In this episode of The Madison Podcast, host Ben Lavender sits down with Matthew Winter — a rising star in New York real estate who went from global marketing to $20M in transactions in just three years.
Matthew reveals the real secrets behind his momentum:
Why service beats sales tactics every time
How cold calling became his unlikely superpower
The daily systems and affirmations that keep him grounded
Why trust and presence are the real currency in business
How to balance grit with empathy in high-stakes negotiations
00:00 – Intro: From Global Marketing to Real Estate
01:00 – Making NYC real estate more approachable
05:00 – The truth about today's buyers and sellers
08:00 – How diversity fuels New York real estate
15:00 – Secret sauce behind $20M in sales
20:00 – Why cold calling still works
27:00 – Turning service into your superpower
30:00 – Daily routines, discipline, and affirmations
35:00 – Flow, gratitude, and building resilience
37:00 – The Winner's Mindset: Service, Discipline, and Trust
38:00 – Where to find Matthew Winter
This conversation isn't about flashy shortcuts — it's about building a winner's mindset rooted in service, clarity, and discipline.
Learn More: www.madisonmortgage.com
Madison Mortgage NMLS#1862796
Instagram: @madison_mortgage
Hosted by Ben Lavender- NMLS#1028176
Instagram: @blavmtg
Connect with Matthew Wynter
Instagram: @milliondollarwynter
