Hello Irad,
I'd like to suggest the Send File feature include an ability to que a file for transfer to a target call sign and have a notification sent to the recipiant when their beacon is heard.
If they connect to get it, VarAC would request they pick a slot and when they do, QSY to compleat the transfer.
-Jeff AJ6LG
There is a WIP feature that allows VMAIL attachments that will make this possible,.