Yes, DS was frequently lauded for his exemplary behaviour and attitude towards learning, but missed out on the weekly behaviour/attitude award for the entirety of Y1 (they didn't have this system when he was in reception). In Y2 he received it once, towards the end of the summer term.
He did notice when children began to get it for a second time in Y1, and brought it up. We had quite a few conversations (over a lengthy period of 12 months or so) about these awards not really mattering, that his good behaviour was a reward in itself, that he didn't behave well in order to achieve an award but because it is the right thing to do, and that some children find it really hard to behave so such awards might help them whereas it is relatively easy for him so doesn't need to be rewarded. We also determined that his teachers, and the HT, did 'notice' and appreciate his good behaviour, regardless of him not gaining the award.
I thought he was emotionally mature enough to 'get' it and not be bothered.
But his obvious pride and joy when he finally received the award (when it was finally 'his turn') after nearly two years of watching each of his classmates receiving it at least twice, showed me that he had been more bothered than I had realised!
Yes in Infants such awards are often given out 'in turn', and sometimes a child is missed by accident; and often they are used for behaviour management in a way that causes the consistently well behaved, quiet children to be easily forgotten. Either way, it wouldn't be wrong to have a friendly chat with the teacher. But perhaps it is a little late this year? Maybe you could approach the new teacher early on in September, explain that your child didn't win the award at all last year, and is very keen to do whatever it takes to achieve it now, and ask what they should focus on to do that.