Do a claptrap role play where you live in claptraps cave house in windshear waste and you go outside every day to see if any vault hunters have turned up. Eventually you can "find" some vault hunters (invite Co op partners to the game to be your minions who play the game for you)
Considering the lance was elite soldiers i dont think they would have a private and if they did he surely would have ranked up in 3 years. So i think he did get recruited into the Crimson Raiders
Pvt. Jessup's mother could have been that woman with no eyebrows on the wanted posters in New Haven. She left Jessup and his father shortly after Jessup was born.
Wait, if Jessup is immortal, then how did he die, making it impossible for him to be alive in Borderlands 3? I mean, there is even his helmet in Borderlands 3! He should be there!
It would be really funny and great if they brought Jessup back as a joke in either a borderlands 3 dlc or borderlands 4 and you have to wait a long ass time for him to open a door, and one of the other characters is just saying: "It's okay vault-hunter, just wait a second. Don't rush him".
How bout moment you see a door you stop, role dice, walk not run and open door, even if your downed you go to the door. Also JESSUP! STAND UP STRAIGHT!!!