See 5ce9d59 for initial work towards this milestone already completed (plus a couple of cleanups afterwards).

In order to understand which bot features are getting used & help plan for future development, collect anonymous stats for command usage. This will likely touch a lot of code and therefore be split across multiple issues. This milestone will should start with meeting with the team to look at present bot features, assess what statistics we're looking for and which commands should be tracked, and record them. Then we need some design, issues filed per deliverable increment of stats collection, and agreed upon exit condition for completion of the milestone.

See SyntheticBee & michaelpirrello DM May 7, entering some of those ideas here.