrics That Attract High-Value Buyers

26:50 - The Role of Systems in Scaling Profitably

29:30 - The Future of STRs: Trends and Opportunities

32:00 - Final Advice: Dream Big, Take Action, Achieve Freedom

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