TIGER 21 Washington, DC

TIGER 21 Washington, DC is part of the premier global peer membership organization for ultra-high-net-worth entrepreneurs, investors and executives. With success comes challenges and opportunities, and TIGER 21 Members, through deep, trusted relationships, rely on each other to take their lives to the next level.

Chairs

  • Cal Simmons

    Cal Simmons

    TIGER 21 Chair, Washington, DC

    Cal Simmons is the Chair of two TIGER 21 groups in the Washington, D.C. area. He has been leading TIGER meetings since 2010. An active angel investor and entrepreneur, Cal has started a half dozen businesses – many in the hospitality industry including one of the largest Travel Agencies in the country. He has invested in over 30 companies, many alongside TIGER 21 members. Cal attended The University of Kansas on a tennis scholarship and still competes in National age group Tournaments. He was also the co-author of “Every Business Needs an Angel” published by Random House.
  • Bryan Jacoboski

    Bryan Jacoboski

    TIGER 21 Chair, Washington, D.C.

    Bryan Jacoboski is the Chair of Washington DC-03. He has more than 40 years of experience in the investment world and has had profitable investments in over 90 industry sectors. His focus is both U.S. and international and his portfolio includes both public and private companies. He is a life-long oenophile, a former sommelier who belongs to six different wine societies in NYC and DC. Bryan is an honors graduate of both the School of Foreign Service at Georgetown University and Harvard Business School.
  • Cal Simmons

    TIGER 21 Chair, Washington, DC

    Cal Simmons

    TIGER 21 Chair, Washington, DC

    Cal Simmons is the Chair of two TIGER 21 groups in the Washington, D.C. area. He has been leading TIGER meetings since 2010. An active angel investor and entrepreneur, Cal has started a half dozen businesses – many in the hospitality industry including one of the largest Travel Agencies in the country. He has invested in over 30 companies, many alongside TIGER 21 members. Cal attended The University of Kansas on a tennis scholarship and still competes in National age group Tournaments. He was also the co-author of “Every Business Needs an Angel” published by Random House.

    Bryan Jacoboski

    TIGER 21 Chair, Washington, D.C.

    Bryan Jacoboski

    TIGER 21 Chair, Washington, D.C.

    Bryan Jacoboski is the Chair of Washington DC-03. He has more than 40 years of experience in the investment world and has had profitable investments in over 90 industry sectors. His focus is both U.S. and international and his portfolio includes both public and private companies. He is a life-long oenophile, a former sommelier who belongs to six different wine societies in NYC and DC. Bryan is an honors graduate of both the School of Foreign Service at Georgetown University and Harvard Business School.

TIGER 21 offers Members a confidential place to discuss, learn, and network as you navigate these issues of wealth and success through:

Candid Monthly Group Meetings

with up to 15 peers who become your trusted confidantes

Cutting-Edge Thought Leadership

through virtual and in-person conferences and events

Access to an Unparalleled Network

of wealth creators worldwide with deep collective intelligence

I never thought I’d find a group aligned with my core vision of trying to evolve, grow, preserve wealth, be a great human being, and raise great kids. TIGER 21 changed my life. It changed me as a person, and it changed the future of what it means to be a Dyrdek.

Rob Dyrdek

When you’re blessed and you’re growing your world, it’s very difficult to talk to people about how much you have and what plans you have. But TIGER 21 offers a platform where you can openly share with people who are in the same position.

Sanjay Singhania

When you have a lot of success, it’s a great thing, but it’s also a little isolating. Now I’m in a community of people that are faced with the same things I’m faced with.

Doug McKeige

Explore the Issues
That Keep Wealth
Creators Up At Night

TIGER 21 is an exclusive global community of ultra-high- net-worth entrepreneurs, investors, and executives. Fill out an inquiry form, and a member of our team will be in touch.