Eddy was born in the New California Republic, spending much of his early life scamming people and making enemies; his “last name”, Skiptown, was due to his tendency to skip town. He’d travel around from Shady Sands to the Hub to Los Angeles, to Dayglow, to New Vegas, and eventually back to Shady Sands. Too bad his gigs in the NCR wouldn’t last; he saw Shady Sands be nuked and experienced the NCR break down, as the Government collapsed and warlords took over. Worse of all, all the NCR dollars Eddy scammed were now worthless. He’d leave New California and travel through the Wasteland for a new place to grift, running quick scams and partaking in any gigs he could do to get caps. All the while becoming a ghoul due to the radiation of the land. After a con of his went south in western Iowa, Eddy would get cornered in an old video shop by an angry mob, but get saved when an unusually friendly (and exceptionally stupid) super mutant named Ed inadvertently scared off the mob. Realizing how strong and gullible Ed is, Eddy took the opportunity to befriend Ed and form a partnership with him; Eddy would come up with cons to run while Ed does the heavy lifting and be the meat-shield. After some more traveling together, Eddy and Ed would find an inactive but still functional Mister Handy unit. Despite their lack of knowledge of technology or robotics, the two somehow got the robot active again, who’d introduce himself as Edward (though Eddy would call him 2D). Edward sought to return to Vault 44, which he came from, and requested the two to help him there; Eddy wanted to reject the request, but was convinced in the end.
Their travels brought them to the Midway region and into Quad City. There, Eddy was introduced to the Vault Cracker Society, a group dedicated to locating, opening up and learning about the Vaults. Eddy soon realized a brilliant opportunity: the Vaults would be filled with either gullible idiots or valuable loot. With Ed as his muscle and Edward as his brains, the three would become Vault Crackers. He wouldn’t be the most respected of the society, but he’d for sure be known to get the job done.