Gabrielle Simmons lost everything. She had the 800 credit score, the real estate portfolio, and the “perfect” life on paper, until a $100,000 tax bill and a market crash forced her into bankruptcy at 29 years old. In this episode, Gabrielle opens up about her rise from a truck driver to running the largest investor community in Colorado, and the devastating crash that followed. She reveals exactly how she built her first fortune using wholesaling (with zero money down), the massive mistake that cost her everything, and the mental toughness required to rebuild from scratch. If you believe the American Dream is dead or that you need rich parents to invest in real estate, this conversation will prove you wrong. Topics: 0:00 - Intro 0:40 - From Truck Driver to Real Estate Investor 06:07 - The Dangerous Reality of Being a Female Trucker 11:18 - Blowing Money in Dubai & The "Fake Wealth" Trap 13:36 - How to Start Wholesaling with $0 (The Exact Strategy) 19:00 - Why Most Wholesalers Fail (And How to Win) 24:00 - Building "Real Estate Dealmakers" (60k+ Members) 31:13 - Closing Massive Commercial Deals & Data Centers 44:20 - The Crash: Losing It All & Filing Bankruptcy 58:00 - How to Rebuild Your Life After Hitting Rock Bottom 01:04:17 - The 3 Things You Need to Succeed (Time, Money, Knowledge) Guest: Gabrielle Simmons is the founder of Real Estate Dealmakers, the largest real estate networking community in Colorado with over 60,000 members. She is a former professional truck driver turned real estate investor, educator, and entrepreneur. Follow Gabrielle: Instagram: https://instagram.com/investorladyg Facebook Group: https://www.facebook.com/share/g/1AZsVzGj9K/ Listen to the Audio Podcast: https://open.spotify.com/show/1jSQ8OQSi0rprCcxTGx0KB?si=1772f1e908184d5a' https://podcasts.apple.com/us/podcast/colorado-springs-business-podcast/id1492740546 About the Show: The COS Business Podcast is the #1 source for business news and interviews in Colorado Springs. We talk to the entrepreneurs, leaders, and movers-and-shakers building the future of our city. Subscribe for more episodes: https://www.youtube.com/@ColoradoBusinessPodcast