22 minSeason 1 • Episode 8
LatestJack has a plan to win the contest and save his friends' businesses. The problem? No one trusts him, no one likes him, and "friends" has become a very loose term.
After being laid-off from their corporate day jobs, Aaron, Bryn, Derek, Olivia and Jack compete to get their businesses off the ground when a mystery benefactor promises to invest $500,000 in one of their startups.
Writing
Razor-sharp Silicon Valley satire that aged weirdly well.
Acting
Cast chemistry feels like actual friends, not actors.
Production
Proof you don't need HBO money to nail tech culture.
Creators
Wilson Cleveland, Yuri Baranovsky
Trivia, insights & behind the scenes
Leap Year premiered in 2011, making it one of the earliest scripted series produced specifically for YouTube — predating even many streaming platform originals.
Creator Wilson Cleveland originally developed the concept after his own startup failed, making the cringe-authenticity deeply personal. The 'mystery benefactor' twist was kept secret from most of the cast until filming.
US
