After putting some miles on it since I started this thread (almost 3000 miles) both pillar's appearance hasn't changed:
- For the driver's side I did not touch: there remains a small (<1/4") gap
- For the passenger side where I used some epoxy: It appears to have pulled away a little and stopped at about the same as the drivers side (probably didn't get good contact with the epoxy in there)
For the moment I'm just going to keep an eye on them.