Meet The Team

Smile Capital is founded and operated by seasoned real estate agents and investors. With a strong grasp of market trends and hands-on operational expertise, our team excels at identifying undervalued assets and executing value-add strategies that maximize returns for our partners and clients.

John McSherry

Top Luxury Sales Broker | Real Estate Developer | Investor | Founder of Smile Capital & Smile Homebuyers | Public Speaker

  • Over $150M in real estate sold and successfully exited across New York and Florida.

  • With over 15 years of experience in luxury real estate sales and development.

  • Expertise in negotiation, market research, real estate data analysis and social media marketing with over 100,000 unique followers.

  • Top selling Broker at Douglas Elliman Real Estate for several consecutive years. Achieved Top 20 under 40 realtor in 2018.

  • Award winning team leader of the McSherry Team and President of the Young Professional Network of Libor (over 30,000 realtor members).

  • Principal of McSherry Companies overseeing the entire process from raising capital, acquisition, development and sales.

  • Founder and CEO of Be A Great Human Foundation

  • Libor YPN, President, 2022

  • Lifes WORC, Committee member, 2023

James Hogan

  • Over $100M in real estate sold and successfully exited across South Florida, NYC, and The Hamptons.

  • 10+ years of experience in fix & flips, brokerage, wholesaling, and capital raising.

  • Built Smile Homebuyers into a multi–7-figure operation through strategic marketing and operational excellence.

  • Named YPN Top 20 Under 40, James brings deep market insight, investor alignment, and a track record of execution.

  • Husband, father, and performance-driven entrepreneur committed to building long-term value through real estate.

Top Luxury Sales Broker | Investor | Founder of Smile Capital & Smile Homebuyers | Public Speaker

Matt Heyman

  • Has raised $10,000,000+

  • Currently lead the Equities Division and Investor Relations in private equity real estate

  • Head of the Athletes and Entertainment Division, creating connections with high-profile figures in sports and entertainment

  • Combines business expertise and industry relationships to offer investors strategic insights and exclusive real estate opportunities

  • Committed to building a solid investment foundation that delivers long-term value

  • Graduated in 2014 and transitioned into the business world via medical device sales

  • Moved into Pre-IPO marketing, gaining experience in emerging investment opportunities

  • Former college football player at University of Minnesota and William Paterson University.

Investor Relations Manager