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Yes, even if you’re being careful, removing tile can damage your drywall to some degree. However, you can minimize the damage done to it by eliminating a majority of the grout and taking your time prying each tile off. Also, it's worth noting that you might have more drywall damages to deal with if your tile is set into the mortar.

No, painting shower tile doesn’t last and is better reserved as a temporary solution to refreshing the look of old tiles. Shower tile paint may last around one to five years, depending on how well you prep the surface before painting, the type of paint you use, the type of tile in your shower, and how often you use the shower.

When working on your bathroom floor tiling, you should always tile the floor first and then refit the toilet afterward. This has both practical and visual advantages—the tile will have a better seal, and the installation will look cleaner.

On the other hand, when you try to cut the tiles to fit around the toilet, you’re putting yourself at a disadvantage. It’s a lot more work, it’s hard to be precise, and mistakes or miscalculations can lead to future moisture damage to the tiling, grout, and subfloor.

Taking the time to properly prepare your tile backsplash before painting and treating it with care afterward is the best way to ensure its longevity. While the tile can last for the life of the home, you may have to repaint it after a few years. However, using only mild cleanser and water to keep it clean can maximize the paint's lifespan.