Fundraising Fox

Cal Simmons

Investor

Partner at Early Light Ventures · Washington, DC Chair at TIGER 21

Washington, DC Metro area

Writes $100K – $1M checks · typically $400K

Find your path to Cal

229 people in our graph share verified history with Cal — schools, employers, funds. One of them is your warm intro.

Peter FentonunlockedCal: together at Revinate (2012–2021)
×2Cal: together at TIGER 21
Cal: together at Revinate
Cal: together at EverFi

About

Cal Simmons is an early-stage angel investor focused primarily on the Washington, DC Metro area, with more than 50 portfolio companies. Before investing, he built two travel businesses — Cal Simmons Travel, a 13-branch agency serving corporate accounts such as National Geographic and The Discovery Channel, and Five Star Alliance, an online agency marketing luxury hotels, both of which he grew and sold. He has chaired the Washington, D.C. chapter of Tiger 21 for a decade and previously served 12 years as chairman of the Virginia Tourism Corporation. He is also the coauthor, with John May, of a book on venture capital for entrepreneurs.

Beyond investing

Founded
Founded, grew, and sold Cal Simmons Travel, a 13-branch travel agency with corporate accounts including National Geographic, The Discovery Channel, The Advisory Board, and Friedman Billings Ramsey. Founded, grew, and sold Five Star Alliance, an online travel agency marketing luxury hotels, with a successful exit to Questex Media and a private equity firm.
Boards
Served 12 years as chairman of the Virginia Tourism Corporation.
Communities
Has chaired the Washington, D.C. chapter of Tiger 21 for a decade.
Hobbies
Has traveled to over 70 countries.
More
Coauthored a book on venture capital with John May, praised by Motley Fool cofounder David Gardner.

From Cal's own website — common ground for a warm intro.

Experience

  1. Tiger 21Washington, DC Chaircurrent2010 — presentWashington, DC
  2. The Five Star AllianceFoundercurrent2004 — present
  3. Congressional BankBoard Membercurrent2003 — present
  4. Five Guys EnterprisesFranchiseecurrent2009 — present
  5. Industry DiveInvestorcurrent2011 — present
  6. Big League AdvanceInvestorcurrent2016 — present
  7. EVERFIInvestorcurrent2014 — present
  8. Zachary Piper SolutionsInvestorcurrent2014 — present
  9. Zignal LabsInvestorcurrent2012 — present
  10. XAPPmediaInvestorcurrent2014 — present
  11. RevinateInvestorcurrent2009 — present
  12. Clowder®Investorcurrent2013 — present
  13. GoingPlaces AppFounder/Publishercurrent2016 — presentAlexandria, VA
  14. Travel Red BookFounder, CEOcurrent2014 — presentAlexandria, VA
  15. Blue Cotton Tech ServicesOwner and Chairmancurrent2003 — present
  16. Travel OnionPublishercurrent2009 — present
  17. The Dinner ClubsManagercurrent1998 — present
  18. Virginia Tourism CorporationChairman2004 — 2014
  19. Outtask Inc.Board Member2003 — 2008
  20. Cal Simmons TravelFounder1976 — 1997

Skills & more

Strategy95Leadership49New Business Development67Entrepreneurship80Business Development78Marketing50Online Advertising26Strategic Partnerships39Social Media Marketing24Digital Media18Start-ups31Social Media20
+12 moreMergers & AcquisitionsMarketing StrategyBloggingSEOOnline MarketingDigital StrategyLead GenerationDigital MarketingVenture CapitalSmall BusinessE-commerceSEM

From Cal's professional profile.

Investments

Led

Five Star Alliance

Investor

Big League AdvanceZignal Labs

Per the investor's own website.

Podcasts & interviews

featuring Cal Simmons

Cal's Meeting

Cal Simmons

Cal Simmons at CoE2010 - Every business needs an angel

Wamda

Talk / interview

youtube.com

Colleagues at Early Light Ventures

Network5

Investors connected to Cal in public investor directories — a warm-intro map.

Frequently asked questions

Who is Cal Simmons?
Cal Simmons is an early-stage angel investor focused primarily on the Washington, DC Metro area, with more than 50 portfolio companies. Before investing, he built two travel businesses — Cal Simmons Travel, a 13-branch agency serving corporate accounts such as National Geographic and The Discovery Channel, and Five Star Alliance, an online agency marketing luxury hotels, both of which he grew and sold. He has chaired the Washington, D.C. chapter of Tiger 21 for a decade and previously served 12 years as chairman of the Virginia Tourism Corporation. He is also the coauthor, with John May, of a book on venture capital for entrepreneurs.
Where does Cal Simmons work?
Cal Simmons is Partner at Early Light Ventures.
What check size does Cal Simmons write?
Cal Simmons typically writes checks of $100K – $1M.
What companies has Cal Simmons invested in?
Investments tracked here include Five Star Alliance, Big League Advance, Zignal Labs.
Where did Cal Simmons go to school?
Cal Simmons studied at The University of Kansas (BS, Journalism); George Mason High School.
What podcasts and interviews feature Cal Simmons?
Tracked appearances include "Cal's Meeting", "Cal Simmons at CoE2010 - Every business needs an angel", "Talk / interview".
Does Cal Simmons lead rounds?
Yes — Cal Simmons has led 1 tracked investment.

Same school

Shared employers