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#and the way he glares at shiv after he explodes at marcia like 'you fucking made me do that'
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Logan will never acknowledge even to himself that -- by insulting Gerri and speaking over Marcia and then exploding at her -- he’s the one who ruins the Tern Haven dinner, not Shiv. I just can’t with this Fucking Guy, man.
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I believe Kendall is the most popular character in the series, but Roman is far more compelling in my opinion.
His emotional arc and burgeoning maturity is a compelling thing to watch, esp when you get glimpses as to why he is the way he is.
In the beginning, I wanted to root for Roman because he was a Culkin, and then Roman tore up the check and I was like, “Fuck this dude.” I mean, clearly, the character and not the actor.
But, in retrospect, that doesn’t seem like something Roman would do. Yes, it’s canonical that he did it, but it’s also canonical that he was wearing, presumably, a wedding band in that same ep that we’ll most likely never get answers for. My point is: the pilot ep is almost always the rough draft of characters going forward. This doesn’t erase his actions, but it just seems “out of character.”
With that being said, we see Roman going from a yes man to his father and caring about his own bottom line to genuinely assessing situations and giving his honest opinion. 
His journey to get there was strange, unusual, yet sweet.
Roman was sex obsessed, vulgar, and a fuck up. It was easy to assume that he’s this way because he’s spoiled when, in reality, he most likely suffered the worst of his father’s abuse and was punished for being “weaker.” The implied explanation behind Roman’s behavior is that Logan put his youngest son down in one way or another to uphold the hierarchy between him and Kendall. We see that Connor knows his place and doesn't challenge it, but Roman did and does.
Logan made it where Roman was self sabotaging and heavily insecure about himself and his abilities. 
I want to resist the urge of labeling Gerri as the catalyst behind Roman’s change, but I see no other significant factor beyond her. Roman has always wanted to prove himself to his dad and repeatedly failed because that’s how he was molded. But, something happened during the trip to Japan that made Roman and Gerri become closer. Even if it was unstated and imperceptible, there was a change that bonded them.
The Roy children are conditioned to want their dad’s approval, despite failing or it never being enough. Which is why Roman keeps trying.
But, things change with Gerri.
After getting business advice from the wrong person, he finally asks the right person. If it hadn’t been for Japan, would he had asked her? And what’s more noteworthy is: he takes her suggestion seriously. 
Back in season 1 episode 2, we see that Roman respects and admires Gerri’s skills at her job. 
Interestingly enough, Roman wants her in the room during a business dealing, which is a stark contrast to his vehemence of Frank being his babysitter. IMO, Frank most likely made it very known that he looked down on Roman and probably gleefully reported Roman’s mistakes and fuck ups to Logan. Although he didn't have many dealings with Gerri before season 2, she sasses Roman back, but treated him like an adult; albeit, a very spoiled one, but she did humor him, take him seriously, and keeps whatever mistakes he made between them.  
The thing that really spurs Roman’s maturity and self awareness into motion is Gerri checking on him. How often do we see people check on Roman’s emotional well being? Or touch base with him? But, Gerri does and Roman asks her what he needs to do to be taken seriously.
He wouldn’t had ever asked Frank that. And Frank would’ve given him some smart ass reply if he did.
But, Gerri gives him practical advice and is open to being the person Roman leans on. She gives him great, but obvious advice that benefits him in the long run. Her advice also addresses Roman’s glaring flaws of not having practical experience, training, or knowledge surrounding running a business.
Gerri is the first person that Roman allowed himself to be completely vulnerable regarding his insecurities and desire for his father’s approval who made him feel safe and validated. She didn’t give a smart ass reply or justify why his father didn’t trust him, she advised him to do things that will get Logan to trust Roman.
And this is important because Gerri goes from, Gerri Kellman, job good-doer to, Gerri, someone Roman can confide in about professional issues.
After that, we see Roman calling and telling her about every little thing. He sees her as a mentor, but also a friend and someone who isn’t going to judge him.
And maybe this is where the change truly starts. Perhaps, the rocket incident is still on his mind, but having Gerri being a soundboard and help guide his career, Roman can finally begin to grow into his own. This is further underscored when their relationship crossing into a sexual boundary. Roman reveals this incredibly intimate part of him and Gerri doesn’t judge him; she doesn’t make him feel bad about; she inherently understands his need. What interesting about the second “conference call” scene is that Roman is fully prepared to leave and apologizes before realizing that Gerri is in character. And then, he goes into character instantly.
After their first conference call, he’s awkward around her. With their second, he’s his normal self and cracking jokes and telling the truth because it sounds like a lie.
Since this was around the time Roman found out that Shiv was the heavy favorite for the next CEO, he’s down, but is also showing self awareness. He hasn’t reverted back to his old self. Gerri has to beg him to talk to Eduard, but she basically informs him: I went to bat for you, despite your father wanting Tom. I find it noteworthy that he describes her suggestion as “make up sex” and her “grinding against him” to apologize for the Shiv thing. He’s allowing himself to be upset with her in that moment like normal people do opposed to the repressing his true feeling like he does with his family. Whether Gerri revealing that she suggested him to his dad meant something in that moment, it definitely meant something going forth. I believe after this we get an increase of “Gerri says”, Gerri thinks”, and “Gerri cares...”
Gerri is the only one who has consistently taken Roman seriously, was a resource for him to improve his business skills, and allowed him to be vulnerable without making him feel bad about it. 
That, in turn, made Roman take himself seriously as a person even when it came to offering a suggestion that continued to threaten Waystar as they knew it.
It takes a lot of maturity and self awareness to say, “hey, this is an important deal for us; I may not be the guy for this”, despite you knowing what this opportunity could mean for you. And Logan’s decision to keep the course with Roman wooing Eduard has everything to do with Gerri’s faith in him. Would Logan care that Roman was good with people, if Gerri hadn’t pushed for him, stressed that the panel went well, or the other things she’s done? Gerri constantly put Roman in a position to succeed, which fed him confidence and allowed it grow in a healthy way. This is highlighted times a million when he tells his dad to reject the offer after him kidnapping.
But, we also have his interpersonal relationships with his family members.
Roman asked his father if he was doing well and had someone to talk to about Marcia. He was truly concerned about his father’s emotional well being. Roman wasn’t just content with, “You good?” No, he also wanted to see if his dad had a support system to deal with his marriage falling apart. This is not the Roman of season 1, that’s for sure. On the yacht when he asked Kendall and Shiv if they could have a normal conversation if they came out of the situation, he WAS the only mature one in the discussion. I know they were having funny, but it did appear that Kendall and Shiv have difficulty having normal, healthy, and productive conversations with one another. They’re so used to competing, undercutting each other, and looking for an angle. They don’t fully trust each other.
Roman wants to know that his loved ones are doing okay and connect to and with them, but ironically enough, he is the only one having a healthy “relationship.” His needs are being met.
For him to trust Gerri the way he does to not only 1. Propose a business team up, but 2. Defend her at the blood sacrifice, speaks volumes.
It shows that he has come a long way from the asshole who ripped up the check in front of the kid and the guy who washed his hand and pretended a rocket didn’t explode. 
This also makes Roman dangerous, but in a good way. Kendall has always had the advantage over Roman because he knew the business and how to speak in business terms. But, with Roman working through his issues and actually putting in the work, Roman could give Kendall an actual run for his money. I've said this before, Roman is a killer. But, he lacked the confidence and knowledge to be useful. With Gerri’s guidance and his ever growing confidence and skill, Roman is growing into a better successor in reality, esp because I think he has better negotiating and people skills. 
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