I agree with the auto-sell weapon, and the guaranteed evo when near OM. Also, as for the weapon binds, I say it should be ala Doom/Duke Nukem, like I have it binded now. You just use the number keys (not the numpad) to select your weapons, in order of cost. So:
1 = rifle
2 = painsaw
3 = shotgun
4 = mass driver (wait.. md is cheaper than lasgun right?)
5 = lasgun
6 = chaingun
7 = prifle
8 = flamethrower
9 = luci
0 = grenade (not in order of cost, but just to be out of the way
Don't think it needs a CS style hierarchy though... I mean, CS has, what, 30 weapons and nearly a dozen non-weapons? Trem has 9 weapons and half a dozen items, they really don't need to be sorted yet.
And finally, about the insufficient funds dialog: go to options, find "disable_warning_dialogs", select yes.