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 Deals

Henry 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 path

2:35 – Discovering an arbitrage opportunity and building Phoenix

2:50 – The 2008 crash and losing everything, including assets and business

3:20 – Rebuilding through club promotion, opening venues, and returning to finance

3:53 – Turning a shuttered Chinese restaurant into one of NYC’s hottest nightclubs

6:12 – Closing his first deal and earning a $25K commission before his son was born

6:21 – Transition to Newmark when Cantor rolls platforms together

7:03 – Building a national platform and taking NYC investors into new markets

7:57 – Success is not linear and why connection skills drive outcomes

10:51 – How to spot time wasters and protect your capacity

12:12 – “Fish with a net” and why small maybes drain time

14:24 – Making time for students and early-career outreach

16:35 – Keeping a billion-dollar pipeline moving toward closing

18:53 – Team structure in practice and the yin and yang with Bill Weber

21:32 – Developing junior talent and the cold outreach that led to a $230M closing

29:02 – The perspective and humility carried forward from the 2008 crash

Mentioned In How Courage and Consistency Close Deals with Henry Stimler

Newmark | LinkedIn

Henry Stimler on LinkedIn

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Ran Eliasaf is the founder of Northwind Group, a real estate private credit platform based in New York. He founded the firm in 2008 and oversees all investment activity. Throughout his career, Ran has executed more than 300 real estate transactions totaling over $5.5 billion, investing in commercial properties in New York City and healthcare and senior-living properties across the U.S. In 2017, he spearheaded the creation of Northwind’s credit platform and launched the firm’s discretionary closed-ended debt funds, which now manage more than $2 billion in assets.

Under Ran’s leadership, Northwind has evolved into an institutional-grade private credit business, investing with a focus on discipline, risk management, and transparency. Before founding Northwind Group, Ran co-founded and served as CEO of a real estate fund that acquired a portfolio of grocery-anchored shopping centers in Florida and Texas.

Insights from Ran Eliasaf on Navigating Market Cycles and Risk Management

After more than six years in the Israeli Navy as a ship commander, Ran Eliasaf eventually made his way into real estate and founded Northwind Group in 2008. When the financial crisis hit, he was one of the few buyers with liquidity—acquiring distressed debt backed by grocery-anchored assets while most of the market froze.

Northwind grew deal by deal for more than a decade before launching its first institutionally backed credit fund in 2020. Today, the firm focuses on middle-market real estate loans, where discipline matters more than upside and one bad loan can wipe out the return of ten good ones.

In this episode of The Dealmakers’ Edge, Aaron and Ran discuss how Navy-level discipline translates into private credit, why honesty, integrity, and transparency shape every deal, and the principles Northwind Group relies on to protect capital and outperform through market cycles.

2:03 — Growing up on Israeli Air Force bases and serving over six years as a ship commander

2:58 — Opening a surfing school in the Dominican Republic and returning for law school

3:52 — Launching Northwind Group in 2008 and buying distressed debt during the financial crisis

5:42 — More than a decade of deal-by-deal capitalization before the first credit fund in July 2020

8:14 — Why Northwind Group focuses on $20M–$100M loans and the niche between banks and mega-funds

12:03 — Building a healthcare lending platform and the tech used to underwrite a complex asset class

13:35 — Northwind Group’s core principles: honesty, integrity, and transparency

16:08 — Managing a high-intensity lending environment and why surfing keeps Ran grounded

19:58 — Political risk as a major underwriting factor and why Northwind Group still believes in New York

21:37 — Zero principal losses, never taking back a property, and protecting investor capital

Mentioned in Navigating Market Cycles and Risk Management with Ran Eliasaf

Northwind Group | LinkedIn

Ran Eliasaf on LinkedIn

Enjoy 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)

Diego Hodara is the founder and CEO of Titanium Realty Group, a real estate investment and development company focused on mixed-use and residential assets in transit-oriented markets across the New York metropolitan area. Titanium Realty Group has close to 2,000 units under development or completed in Jersey City, NJ, and Port Chester, NY, representing more than $800 million in total project value. Diego holds a master’s degree in Real Estate Finance and Investment from NYU, as well as degrees in Architecture, Urban Planning, and an MBA from the University of Uruguay.

Insights from Diego Hodara on Reinvention and Resilience in Real Estate Development

When Diego Hodara arrived in the United States from Uruguay at 30, he had an architecture degree and construction know-how, but no network, no capital, and no work visa. He started over selling kitchen cabinets and managing renovations across New York's boroughs, learning how the city actually gets built. During the recession, he bought his first property in Jersey City with his own savings. It went underwater almost immediately. Instead of walking away, he held on, managed it himself, and turned those mistakes into lessons.

That discipline became the foundation for Titanium Realty Group. Diego scaled methodically from fix-and-flips to 30-unit buildings to high-rise developments, proving he could execute at each level before raising the stakes. Without family wealth or institutional backing, he had no room for error. He grew slowly, questioned every assumption, and reinvested everything into the next deal.

In this episode of The Dealmakers’ Edge, Aaron and Diego discuss starting over at 30 with nothing, scaling from two-family homes to high-rise developments without losing discipline, and the guiding principle that’s shaped everything Diego has built—don’t try to be the biggest, try to be the strongest.

1:28 — Moving from Uruguay to the U.S. at 30 and starting over without a network

4:42 — Selling kitchen cabinets and managing renovations across New York City

8:05 — Early lessons in construction, financing, and navigating a new market

10:56 — Buying his first property in Jersey City and surviving the downturn

14:23 — Building confidence through experience and small-scale development

18:00 — Founding Titanium Realty Group and committing to deliberate growth

21:17 — From two-family homes to high-rise projects and institutional credibility

24:50 — Managing risk and questioning assumptions before every new deal

28:36 — The importance of discipline when working with investors’ money

31:45 — Expanding into preferred equity, bridge lending, and conversions

34:20 — What it means to build strength—not size—in development

Mentioned in Reinvention and Resilience in Real Estate Development with Diego Hodara

Titanium Realty Group | LinkedIn

Diego Hodara on LinkedIn

Enjoy 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)