How are his fine motor skills / executive function / stamina for longer writing assignments? If 2nd grade isn't doing timed math facts drill, do they still not do them in third?
My DD skipped 2nd, and the timed drill and increased writing load in third were the only things she really had trouble with. At the beginning of the year, she literally could not write fast enough to meet the time targets, even without pausing to think about the facts. (I counted the number of digits in the worksheet they used, and had her write 0,1,2,3.... until she had written the same number of digits. It took her 10% longer than the maximum allowable time to pass, and 120% longer than the time that got you a reward.)