Caleb Paine, Finn

HOMETOWN: San Diego, Calif.
MEMBER OF: Mission Bay Yacht Club, Southwestern Yacht Club, St. Francis Yacht Club
HIGH SCHOOL: Point Loma High School ’09
COLLEGE: Mesa College
BIRTHDATE: 11/15/1990
TWITTER: @CPaine_Sailing
INSTAGRAM: @cpainesail
PHOTOS: Caleb Paine Gallery
AGENT/PRESS INQUIRIES: Contact Will Ricketson, US Sailing


  • Rio 2016 U.S. Olympic Team member
  • 1st overall, Finn, 2011-12 ISAF Sailing World Cup series
  • 7th overall, 2014 Finn World Championship (Finn Gold Cup)
  • Bronze, ISAF Sailing World Cup Final, 2015


Caleb Paine, 25, (San Diego, Calif.) grew up in southern California, and inherited in father’s love of sailing at an early age. Together with his younger brother Olin, Paine sailed anything he could get his hands on in San Diego as a kid, and devoted himself to mastering the one-person Sabot junior class of boat. Deciding earlier than most to pursue an Olympic dream, Paine skipped a traditional campus-based college experience in favor of a life on the high-performance sailing path.

In early March 2016, the Rio 2016 Selection Series in the Finn class (Men’s Heavyweight Dinghy) came to a memorable conclusion at the Finn European Championship (March 7-12) in Barcelona. Paine came from behind to win his first career U.S. Olympic Sailing Team berth over Beijing 2008 silver medalist Zach Railey (Clearwater, Fla.) who came out of retirement in late 2015.

Paine is a Sailing World Cup Series Champion, and has been the top-ranked American Finn sailor since 2012. He began his Finn dinghy career in the period preceding the London 2012 Olympic Games as Railey’s training partner, and the two athletes challenged each other for much of the past six years. “One of the main reasons I’m as competitive as I am now is because of Zach’s talent and abilities. He pushed me to where I am,” said Paine. “He’s one of the fiercest competitors you’ll find on any racecourse, and I have a lot of respect for what he’s accomplished. My training with Zach started me on the right path, and I’m thankful for that. I’ll always be grateful for his early mentorship.”

“I want to win a gold medal,” said Paine. “Fortunately, the [selection series] was challenging. Team USA selection is just a small piece of the bigger picture, which is to win gold.”


  • 5th, Finn, 2014 ISAF Sailing World Cup Hyères
  • 4th, Finn, 2013 Delta Lloyd Regatta, Medemblik, NED
  • 11th, Finn, ISAF Sailing World Cup Hyères (FRA)
  • 11th, Finn, 2013 ISAF Sailing World Cup Palma (ESP)
  • 1st, Finn, 2013 ISAF Sailing World Cup Miami (USA)
  • 3rd, Finn, 2012 Kiel Week  (ISAF Sailing World Cup), Kiel, GER
  • 1st, Finn, 2012 Delta Llloyd Regatta (ISAF Sailing World Cup), Medemblik, Holland
  • 5th, Finn, US Sailing’s Rolex Miami OCR (ISAF Sailing World Cup)
  • 2nd, Finn, 2011 U.S. National Championship, Long Beach, Calif.
  • 35th, Finn, 2010 Rolex Miami OCR, Miami, FL (ISAF Sailing World Cup)
  • 28th, Finn, 2010 Finn Gold Cup, San Francisco, CA

Pictured: Caleb Paine (San Diego, Calif.) at the finish line of the final race of the 2016 Finn European Championship, where he earned U.S. Olympic Team selection.