Would You Quit Your 9-to-5 to Build a Short-Term Rental Empire?
Payton Cummings did exactly that—leaving behind a steady paycheck to scale a thriving 17-property short-term rental business! In this episode, she shares her journey from corporate consulting to full-time entrepreneurship, the mindset shifts that made it possible, and how community and strategy helped her think bigger.
If you're dreaming of turning your side hustle into a sustainable business, this episode is packed with real insights and actionable advice you won’t want to miss!
Things we discussed in this episode:
- Peyton's transition from a W2 management consulting job to full-time short-term rental entrepreneurship
- The importance of joining entrepreneurial communities like STR Secrets for networking and mindset growth
- Financial planning and considerations before leaving a steady job, including healthcare and income sustainability
- Building and scaling a short-term rental business from 3 personal properties to 17 co-hosted properties
- The challenges of delegating guest communication and learning to trust a virtual assistant team
- Strategies for local networking, including joining BNI groups and connecting with local developers and investors
- The value of investing time in personal mindset development and strategic business planning
- Real estate professional tax status and potential tax benefits for full-time real estate entrepreneurs
- Maintaining personal relationships and friendships while growing a business, especially as an entrepreneur
- The process of automating guest communications while still maintaining quality customer service and oversight
Get in touch with Payton:
- Facebook -
/ payton.young.7 - Instagram -
/ staymodernproperties - Website - https://staymodernproperties.com/
➢ Subscribe: 
/ @smartstayshow
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