The Broker Brunch

#36 Newmark's Henry Stimler and His $15B Multifamily Capital Markets Playbook

With Brian Whelan and Mitchel Flaherty Episode 36

What does it take to rise to the top of the multifamily real estate game?

In this episode, we sit down with Newmark’s Henry Stimler, one of the top multifamily capital markets brokers in the country, to explore the mindset, strategy and work ethic behind his $15 billion in closed transactions.

Stimler shares how he went from cold calling to becoming the go-to broker for institutional investors, family offices, and high-net-worth individuals looking to place capital in large-scale multifamily assets.

We explore how he built an empire of relationships, the calculated risks that paid off, and what it really takes to dominate in an industry where boldness beats perfection every time.

If you're serious about winning in multifamily real estate or want to understand how top brokers operate at the highest level, this is an episode you don’t want to miss.


Connect with Henry Stimler: https://www.linkedin.com/in/henrystimler/

Connect with us on LinkedIn
Brian Whelan: https://www.linkedin.com/in/brian-whelan-43155850/
Mitchel Flaherty: https://www.linkedin.com/in/mitchel-flaherty-7b4b1064/

Check out our current listings here: https://www.ripcony.com/property-listings/?broker=Brian%20Whelan%2C%20Mitchel%20Flaherty

(00:00) The Broker Mindset: Loyalty, Hustle, and Asking Big  
(00:40) From Nightlife Promoter to Real Estate Power Player  
(05:03) How Chutzpah and Teamwork Win Billion-Dollar Deals  
(05:39) Chasing the $1.85B Aragon Portfolio  
(07:13) The 2008 Crash: Losing It All and Starting Over  
(09:39) Breaking Into Finance with Anthony Orso at Cantor  
(10:50) Building London Green Capital and Early Deal Wins  
(13:18) Finding Mentors and Scaling Up at Newmark  
(16:07) Closing $800M in Year One and Going All-In on Multifamily  
(20:13) Surviving the Market Reset: Floating Debt, Pref Equity, and Refis  
(27:00) Why Miami Is Booming and America Remains the Land of Opportunity