Why did Santa's elves go to the North Pole's IT department?

They needed to update their sleigh-ware

Why did Frosty have a hard time paying his bills on time?

Because he was always a little flaky with his payments and would often melt under pressure!

Why did Santa's reindeer start a complaint at the North Pole?

Because they felt their workload was deer-pressing and wanted some paws-itive change.

Why did the Christmas tree go to the barber?

It needed a good trim-ming.