Since downvoting/flagging is negative feedback to the user, the person who posted should have the right to know why so they can take that into consideration. The same could be said with upvotes. Could have optional checkbox (humorous, touching thoughtful etc). I think the more feedback people have about their content the better.

I think downvote and flag should be separate though. downvote could have the option to still take away money, (and require a quick checkbox with a few options too) but not have an effect on reputation for comments. And then the flag has a separate function that can influence reputation.

It's not a perfect system, but I want people to be able to speak their minds without tiptoeing around topics because it might hurt their reputation score.

I like that your opinion is different @sigmajin and it is valuable to take many perspectives into account before any change is implemented.