Three years after she leaves for Obama's campaign trail, Rory begins to float. After the journalism recession in 2099, she begins to work as a freelance writer. This whole non-committal thing is not her style, and without a real, steady job, she feels lost. But, amid her floating, she ends getting to work at Condé Nast for a few weeks to write a few articles, but she wasn't technically employed by them.
"Attention everyone." Says the man standing at the front of the room, Robert Sauerberg himself, president of Condé Nast. The whole staff had been called into a meeting, but no one had been given specifics. There had been some rumors going around that the company was being bought by someone, but no one knew for sure. Rory was surprised she had gotten called into the meeting, as she was only a freelance writer. When she asked why she had to be in attendance, she simply got waved off and was just told to come. "I have some news. We are merging with The Huntzberger Publishing Company-" Rory's breath hitched as chatter filled the room. "Quiet please!" Mr. Sauerberg says loudly, which silences everyone. "While Huntzberger Publishing Company has had some difficulties in the past, they now have an even better reputation than before the recession, which nobody thought was possible, and I think merging with them is a wise decision at the time. Now, there will be a gala or banquet if you will, to announce this merge and we are expecting all of you to attend, hence everyone's presence being needed at this meeting. Even our freelance writers and interns will be required to attend. It is of course, a black-tie event and it will be hosted two weeks from now at the Brooklyn Bridge Marriott. That is all, and this meeting will also end our day. See you all tomorrow."
After the meeting, Rory began to collect her things to go back to her Brooklyn apartment she shared with another girl, Holly, who was also a freelance writer doing some work at Condé Nast. It was extremely convenient that Rory had found someone who was in the same boat as her, and Holly was nice, but she was no Lane. "Hey Rory ready to go?" Holly asked, moving swiftly through the crowd towards her friend. Looking down to make sure she had all of her stuff, Rory looked up at Holly "yup. Let's go." She said, and the two began to make their way out of the building. "So what did you think of the meeting?" Holly asked, once they were outside. "I mean it won't really affect us that much, since I'm not sure how long I'm going to be working here, but I kind of wish I could get out of the gala." Rory says checking her phone as the pair headed to the subway station. "Really? I love an opportunity to dress up, plus I would love to meet Mitchum Huntzberger. I mean I know they had some trouble with their company back in 2007, but they're doing so great now and he's a journalism legend." Holly rambled and Rory huffed. "Mitchum is an ass." She said under her breath. "What's that?" Holly asks. "Oh nothing, I've just heard Mitchum isn't the nicest guy." She said. For some reason, she didn't want to reveal to her friend her history with the Huntzbergers. "Do you know who exactly is going to oversee us once we merge?" Rory asks, trying to sound innocent about her intentions. "Umm I'm not sure, but we could probably find out." Holly replies, looking over at Rory before glancing up to see when their train would arrive. "Why? Do you have any relationship with the Huntzbergers?" Holly asks, now intrigued. Rory was torn, she didn't really want to lie to her friend about her former relationship with the prized Huntzberger son, but to tell Holly would be to open up a very, very big can of worms. Deciding to tell the truth, she responds: "I may or may not have had a fling with Mitchum's son when we went to Yale together." She said immediately regretting her decision. "What?!" Holly exclaims. "Okay but I don't even know if he works for his dad anymore, the last I saw him he was taking a job in California, and that was two years ago." Rory says, feeling a little sad to be thinking of Logan. "Was your so-called fling with this boy serious?" Holly asks, seeing some sort of sadness in Rory's downcast eyes. Now Rory really didn't want to tell the truth, but she felt like it needed to be done. She had barely told anyone about almost being Logan's fiancée. She sighed, "how serious is a marriage proposal and a prospective house in California with an avocado tree?" She asked, and Holly's eyes widened. "Please don't tell anyone in the company. I'm over him and I don't even plan on talking to him at this stupid gala thing if he's there. We left things on really bad terms and I don't want to revisit that." She said, and Holly nodded, feeling sad for her friend, who despite her words, still seemed to be hung up on the boy.
