Most real estate investors start the same way solo, figuring it out, and trying to scale on their own.

But what happens when that model stops working?

In this episode, Stephen sits down with Jared Mickley, a Marine Corps helicopter pilot and multifamily asset manager, to break down his journey from house hacking and short-term rentals to stepping into multifamily investing.

This conversation goes beyond tactics it dives into the real shift that happens when you stop treating real estate like a side hustle and start running it like a business.

• Why single-family investing hits a scaling ceiling
• The real reason multifamily is a team sport
• The 4 key roles in a multifamily deal
• What makes capital raising actually work
• The difference between investor interest and commitment
• Why consistency beats speed in real estate

• Transitioning from VA loan house hack to STR and midterm rentals
• Lessons learned managing rentals remotely during deployment
• How military teamwork translates into real estate success
• Inside a real multifamily team structure
• The mindset shift that changes everything

Connect with Jared: Email: Jared@gladpathinvestments.com

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