With her lover David Thorpe, Rosalynn would visit the Top of the World ski resort before the Great War. David was cheating on his wife with Rosalynn and had been for some time. The ski resort was one of their getaways. After the resort trip, David was going to divorce his wife and marry Rosalynn, but those plans were changed by the Great War. Trapped at the Top of the World, with no help in the foreseeable future from the government or anyone else, Rosalynn and David (along with all the others vacationing at the resort) decided they had little choice but to become raiders, taking everything they needed to survive.
The Cutthroats were the raider gang that emerged from the Top of the World. Along with the Cutthroats, many other gangs would go on to terrorize Appalachia, but the Cutthroats were the most powerful and feared of all of them. A perpetual thorn in the side of the Responders and Charleston Emergency Government, David Thorpe would become its leader and Rosalynn Jeffries his second in command. Rosalynn relished her new role in life as a raider, taking full advantage of to fully indulge in her chem addiction. She would lead many raiding parties over the first couple of years after the Great War, but her final raid would be on Christmas Eve.
On December 24th, 2082, Rosalynn would lead a large raiding party into Charleston during Christmas, hoping to bring something nice back as a present for David. This raid would be repelled, but not without eight Responders losing their lives and twenty-four more receiving injuries in the process. Rosalynn would be the only raider taken alive, and her party would lose seven before the rest fled. During her interrogation, the Responders told Rosalynn that they were going to use her false death as a way to anger David Thorpe and get him off the Top of the World, thereby cutting off the head of the Cutthroats, once and for all. While this did enrage David, he wouldn't fall into their hands quite so easily. Instead of coming down from the Top of the World, David blew up the Summersville Dam with a mini nuke he stole from the Brotherhood of Steel. This would later be known as "the Christmas Flood," that would wipe most of Charleston off of the map. Rosalynn would perish in this flood too, essentially killed by her own lover. Her body still lies in the Charleston Capitol Building. At some point before 2082, Rosalynn's behavior and voice were used in creating the personality of the Miss Nanny Rose, the current leader of the raiders.
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- Rosalynn's favorite chem was Day Tripper.
- There is a cut voice type in the game files, related to the Charleston Capitol Building, that refers to her as Roseline Jeffries, as opposed to Rosalynn.
Rosalynn Jefferies appears only in Fallout 76.