What happens when a troubled teen who once ran away from home transforms into a successful real estate investor, digital marketing entrepreneur, and author?

Welcome back to ep111 of Inspired To Invest. To watch rather than listen, click here.

In this episode of Inspired to Invest, Bryan Driscoll shares his incredible journey—from nearly being homeless in Orlando to building a thriving business, investing in real estate, and writing The Goodness Game, a book about kindness and paying it forward.

Bryan’s story is raw, real, and packed with wisdom about resilience, business growth, and creating impact. Whether you’re an aspiring investor, an entrepreneur in the trenches, or simply someone looking for more meaning and purpose, this conversation will leave you inspired to take bold action and rethink what success really means.

✨ What You’ll Learn in This Episode:

• Bryan’s wild story of running away at 18 and the stranger who helped change his life
• The powerful ripple effect of small acts of kindness and how it inspired his book The Goodness Game
• How to avoid “goal-driven depression” and create purpose through investing and entrepreneurship
• Key lessons from scaling a digital marketing business and investing in real estate
• Why resilience is the single most important trait for long-term success
• The pitfalls of business partnerships and how to protect yourself with the right structures
• Simple advice for anyone just starting out in business or real estate
• The importance of finding your “energy audit” to align with your strengths and avoid burnout

⏱️ Timestamps:
00:00 – Welcome & introduction to Bryan Driscoll
02:15 – Running away from home & surviving in Orlando at 18
08:30 – A stranger’s kindness sparks a lifelong mission to “pay it forward”
12:45 – The viral Craigslist experiment that proved small acts create big change
16:10 – From random acts of kindness to writing The Goodness Game
20:40 – The “energy audit” framework for knowing what lights you up vs. drains you
26:55 – Scaling a digital marketing business & overcoming self-doubt
32:10 – Business lessons: resilience, delegation, and confidence
36:20 – Craziest experiences as an entrepreneur
40:15 – What Bryan would do differently (drinking, partnerships, and agreements)
45:00 – Best advice for new entrepreneurs and investors
49:20 – How entrepreneurship creates purpose (and why retirement can feel empty)
54:10 – Bryan’s go-to quote from Think and Grow Rich
56:30 – Where to connect with Bryan + book & business links
58:00 – Closing thoughts

👉 Don’t forget to like, comment, and subscribe for more inspiring real estate and entrepreneurship stories.

📖 Grab Bryan’s book The Goodness Game: goodness-game.com
💻 Learn more about his marketing agency: motivatedleads.com

Thank you to M1 Capital Connectors for bringing us this month’s episodes of “Inspired To Invest”. If you’re an experienced real estate investor who needs support raising capital, find out how to raise your next $1 to $3 million dollars in the next 90 days. Learn more!

“Inspired to Invest” is proud to support the Beyond Success Program, a not-for-profit financial literacy program for students, launched by More To Give & MAK Investments. Find out more at @more2give.ca.

➕ Follow Serena Holmes for all things related to personal branding, business, real estate, investing, wealth (and more!). I'm on a mission to help others create wealth because "when you invest in yourself, the sky's the limit" 🚀

➕ Follow Serena Holmes for all things related to business, entrepreneurship, real estate, investing, wealth (and more!). I'm on a mission to help others create wealth because "when you invest in yourself, the sky's the limit" 🚀

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Serena Holmes is a licensed REALTOR®, real estate investor, podcast host, published author and chief content officer of Executive Lens. She is also the former CEO of Tigris Events, a multi award winning brand experience agency.

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