When you say "used to" it normally implies that this no longer is true, so it would be redundant to say that he's not playing anymore. You might explain why he doesn't play now, or when he stopped playing, but that's not a grammatical issue.

When you say "used to" it normally implies that this no longer is true, so it would be redundant to say that he's not playing anymore in either way. You might explain why he doesn't play now, or when he stopped playing, but that's not a grammatical issue.