I think you're right Martin. Yours was beyond the point of just sanding and painting. My passenger side is like your is. I think you were at the point where you had to use some sort of filler.
Going to try for round 2?

yes if they are eaten up bondo is a MUST

How hard is it to remove the trim? I was thinking about just ordering new one or trying to find better used ones to paint.

You got a two door?
If so, then when you remove the trim, the Glass is coming out with it. It's all one piece.

yup i found that out the hard way lmao was at the junk yard...and found a 2dr with a busted back window...and was like...wth, lemmie see what'd it'd take to get it off..well hell...the trim came off with some brute force and a crow bar...and the busted window fell on my legs and feet, lucky for me i was wearing my old construction gear (carpenter jeans and steel toe boots)..it cut up the boots a little bit..so i'm just gonna stick with painting the trim WHILE on the truck..

well scratch that idea. looks like ill just putty them up and paint em

As of right now, no. Plans may change though.

that look good i like that alot

im trying to get a blazer extreme right now and those mouldings on it are all discolored, would you be able to work out something to get a set painted to match the truck and swap for my old ones or something?

i take mine offroad so i am going to herculiner the panels no bondo required