Because everyone and their dog knows well loan out players we don't want.
So everyone who wants one of our crap players just waits till we're desperate and asks for a loan. And the players agent know this as well.
I would imagine any of our crap wanting to leave would be getting told by their agent "sit tight, keep being professional and you'll get a move on loan to the club you want to go to and won't have to take a pay cut".
I guarantee if we stuck all of the players we want gone in the reserves, refused any loans for them and left them to rot for a year. The next summer most would take a pay cut to leave the club. Yes we'd take a short term hit in wages but long term we'd see more.
We've built a culture at this club where we give dross stupid wages and then we just loan them out till their contract runs out.