Finding Your Edge

Making Decisions in Real Estate: How the Best Investors Navigate Fear with Jeremiah Boucher (Patriot Holdings CEO)


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Jeremiah Boucher built a $400 Million portfolio of commercial assets (self-storage facilities, mobile home parks, industrial assets) from zero, through constant improvement, investing ahead of the curve, and hard work & execution.

In this episode:

  • Trust Your Intuition: Jeremiah emphasizes the importance of trusting your gut and intuition when making big decisions—whether in real estate, partnerships, or life.

  • Fear Is a Message: Fear and pain shouldn't be ignored; they're messages from your mind or body. Instead of avoiding them, learn to explore and understand what they're trying to tell you.

  • Preparation Eases Fear: When fear arises, it's often reminding you to be more prepared. Doing your homework and properly researching before major decisions builds confidence.

  • Understand Your Mind's Role: Our minds are wired for survival and tend to focus on potential dangers and negatives, even when threats are minimal in modern life.

  • Confidence Is Contagious: People around you can sense both your confidence and your fear. A leader's conviction and certainty can stabilize and reassure a team.

  • Calculated Instincts Over Impulsive Bets: Trusting your gut doesn't mean acting on a whim. Make sure your instincts are backed by research, preparation, and experience rather than impulse.

  • Alignment and Motivation Matter: When partnering or negotiating, look for genuine motivation and alignment of goals. Forced or one-sided engagements rarely work out in the long term.

  • Intentions Are Felt, Not Hidden: True intentions, whether aligned or not, tend to come through in interactions. Operating with honest, positive intent is essential for building lasting relationships and deals.

  • Detachment from Outcomes: Don't become emotionally attached to a particular deal, person, or outcome. The ability to walk away provides power in negotiations and protects you from poor decisions.

  • Continuous Growth and Self-Trust: Decision-making is a muscle that develops with experience. Combining intuition with logic, reflection, and learning from both success and failure leads to better, more confident choices over time.

Are you interested in investing in Commercial Real Estate? Learn more at www.patriotholdings.com

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Finding Your EdgeBy Jeremiah Boucher

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