The only problem I have is forgetting which toon I'm currently playing. PIP moves the windows and I'm using focusless, leaderless macros, so if I move #4 to big screen, it's switches places with #1, so with the exception of a few addons that I only run on #1 and one letter in the name, I'd never know myself.
Example of "similar name backfire":

Big bad wolf encounter in Karazhan:
[img]../forum/icon/quoteS.png[/img] Quoted

[Raid Warning] VELA*** is LITTLE RED RIDING HOOD!
Me: Oh SH*T WHICH ONE?!!!
Oh god, I'd never want to do that with more than 2 or 3.With 5, make sure reincarnation is up I guess.