Id be for something like this:
OT Boba
-helmet
-costume
Mandalorian Series
-Din
-Death Watch
-Night Owls
-Boba variants (Cobb, Tusken Fett, Black Boba)
Jango Fett
Other
-Zam Wessell
-OT Trilogy Bounty Hunters
-Prequel Trilogy Bounty Hunters
-Mandalorian Series other Bounty Hunters
-Expanded Universe
-Clone Wars & Rebels
-Han
-Other
Community
-Change nothing
Calssifieds
-Change nothing
I know its a break from tradition ripping the timeframes apart in terms of the OT, Prequel and other supporting charackters, however, this forum is centering around Boba and along with that around high quality Mandalorian characters, as this is mostly the same skillset. And those areas are the highest frequented also, so it would make sense to have them well organized on top and not cluttered with (in terms of traffic) sidenotes like OT Bountyhunters and the others I have grouped under "Othes". A slightly euphemistic renaming of the category "others" of course would be a good idea. lol
A big part of my dayjob is organizing websites from a User Experience point of view.