Now, admitting that I have absolutely no inside information at all, let me propose a counter-intuitive:
Suppose for the sake of argument, that Ollie and staff noted problems getting certain players rowing in synch with the direction they saw as productive, not working the same as others toward the same end result. Maybe certain players didn't buy in, didn't display the dedication and effort necessary to, say, improve their defense. Perhaps transfers sometimes happen because the player wants more playing time; perhaps transfers sometimes happen because coaches see some bad chemistry and want a different mix, and have made suggestions to players that they will see more PT in other circumstances.
In other words, was it Ollie and staff not keeping players happy, or was it players not keeping Ollie and staff happy.
Again, no knowledge, other than an ability to see that different reasons may lead to similar outcomes.