
Escaping the "Messy Middle" of Investing w/ DeAnna Lee
Did you build a business, or did you just buy yourself a 2 AM job?
Today, we breakdown how to stop working for your properties and start building a portfolio that offers true freedom.
DeAnna Lee is the founder of Collective Destinations and a real estate entrepreneur with 20+ years of experience. Her portfolio spans 11 luxury lifestyle properties across 7 countries, ranging from lake houses to boutique hotels to a glamping retreat in Southern Utah. She teaches investors how to escape the "messy middle" and build real freedom through experiential hospitality.
04:10 The "Golden Pause" That Changes Everything
07:37 Business Owner vs. Self-Employed (The Kiyosaki Test)
12:08 Time Traveling: Buying at the "End of the Path of Progress"
14:46 Why Smart Money is Moving to Boutique Hotels
20:18 Surviving the "Holidays in Hospitality"
29:41 The "Golden Triangle" Glamping Project in Utah
🔗 Connect with Us:
Monter Coaching: montercoaching.comFollow Debbie: @montercoaching
Website: collectivedestinations.com Instagram: @collective.destinations
Want to scale your business? https://montercoaching.com/contact/ Want more insights like this? Don't miss an episode. https://montercoaching.com/real-estate-leadership-podcast/
Information
- Show
- FrequencyUpdated Biweekly
- PublishedFebruary 10, 2026 at 4:18 PM UTC
- Length32 min
- RatingClean