Tipping for great service is customary. However, you are requesting preferential treatment for $$ at a department where tipping IS NOT CUSTOMARY. When was the last time you tipped the check in Staff at a hotel?
Room selection is supposed to be a benefit of VIP. Which people have already paid for. It annoys many who have been promised this as a perk and find instead the someone else bribes the check in counter crew to obtain what was a perk.
I think in the last 15 booking, where I have requested a room by room number, and the system let me enter it,
(which means it was not already taken by someone else already), I have gotten that room a total of 2 times. 2 in 15 in pretty low deliver rate on a supposed perk of VIP. This has happened in a 4 BR Presidential where there was only 3 of that room type in the entire resort, down to a 1 BR unit. So it happens across the board. Some of this is training, the room booking info is NOT looked at or even considered by the resort because they do not know where it is. Some of this is a management issue of rooms, some resorts (Bonnet Creek often does this) chose to ignore all rooms and assign them their own way. Some resorts release rooms with views to those who agreed to attend sales presentation (Ft Lauderdale resorts have this happen frequently), thus upping their numbers going through sales.
You
@dgalati have now highlighted payola as another method.
There is the rare resort that does honor what is promised. But with Wyndham that is now the rare exception, and sadly not the norm.