[url]https://imgur.com/a/ODnvRoI[/url] What is a good way to fill the gap, so that I can caulk it after? There is a wide gap between the trim and the wall. I couldn't get the trim closer because the wall is masonary and I had to glue the trim instead of nailing it. I wanna fill the gap and then caulk it. Because if I just caulk it without filling the gap, the caulk will drop down the gap.

Hi all, I am spackling/painting my kid's room. I noticed there is what appears to be a growth flashing through the paint on the door/window trim in a couple of places. I also noticed the caulk looks a little red/pink near the stains in the wood trim for the window. I don't see any evidence of water intrusion into the house and the stains are happening on two different sides of the room (exterior wall for window and interior wall for door). [img]https://cimg7.ibsrv.net/gimg/www.doityourselft.com-vbulletin/1500x2000/1_5e47c992c59b7de3890ff89b62da449459832ccb.jpg[/img] [i]Interior wall door trim[/i] [img]https://cimg8.ibsrv.net/gimg/www.doityourselft.com-vbulletin/2000x1504/2_783e771c15bbe0fae1181d2093afaf9fce542d11.jpg[/img] [i]Exterior wall window trim (the wall was not wet, that stain on the wall is from me using a damp sponge to clean spackle dust)[/i] I originally installed this pre-primed trim 7 years ago on humid days in Summer and painted with 2 coats of Sherwin Williams ProClassic Acrylic semigloss paint. Any ideas on what it could be? Should I rip the trim out and replace or can I use a sealing primer like Zinnser shellac primer and paint?