The coaching community is pretty small and they do talk. If a player is "working" so many schools, the schools will perceive that it is just not worth getting in a bidding war with other schools or even deal with the player/parents.
The schools like to know if there is true interest in their program, schools that feel families who are mis-representing the fact that they are really true interest in their program may not take the time to pursue the player.
For those who are not working “95 programs”, do the research of what type of school you want to attend, Big/small school, private/public, level of play, in the south/north/etc. and target a few specific programs that fit your need and a few that are stretch and go for it!
Don't send letters to schools that you have absolutely no interest in and waste your time and that of the program.