These are modern infomercials. Concrete pains ("planning a vacation is hard!"), shallow solutions that don't stand up to real-world use, and, in the end, a promise left unfilfilled. (And a thing in your drawer that takes up space.)
one of the best parts of vacations is actually planning it! trying to find restaurants, organizing your days, trying to fit activities -- that makes you look forward to your time off.
really, i want to automate the boring parts of my life (did i really pay rent this month?) not the things that make me happy.
For some. Others hate or fear it. For others it just feels like work.
We all know the feeling of wanting to be successful, or to go on a great vacation. Showing these scenarios creates strong emotional response in the audience - we're now the people winning at work, going on a great vacation. This is especially important when you're selling something dull. See: insurance.