Sailing Doodlesvideo
Who Won My Boat?
2 February 2026 · 7 min · 81K views
Sailboat CT56 heeling under bright sun on open ocean
What this video covers
The owner of a 1989 CT56 sailboat, named Naughty Dogs, attempted to raffle the vessel after failing to sell it through traditional channels.▶ 1:15 The raffle, managed by a third-party company, included both free and paid entries over a four-month period.▶ 1:26 Because the total proceeds did not meet the $200,000 reserve price, the raffle rules dictated that the winner receive 50% of the gross revenue rather than the boat itself.▶ 1:40 The winner, Isaac, received approximately $53,000 in cash.▶ 2:36 The owner subsequently offered the winner the option to apply those winnings as a credit toward the purchase of the CT56, effectively allowing the winner to acquire the vessel for roughly half of its market value.▶ 6:02 If the winner declines the offer, the owner intends to list the boat for sale at a reduced price, accounting for the net proceeds already generated by the raffle.▶ 6:43
More from Sailing Doodles
From Sailing Doodles — see the channel’s boat, crew, and every analysed video.