How Discipline and Service Turned 3 Years Into $20M in Real Estate
In just three years, Matthew Wynter closed over $20M in real estate — but the real story isn’t the number. It’s the way he did it.
After more than a decade shaping global brand strategies for American Express, Patek Philippe, and Adidas, Matthew stepped into New York real estate with a different perspective: lead with service, stay disciplined, and build trust through presence. That approach not only set him apart in a cut-throat industry, it made real estate more approachable for the families and buyers he serves.
In this episode of The Madison Podcast, Matthew opens up about what momentum really looks like — from daily routines and cold-calling strategies to the bigger lessons about grit, kindness, and creating success that lasts.
This isn’t just a story about real estate. It’s a story about building a life and business rooted in trust, discipline, and resilience.
What You’ll Learn:
– Your passion can be the advantage that drives your success.
– How balancing kindness with grit earns respect in competitive industries.
– Why service-first cold calling builds stronger client relationships.
– How daily discipline, gratitude, and focus sharpen performance.
– Why momentum comes from consistency, not shortcuts.
Episode Guide:
00:00 – From Global Brands to Real Estate Breakthroughs
02:00 – Redefining Real Estate: Making NYC Approachable for Homebuyers
06:30 – The Truth About Today’s Buyers
10:15 – Kindness Meets Grit: The New Trust Equation
15:00 – Discipline, Service & Growth
21:00 – Cold Calling Reimagined: Building Relationships Through Service
27:00 – Turning Rejection Into Opportunity
30:00 – Daily Discipline: Building Resilience Through Routine
34:30 – Behind a Winner’s Mindset
36:00 – Final Takeaways on Growth & Trust
Join us to hear more conversations with leaders, entrepreneurs, and professionals who are redefining success in real estate and beyond. Subscribe on Youtube and leave a comment below.
Follow Matthew Wynter on Instagram: @milliondollarwynter
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For more than 20 years, Madison Mortgage has helped families, buyers, and homeowners navigate real estate with confidence. Our growth has always come from one place: trust and relationships that last.
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