Re: Comics Help!!!
Ed Brubaker started writing with Captain America v5 #1.
v5 lasted until #50, and then the series was renumbered to #600, and Brubaker continued until #619.
Starting #620, the series was renamed to Captain America & Bucky, and became a series of Captain America teamups. Brubaker wrote it until #624, and those five issues were more focused on Bucky than Cap.
Around the same time, Brubaker started writing Captain America v6, and the Winter Soldier spin-off.
I'd read Captain America v5 first. The first few arcs cover the Winter Soldier.