Once Rory and Holly stepped off the train at their station, Holly asked "Chinese for dinner sound good?" Rory nodded her head in response and the two walked the rest of the way to their apartment. As soon as they got home, Holly ordered them their usual, and Rory changed into her pajamas and tried to get a head start on an article she was trying to start. Once she got off the phone, Holly did the same, and after a few minutes Holly's questions began. "It's okay if you don't want to talk about it, but can I ask you about Little Huntzberger?" Rory laughed, "yeah sure. Also, Logan would probably punch you if you called him Little Huntzberger." She said emphasizing Logan's name, then laughing. "I'm sorry I didn't know his name! I haven't googled the Huntzberger's in a while." Holly says, and Rory laughs in response, thinking of the time she told Logan she had googled his father. "Okay. Go ahead. What do you want to know?" She said, closing her computer and turning towards her roommate, before Holly did the same. "Umm, I guess we'll start with: how long did you date?" Holly asked. "Well we did this weird friends with benefits, open relationship type thing that I hated, but then he told me he could be my boyfriend, and after that, we dated for about three years, with a small break that I didn't really know we were on and then I break that I did know we were on because I insinuated it, but that's not important. But that was like my first adult relationship and we both know how well those have being going since that…" Rory responds, beginning to ramble a bit. "Okay next question. I'm sorry I have to ask this, but did you love him?" Holly asks, feeling bad about asking it. "It's okay, I'll answer your questions. But, yeah I did love him." She says, playing with the sleeves of her Yale sweatshirt. "How did you meet?" "Me and my friend, Marty, who knew Logan, were together and we ran into Logan and his friends and Marty introduced me and we were also on the paper together." Holly nodded to Rory's response. "So have you looked him up since you two broke up?" "What?! No!" Rory exclaims. "Seriously? You dated the boy for three years and you let him go just like that!?" Holly exclaims back and suddenly opens her computer and pulls up Facebook. "Holly no!" Rory cries, shutting the computer. "Yes, Rory. Don't you want to know if you're going to see him at this gala and aren't you at all curious as to what he's been doing?" Rory sighed. "I guess so." She responds and sighs once more. Moving her hands to show a moving motion, she gives Holly permission. "Proceed." She says, and Holly grins.
"L-O-G-A-N H-U-N-" Holly says as she types in the Facebook search bar. "Oh get on with it." Rory says, shoving Holly's shoulder lightly. Holly chuckles lightly as she presses the search bar and clicks on the first and only Logan Huntzberger that shows up. "Okay let's see what do we have here?" Holly asks as the page loads. "Rory! You did not tell me he was such a cutie!" Holly says, and Rory laughs, but has something of a sad smile in reaction to seeing Logan's smiling face on Holly's screen. Changing the subject, Holly dives into the personal information so nicely presented when you look at someone's page. "So it doesn't say if he's single or not. Umm Yale class of 2006, but you already knew that." Holly says, inspecting Logan's Facebook page that covered her tiny laptop screen. "He works at Huntzberger Publishing Company, so he will definitely be at the party." Rory says, pulling on the sleeves of her sweatshirt again. "Let's look through his pictures and see what Mr. Huntzberger has been up to." Holly says, clicking on the 'Photos of Logan' album first.
After about a minute of Rory and Holly pouring over the pictures of Logan, their food arrives. Holly goes to pay the delivery man as Rory continues scrolling. There are some pictures of him with Colin, Finn, and Robert, as well as some other kids from Yale that Rory recognizes, but some she has no idea who they are. But then, Rory quickly reaches 2007. Holly arrives back to the couch where Rory is looking at the dozens of pictures of them together. "I forgot about these pictures. They're on my Facebook too. There's ones my mom took and tagged him in, and some Finn or Colin took, but there's so many. I forgot there was so many." "That's one big cake, sister. Birthday?" Holly asks, looking at the pictures Rory couldn't take her eyes off. "Yeah my grandparents are really into parties and it was really over the top." Rory said, reaching down to grab her food. "Jeez Gilmore you're popular on this boy's page." Holly says, finally reaching the bottom of Logan's tagged pictures, which causes Rory gives a slight smile. Rory notices that the last tagged picture is of them at the Life and Death Brigade and Holly notices the picture too. "Ummm Rory is that you jumping off that platform?" Holly asks, eyebrows raised high. Rory laughs and covers her mouth then finishes swallowing. "It was this secret society at Yale called the Life and Death Brigade. They hold these big fancy parties where they do a crazy stunt, and Logan had me jump." She said, smiling at the memory. "Okay well that makes perfect sense!" Holly says, her voice dripping with sarcasm and Rory laughs. "You had to be there I guess." She says. "Well I think that's enough stalking of Little Huntzberger for tonight." Holly says, closing the tab and then the computer. That night as Rory was trying to sleep, she looked over at the rocket ship sitting on her windowsill and tried to convince herself she wasn't still in love with Logan Huntzberger.