Tile – How to smoothly transition vinyl plank to tile

It looks like all that is seperating the drywall from the tile is a bead of caulking. To fix this, I would first remove all of the existing caulking. Then I would cut out the area of the affected drywall and patch in a new piece, using the factory taped edge as the end that butts up against the tile. Tape, mud and sand the new section and paint to match. Once finished, install a new bead of caulking along the entire length and it should look like new!

The usual approach is to cut a thin strip of the same jamb and moldings and glue into place.

You can also fill in small spots with an epoxy based product like Bondo or other paste-like filler (would not use it for thicker vertical surfaces since it may slump). It can be carved and sanded like a hard wood.

A combination of these techniques should give you a pretty unnoticeable surface once painted.