It annoyed me too.
The fact that he said 'hopefully he's using the time to learn English'
We should be doing everything we can as a club to allow foreign players to settle in. That starts with the manager.
After saying this he gets asked 'how's his english coming along' he responds 'Que?'
This says to me that Sherwood knows rightly that it's not coming along. The fact that just previous to this he's said hopefully he's spending his time learning english tells me that even though he knows it, he's not interested in doing anything about it. On top of that, rather than say something sensible like, not very well, but we'll work with him, he makes a joke which makes him look a bit of a bell-end.
Of all the things TS has been criticised for, the one thing he does deserve it for is his pre and post match interviews. They are terrible.