Manu - I've got a player who is ranked about 90, so I entered the Grand Slams with him. Now because he is clearly not going to reach week 2 of the slam, I also entered him into a challenger event on the 2nd week of the slam.
As predicted, he went out early in the slam, but then when I get to the following week, he doesn't get entered into the challenger event.
Either he needs to be allowed to play the 2nd event, or perhaps there needs to be some block in the schedule screen to stop him entering an event on the 2nd week of a slam?
PS This just happened again at the next slam (first one was French, now UK Open)
Cheers