Tree Magazine

Barry Sternlicht and John Collison

Barry Sternlicht and John Collison represent two very different paths to extraordinary business success. Sternlicht built his fortune through real estate, investment management and hospitality, while Collison helped transform online payments through Stripe. Sternlicht is the older and more established entrepreneur, with decades of experience behind Starwood Capital and major hotel brands. Collison reached billionaire status much earlier through technology and fintech. Their careers differ dramatically, but both built businesses around spotting opportunities early and scaling them internationally.

Barry Sternlicht and John Collison, Quick Bio

CategoryBarry SternlichtJohn Collison
Full NameBarry Stuart SternlichtJohn Collison
Date of BirthNovember 27, 1960August 1990
Birth PlaceNew York City, United StatesLimerick, Ireland
Age65 years (2026)36 years (2026)
Net WorthApproximately $3.1 billion (2026 estimate)Approximately $17.5 billion (2026 estimate)
NationalityAmericanIrish
ProfessionBusinessman, real estate investor, entrepreneur and hotel executiveEntrepreneur, programmer and technology executive
Famous ForFounding Starwood Capital Group and creating W HotelsCo-founding Stripe with Patrick Collison
ParentsMaurycy Sternlicht and Harriet SternlichtDenis Collison and Lily Collison
SiblingsTwo brothersPatrick Collison and Tommy Collison
EducationBrown University; Harvard Business SchoolCastletroy College; Harvard University
HeightAround 5 ft 10 in (178 cm), estimatedAround 5 ft 10 in (178 cm), estimated
WeightAround 75–80 kg, estimatedAround 70–75 kg, estimated
Hair ColorGray/whiteDark brown, reported
Eye ColorBrown, reportedBlue/green, reported
Marital StatusDivorcedPrivate; marriage not publicly confirmed
Children3Not publicly confirmed
Main CompanyStarwood Capital GroupStripe
Current PositionChairman & CEO, Starwood Capital Group and Starwood Property TrustPresident and Co-founder, Stripe
Major Business FieldReal estate, private equity, hospitality and financeFintech, online payments and financial technology
Major AchievementBuilt Starwood Capital into a major global real estate investment platform and created W HotelsBuilt Stripe into one of the world’s most valuable private fintech companies
Business FoundedStarwood Capital Group — 1991Stripe — 2010
Hotel/Technology LegacyW Hotels, St. Regis expansion, 1 Hotels, Baccarat Hotels and Treehouse HotelsStripe payments infrastructure and financial technology services
Career BackgroundReal estate investment, hotel development and financial servicesProgramming, software startups, fintech and entrepreneurship
Notable Earlier VentureStarwood Hotels & Resorts WorldwideAuctomatic
Early Business SuccessFounded Starwood Capital with Bob Faith after working in real estateAuctomatic was acquired in 2008 for about $5 million
Hobbies/InterestsReal estate, hotel design, architecture, arts and consumer trendsTechnology, programming, aviation, flying, reading and entrepreneurship
Social Media PresencePublic professional/business presencePublic professional presence; personal Instagram is not strongly established
ResidenceMiami, FloridaUnited States; exact private residence not emphasized publicly
Company ScaleStarwood Capital manages roughly $125–130 billion in assetsStripe was privately valued at roughly $159 billion in 2026
Major Board RolesEstée Lauder Companies and Real Estate Roundtable, among othersPrimarily focused on Stripe and technology entrepreneurship
Leadership StyleInvestment-driven, consumer-focused and entrepreneurialTechnology-focused, analytical and business-oriented
Career StrengthReal estate investing and hospitalityFintech and technology entrepreneurship
Global ImpactHelped reshape modern hotel design and large-scale real estate investingHelped simplify online payments for businesses worldwide
Estimated Wealth SourcePrivate equity, real estate and hospitalityStripe ownership and technology entrepreneurship
Overall CareerDecades-long career in real estate and hospitalityRapid rise from teenage entrepreneur to global fintech billionaire

Barry Sternlicht and John Collison Images

Barry Sternlicht and John Collison Instagram

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