Will decides to propose to his friend and hires a cameraman to capture the moment. When the proposal goes horribly wrong, they turn his heartbreak into a comedic documentary. A chaotic whirlwind of self-absorbed actors in NYC.

Will and the rest of The Egos are back at it, ready to create a sequel. This time, they're battling a city-wide avocado shortage, all while trying to shake off the catchy tune of "Despacito" that's stuck in their heads.

The Egos come together in a plot to change Christmas to January. There's just one problem, Will has discovered a lady that hands out free hot dogs and his interest in finding her may derail the motivation of the entire Christmas special.