More often than not, I'll have to break the flow of RP to confirm with a Mentee whether they're successfully getting prompts that indicate the Mentoring is working.

Sometimes it isn't needed, and just my neurosis that it might not be working While sometimes it -is- actually not working.

I just feel it'd be thematic that the Mentor also receives a notification when it successfully triggers a mentoring attempt. Something like:

'Your student struggles with the subject' and 'Your student seems to understand your lesson', or something - So I know I'm doing everything right on my end.

I understand a concern apparently is critters disguised as your mentee, and I don't.. really have a good suggestion for that - But I just know I always stress when I try to mentor someone on something that I'm doing it wrong, and feedback in game that it's working would be nice.