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This is a fun little match-up. Enjoyed them both, School of Rock gets the slight edge for me.
School of Rock is classic, but Sing Street is so much more realistic and natural, it has better music and much deeper characters.
Ok, honestly Sing Street is the better film, but School of Rock is holding up so well, and it seems to get better on multiple viewings where I'm not sure Sing Street has that kind of shelf life. Both are very good and worth a viewing.