/diy/ - Do It Yourself

So I'm re-caulking the inside corners and around the tub (blue lines) because the caulk was getting moldy but as you can see there are two places where the inside corners meet the outside edge of the wall tile (red lines) which has perfectly good caulk.

I know caulking over old caulk is a big no no but I'd really hate to remove the caulk alongside the outside edge because that would ruin the paint. So I wonder if there is a high risk of moisture seeping in where blue meets red due to a bad bond should I choose not to remove all the caulk there or maybe it's all good since water should not be reaching that high anyway.