score:1

Accepted answer

I did some googling, and I identified my issue finally. During transitions, the data labels on the columns overlap. If you have not set allowOverlap to true for data labels, then it will default to false. Since the transition causes overlap, highcharts will set one of the datalabels to be invisible/not show up.

This can be fixed easily enough by just setting:

    dataLabels:{
       allowOverlap: true
        }
    

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