All you are doing is shifting the luggage responsibility to another party, FedEx/UPS. If the bag is delayed, you still need to deal with them in order to deliver or re-deliver to another destination. I recently dealt with a bag delay and that was because of a tight connection, and the bag was received the next day. Perhaps a better solution is to pack some spare clothing & necessities in a backpack/carryon and take it with you as well. As for saving some $ on the check bags, maybe getting the credit card could be an option as mentioned by VegasGambler

Yes, some people ship their stuff to hotels, usually tools, convention stuff and the like that sometimes might be a bit bulky, oversized. I feel in your case that you are over thinking your situation. Take care.