MCU Captain America is thrown into an alternate timeline after receiving his SSS, and must complete the entire television series known as Arrow.
Assume that each season, Cap will have progressed to the point he was in the next movie. For example, during the events of Season 1, Cap is limited to Captain America: The First Avenger feats. Once he goes to Season 2, He has access to The Avengers feats, once he goes to Season 3 he has access to Captain America: The Winter Soldier feats and so on.
He is in character, and starts with his shield. Assume that all the villains treat him like they do Oliver.
Bonus: Captain America reruns the show, but now has access to everything Oliver has access too.
TL:DR: Basically, is there a threat Oliver faced that would stop Captain America?