Not sure what I was originally intending to make, but here is where the story in my head went and the ships that followed:

C3P0 is lost on Lothal. He sees a little bot and tries to get help, but the little orange C1 bot just rolls away faster than Threepio can keep up. "Waiiit..." he cries and rattles off after the maintenance droid. Soon after Threepio arrives at a hangar with a VCX-100 ship and sees the C1 bot roll up the ramp. Determined, Threepio follows and the ramp closes. R2-D2 sees C3P0 enter the ship and it takes off and utters a plaintive beep.

Nearby, Black Leader is training a rookie on an old Z-95 Headhunter when he hears his BB-8 Droid begins fussing at an R2 droid who has climbed aboard Black Leader's X-Wing and fired up the engines. Poe tells the rookie to stay close as he rushes to his ship. The T70 X-Wing breaks for orbit following the VCX-100 ship and the Z95 follows close behind. It takes Poe several minutes to get a sense of what is going on and to regain some control of his ship. Something along the lines of the little R2 unit is having to save his protocol droid companion once again and that the 3P0 unit is on board the freighter.

Poe finally regains full control as they catch up to the VCX-100 ship and receives a brief "Heeelp" message from the freighter. He begins to call his trainee and head back to the surface when a fleet of First Order Ties approach from just beyond the freighter.

Droid Rescue - Chopper Style

I like the idea, but I see (maybe) one lore problem, which would not be important, but you seem to put a special emphasis on the background.

The Rebels stuff is from before Ep IV, while Ep VII plays about 51 years after Ep III.
So yeah, I don't see how Poe would meet Hera and her Ship, but that's just my points from an rpg perspective


List wise, I like to play 4 ships, wich is rather hard with Rebels, especially if you play a big ship.

Yep, I realized this could be a factor, but went ahead and went with it. I didn't spend a lot of time looking at timelines and I wasn't exactly sure where Poe featured in timeline wise (and I don't want to accidentally discover any spoilers so I didn't search much). Otherwise we would be pulling out a Rookie Pilot in an old X-Wing or even worse, put R2D2 in a Y-Wing with R3A2 in the other Y-Wing.

Poe is ep 7. As far as timeline rebels has featured only a-wings and a prototype b. That said, r2/3po have been in the story arcs from ep 1 to 6 already, so chop still around in poes era minus the rest of the crew isn't that much of a stretch. Hera on the otherhand would require more geek fu......