Asking for time off during the holidays is pretty tricky. Everybody wants to get a couple of extra days off during that weird twilight zone between Christmas and the New Year, but unless your PTO expires at the end of the year, good luck getting an extra week off of work. I understand that it's difficult for companies to set fair policies around employees taking time off during the holidays. It's not like they can approve PTO requests for people with kids and say "sorry sport" to the childless. That is probably discrimination, and that just won't do. Companies could require people to request their time off a couple of months in advance and deny people when they request it too late. That sounds like the fairest way of doing things. One worker recently went viral on Reddit for getting time off approved in October, only for their boss to try to get them to give up what's rightfully theres.