Hotel tipping is one of the most difficult things about traveling. I saw a study a few years ago that said that basically 50% of the hotels in the US paid their employees as tipped positions and the other half did not. For timeshares it is definitely not expected unless specifically stated so and I'm not aware of any in the US that expect it. As noted, mousekeeping is not a tipped position at WDW. IMO, the pay scale is irrelevant. I don't think anyone should go around tipping based on their interpretation of the perceived underlying salary of the person, that'd surely make daily life confusing. Tipping for poor or average service in the hope of getting better certainly makes no sense for someone on either side of the isle. OTOH, if they do something specific for you, that is a different ball game. Anyone can tip if they want, however, it might ultimately lead to the position being converted to a tipped one.