"In Too Deep" is the second single from the album All Killer No Filler by the Canadian punk rock band, Sum 41. The song is about trying to break up with someone who complains so much that their partner wants to, but finds it hard, to break up with them.

The song has been covered by Sum 41's frontman Deryck Whibley and his wife Avril Lavigne during The Best Damn Tour.
This video is a parody of the diving competition from the Rodney Dangerfield classic, Back To School. Sum 41 face another dive team, represented as your typical high school "jocks" with muscular bodies and red Speedos. Each band member takes their turn diving off the board in comical fashion as they dive against their opposition who dive with mocking perfection. After guitarist Dave Baksh completes his dive, he then rises out of the water to play his guitar solo. (Both Cone and Dave have confirmed this is copied from Guns N' Roses's video for "Estranged".) After each dive, the video cuts to a scene of the band playing in an empty pool surrounded by fans cheering along. On the last dive, drummer Stevo 32 does a comically dramatic dive (similar to the dive done by Dangerfield's character in Back to School, also known as the 'Triple Lindy') in which he bounces off of every diving board and lands perfectly in the water. During this dive, the video cuts to Dangerfield himself looking astonished. He is rewarded with perfect marks from the judges. The band wins, and we see their disgruntled opposition. The whole crowd then dives in the pool in celebration. This video was directed by Marc Klasfeld.