Christopher Calabrese on NYC Real Estate, Political Risk, and Building a Full-Service Firm - EP13

Christopher Jay Calabrese started brokering deals in Brooklyn at 18 and never looked back. Today, he's the founder of The CS Organization, a full-service real estate firm with verticals spanning brokerage, capital advisory, development, and property management.

In this episode of The Wealth Clock, we cover:

• How NYC politics are reshaping the future of multifamily investment
• What he’s seeing in South Brooklyn, Queens, and beyond
• Why he’s bullish on retail and cautious on rental development
• How his firm helps sponsors fill gaps like capital, CO-GPs, and track record
• The structure of out-of-state deals, including creative financing with C-PACE
• Why AI adoption is slow in real estate and how he uses tech in his own workflow
• Advice for new investors and the power of aggressive networking

Christopher also shares stories from his early career, how he built CS from scratch, and his take on the biggest challenges facing real estate operators in 2025.

📍 Guest: Christopher Jay Calabrese
Founder, The CS Organization
Website: https://thecsorganization.com
Instagram: @ChristopherJCalabrese
LinkedIn: Christopher Jay Calabrese

🎙 Brought to you by WE Capital and the Goethals Capital Fund

Send The Host, Steven Weinstock, a comment

🎙 About Steven Weinstock
Steven Weinstock is a real estate investor and founder of WeCapital and the Goethals Capital Fund. Since 2001, he has built a diverse portfolio of residential and multifamily assets while helping investors access passive income through strategic real estate opportunities. On this podcast, he shares real-world insights on investing, capital raising, and what it really takes to build and scale in today’s market.

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Visit: www.WeCapitalX.com

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