No, it only orders comments by pending payout (the amount the self vote is worth at time of vote) and the top 20 comments by this order are flagged. So the bot makes no distinction how often you do it, just if it is of significant value.

The report is on the greater statistics gathered.

We are talking about a phase 2 which would take more information into account, more information on this coming when we have discussed further. It's not as simple though, and some of the strength of the current approach is that it is very clear why and how comments which are flagged are chosen, and it is largely non subjective.