The extent to which that matters is the extent to which My Precious Encounter (TM) is the focus of the game. In a campaign where combat is incidental to getting on with the campaign arc and exploring the dungeon or wilderness, the fact that Joe and Bob only differ in dual wielding versus use of a shield may not matter, just roll the d20s and get on with the campaign. I think quirks and flaws do a better job of defining character than kewl manoovers anyways.
Not to mention you don't need every posible tactic movement spelled out and a short list to pick from, as D&D isnt about grocery shopping from a list, but the realism of it comes form the characters ability to move, and those movement are decided by the player. So you can move in all 3 dimensions so Bob and whomever can be distinguished in how each of them chooses to move around during the combat rather than clash swords.
If it is time that people are wanting to just pick special moves, like picking a Street Fighter game character, then the direction of D&D has changed and an entirely new system is needed as even 4th doesnt let people pick special moves as each player could make the same or different classes and basically have the same mechanical effects. The only way to make sure one, using a list of "maneuvers", is different from another is to make sure they have things others cannot do. But it wont serve anything when several people are of the same list.