I came across a gw like this once. Though it sounds interesting it is a joy kill after some time. SM season 4 months to complete at most and the real life transfer windows are 6 months apart. Secondly, when the transfers do occur manager(with or without money) waits for the player to become free agent. Thirdly, a player can be vital to one team and then he is forced to sell due to real life transfer. There are few more negatives but all in all the gw got boring and chaotic to a point.
But wish you the best if it suits you.