 |
The Dealmakers Edge with A.Y. StraussAuthor: A.Y. Strauss
The Dealmakers Edge with A.Y. Strauss dives deep into the world of commercial real estate, bringing you exclusive stories, insights, and strategies from the industrys top investors, developers, and dealmakers. Hosted by Aaron Strauss, founder and managing partner of A.Y. Strauss, a leading real estate law firm, this podcast offers a behind-the-scenes look at what drives success in commercial real estate. From uncovering the unique edge of industry leaders to exploring the challenges and triumphs theyve faced, this podcast is a must-listen for commercial real estate investors, developers, brokers, and professionals looking to sharpen their skills and stay ahead in the competitive market.Whether youre navigating real estate law, structuring deals, or scaling your portfolio, The Dealmakers Edge delivers actionable insights and inspiring stories to help you take your career to the next level. Tune in to gain valuable knowledge and discover what it takes to thrive in commercial real estate today. Language: en Genres: Business, Entrepreneurship, Investing Contact email: Get it Feed URL: Get it iTunes ID: Get it |
Listen Now...
How Courage and Consistency Close Deals with Henry Stimler
Episode 71
Thursday, 4 December, 2025
Henry Stimler serves as an Executive Managing Director on Newmark’s Capital Markets Strategies team, where he specializes in originating and structuring in multifamily debt and equity with an emphasis on large bespoke portfolio transactions. Based in the firm’s New York headquarters, Stimler is known for guiding traditions Tri-State investors into new high growth markets across the U.S., including the Midwest, Texas and South Florida, while also sourcing global equity from key international cities like London, Tel Aviv and Johannesburg. Prior to joining Newmark, Stimler founded and served as Director of London Green Capital, a debt origination firm. Insights from Henry Stimler on How Courage and Consistency Close DealsHenry Stimler runs a full calendar. Client meetings, travel, prospecting, closings, and pipeline follow-ups take up most days, yet he still takes calls from young professionals, makes time for anyone genuinely trying to learn the business, and sees mentorship as part of the job.That mindset was shaped by starting from zero after the 2008 crash. He went from a thriving business to being overdrawn at the ATM and had to rebuild his career piece by piece. It taught him to focus on real opportunities, protect his time and rely on a team where everyone brings a different strength.In this episode of The Dealmakers’ Edge, Aaron talks with Henry about rebuilding from the ground up, sourcing and structuring large multifamily transactions, and keeping deals on track in challenging market conditions. Henry discusses rejection, resilience, mentorship and what it takes to close complex deals.1:50 – Henry’s background growing up in London and leaving the traditional path2:35 – Discovering an arbitrage opportunity and building Phoenix2:50 – The 2008 crash and losing everything, including assets and business3:20 – Rebuilding through club promotion, opening venues, and returning to finance3:53 – Turning a shuttered Chinese restaurant into one of NYC’s hottest nightclubs6:12 – Closing his first deal and earning a $25K commission before his son was born6:21 – Transition to Newmark when Cantor rolls platforms together7:03 – Building a national platform and taking NYC investors into new markets7:57 – Success is not linear and why connection skills drive outcomes10:51 – How to spot time wasters and protect your capacity12:12 – “Fish with a net” and why small maybes drain time14:24 – Making time for students and early-career outreach16:35 – Keeping a billion-dollar pipeline moving toward closing18:53 – Team structure in practice and the yin and yang with Bill Weber21:32 – Developing junior talent and the cold outreach that led to a $230M closing29:02 – The perspective and humility carried forward from the 2008 crashMentioned In How Courage and Consistency Close Deals with Henry StimlerNewmark | LinkedIn Henry Stimler on LinkedInEnjoy the show? Have a guest in mind? Email us at podcast@aystrauss.com to let us know your feedback and who you want to hear on the next episode. Connect with Aaron and the A.Y. Strauss team: Our website (www.AYStrauss.com) Aaron's website bio page (Aaron's bio page) Aaron's LinkedIn account (LinkedIn) Our Twitter account (@AYStrauss)
