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JF 4124: Lifestyle Design Lessons from a 2000 Unit Investor ft. Maurice Philogene

Dec 19, 2025
In this engaging discussion, Maurice Philogene, a real estate investor and founder of Try Life On, shares his transformative journey from various careers to achieving financial freedom through strategic investing. He emphasizes the importance of lifestyle design, prioritizing personal fulfillment over financial status, and the lessons learned from past mistakes, including the 2008 financial crisis. Maurice also dives into international investments in Cyprus and Lebanon, stressing the significance of building authentic relationships over mere profit, and offers insights into parenting and fostering financial literacy.
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ADVICE

Systematically Pay Down Assets

  • Pay down appreciating assets instead of flipping endlessly.
  • Use salary to systematically pay principal so you end up with free-and-clear units.
ANECDOTE

Ego-Costly Penthouse Lesson

  • Maurice let ego push him into buying a penthouse before 2008 and it hurt him during the crash.
  • That loss taught him how destructive ego-driven decisions can be.
ADVICE

Build A Second Workweek

  • Create dedicated weekly time blocks and commit to them.
  • Treat 4 hours a day as a second workweek to build momentum and compound results.
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