The West Wing: "The Portland Trip"/"Shibboleth"

These two West Wing episodes reminded me of something, but it'll take just a bit of set-up. I'm not really a fan of huge wind-up TV recaps, but I feel compelled to tell this story, so please bear with me. Who am I to deny MY MIIIIIIND?
Recently, I was reading Samantha Bee's excellent new book, and there was a particular story that stuck out. She was at a friend's house—or, rather, it wasn't a friend, but just another outcast girl in the neighborhood that her mother and the girl's mother had decided to set Bee up with—and this other girl threw a tantrum. The mom ordered her an entire pizza to eat in the corner by herself, which was presumably the standard coping mechanism. Bee describes sitting and watching this girl eat the pizza, feeling sorry for her yet jealous at the same time. Little kids have primitive coping mechanisms that dig into their brains until they become compulsive (especially because they're coping ostensibly with "the world" that they don't understand), and even though all kids are different, I think they learn to recognize the same unsettling feeling in each other.
The story struck me because like this poor little girl Bee was playing with, I was an anxiety-ridden kid. Nothing really terrible happened in my childhood, my parents and family were wonderful. But for whatever reason, I was plagued with vague fear that drove me to do illogical things with compulsion. For example, I was scared to turn off the lights in my room for fear of, I dunno, let's say monsters. Something. I wasn't sure what. But what I did know was that before I could go to bed, I had to perform a ritual of my own creation. I'd push open my door until it hit the wall a few times, to make sure it was completely open. I'd look in my closet and turn on the light, turn it off, on, off, for a bit. I'd look under the bed at the same three spots. I'd push the bedroom door open again. Then I'd stand at the light switch and stare at the most innocuous thing in my bedroom: the electrical outlet on the opposite side of my room. I'd stare until, whatever, something told me it was alright, that things seemed okay enough in my bedroom, then I'd turn off the light and scamper into my bed with zero hesitation. I couldn't go to bed until I did this, and I never truly understood why I did it.
Things are fine now. Like I said, I don't think anything was wrong, I just had an overactive imagination that desperately was trying to make sense of the big scary world I couldn't comprehend, and this nonsensical ritual gave me some relief. But I remember the feeling of every night, wanting so desperately to go to bed but being compelled to do something—something I didn't even really want to do—before I could. It wasn't a pleasant feeling. And when I recognize that in others, as I did reading that Samantha Bee story, it strikes a nerve that nothing else does.
I think we all have those things in our life. We perceive the world to be a logical place where logical people make logical decisions using logic. And as long as we do that too, all is fine. Then something comes along and punches us in the gut—an inexplicable, extremely specific feeling rooted deep in our childhood that we just can't shake. Those are the issues and actions that hurt us the most, even if we can't really consciously pinpoint why.
As far as I'm concerned, these are The West Wing's finest moments: when a character takes an issue so hard because it's been their issue their entire lives. It's beautiful and specific drama, and it breaks my freakin' heart.
But on the other end of the spectrum, I suppose it was only a matter of time until I found an episode of The West Wing I didn't really like, and "The Portland Trip" is it. For a show that defies conventions and serves up such nuanced development, "The Portland Trip" felt oddly distancing and surface level. I'm obviously relatively new to The West Wing, but everything about this episode felt, from what I could tell, conventional. There's the running gag of Bartlet chiding CJ about Notre Dame, going out of his way to ensure she honors the Fightin' Irish at every turn. He makes her wear a Notre Dame hat right before a photo op, demands she sing the fight song as they pass over South Bend, and so on. "He likes to hear the song at a brisk and steady tempo," Charlie is told to remind CJ. (Not that it wasn't funny—I've quickly learned that flabbergasted CJ is the best CJ of all CJs—just these types of ongoing things happen all the time.) Sam faces writer's block when crafting an education document for the press, and is snapped out of his funk by the President's dreamy words about life and the beauty of the world. "Be poets," Sam whispers to himself, smiling at the words' warming, glowing, warming glow. The President looks to make a deal to help college kids pay for tuition, and Charlie, under his breath, has the idea to save the day—a sort of Teach For America type situation where kids get college money in exchange for teaching at public underprivileged schools. The sort of "everyone can play this game" politics is ringing familiar.
On the ground, Josh debated the merits of an anti gay marriage bill with a Republican congressman, and he does so deftly. But it felt like finding out the Republican congressman was gay upfront took the wind out of the dramatic sails. The conversation starts and the gauntlet is thrown: this congressman wants a national law prohibiting same sex marriage, yet he's gay. Things progress as if he had never said that, with Josh throwing some pretty amazing lines like, "Freedom of choice isn't a minority value just because the majority doesn't agree with the minority choice." The talks continue for a while, but don't get all that heated before the congressman says to Josh, "Ask what you really want to ask." To which Josh replies, basically, "WHAT THE HELL IS WRONG WITH YOU?" How can this guy support a bill that goes against everything he believes in? The congressman's answer is fascinating (if not one I don't quite understand), but I knew it was coming. I don't get the sense that the admission of being gay influenced the conversation up to that point, which made me wonder why they brought it up so early, rather than saving the revelation for that moment.