One thing I noticed in the newest Shadowrun Returns (another isometric game) update is that they've opted to make a plethora of different, individual character portraits to choose from, THEN went on to make variants of each of these.
I just thought this was an excellent idea, and I implore Obsidian to consider this if they haven't/aren't already.
Basically, instead of seeing that one portrait and going "Aw, man! That face is AWESOME! But, if he JUST didn't have the hood and arcane tattoos! I'm a Warrior, not a Mage!", you'll see that same face with 3-or-4 different variations. Maybe one has a helm on, or a topknot, or scars/piercings, etc.
While it IS more work for the art team, it's less work than entirely new portraits, as you only have to create the foundation portrait once, then go from there in a few different directions.
Anywho, this was basically just a suggestion to Team Obsidian, but I'm never against hearing others' thoughts on the matter.