In general, I will discount a few times a day. Sometimes buyers seem to be doing something else, like enjoying themselves, or out of money temporarily. Waiting longer causes problems like going to payment processing or progressing on the late schedule. A few days ago I had an in-grace, up-trend FICO, listed at -33%, and the next day it went to bankruptcy!
Automatic investment users have clear criteria that may not fit your notes for sale until the price is low enough. The lowest I have to discount on a current note presently is -55%. I respect their judgment. The same reason they want a large discount is probably the reason I don't want to keep it myself. They are smart and seem to know what they are doing. I am liquidating only the dropping FICO trends or late pays now because those are easy to sort for at the Folio site. Have already removed most lowest interest notes because those will have paid back less principal by the time they eventually get to the down or late state. Any that maintain their FICO trends AND always pay on time can stay, at least until the 36 month ones are gone.
I thought I read your question a few days ago, but I must be mistaken. Hope this answer helps a little. A long time ago some famous posters said (sic) "if you haven't sold the note yet the price isn't low enough, and you can only sell it for what somebody is willing to pay." Another asked "Are you pricing it to sell, or pricing it to keep?" I still remind myself of that, and am glad I stuck to $25 notes. That makes it easier to let go--or said another way, causes less pain!
Edit P.S. That grace I mentioned that just went BK has paid me back $37.22 on my $25 note, in 52/60 payments on an F-4 at 23.76%. $5.25 balance was remaining.