For the Imperial Problem Child-verse, rumors start going through the Rebel ranks that if you have relatives in the Empire that you're on decent terms with, you should give any messages you want to send to them to a Rouge. There's a good chance you'll get a reply within a battle against the Executor or two.
Ooh I like this. Maybe one or two specific Rogues are designated message runners (some Imperials call them Carrier Cairokas, after a now extinct Alderaanian bird used to carry messages in ancient times. It makes for a decent code so that no one knows they’re technically harboring Rebels). Usually this entails traveling with Skywalker because odds are he’s going to encounter Imperials once a month or so.
Sometimes the Carriers come back with datapads, sometimes just an acknowledgement that the message was received. Half the Squadron got wedding invitations once, that was a bit odd. Command vetoed that pretty quickly, but some of them did actually toss around the possibility of showing up at their loyalist family member’s wedding with Luke like “surprise! I brought accidental royalty as my plus one!”
The leaders of the Rebel Alliance are probably getting new grey hairs every day this madness continues. No one show them the care package Piett sent Wedge and Co to help them deal with Skywalker Madness. (“Excuse me?” Luke was slightly offended, “Most of the madness in this Squadron is courtesy of Jansen, thank you very much.”
“This is perfectly true, of course,” said Jansen, “But it’s much more convenient to blame it on the resident Force user. That Imperial admiral always takes our side anyway unless your dad is there.”)