If you are just trying to outheal a DPS while standing there..... but I cant imagine your doing that. I'd suggest a tank friend a tank+healer guard combo is very nice!
Realistically the gear feedback loop stops at Battlemaster. War Hero is only very very slightly better. I think thats reasonable. Its much batter than some other MMO's/
I do agree that losing every time isnt fun though. All I can suggest is go to one of the bigger servers.
Oh my god... Alterac Valley was just plain awful. Fighting NPC's as players run past each other is not PvP edit: Voidstar is not good. edit2: EA owns WAR, just copy all the good warzones from that one (hint: there were a bunch of great ones).