I just bought the diamond membership to see my Insight data, and it hasn't tracked anything since May of this year. Keep in mind, I have been playing almost every day since then. It's very disappointing to spend the money on the membership and not be able to use everything that it advertised.
It can take yot to 24 hours for Insights to update. That data is only calculated while you have Diamond and it will run through the history after upgrading, but it can take time, depending on how many games there are and how many other members are in the queue.
I just bought the diamond membership to see my Insight data, and it hasn't tracked anything since May of this year. Keep in mind, I have been playing almost every day since then. It's very disappointing to spend the money on the membership and not be able to use everything that it advertised.