1) Psych Logs: Are they believable? Could you see an appointment like this happening within the foundation?
Therapy sessions between Dr. Clef and a psychiatrist like Pahlke, generally, make sense. I can believe Dr. Clef, a generally uncooperative person, would continue to be just as uncooperative during a session. I can also believe to some extent said psychiatrist they assign to him would be one of the top in the field. Him slowly opening up makes sense and bringing up certain things that make Clef uncomfortable such as his daughter would be things that would happen in a session. Some specifics regarding tone and content are a bit off the wall for me but my gripe with that isn't exclusive to the sessions specifically so I'll address it later.
2) Date Chapters: Does it show character development and growth for Dr Alto Clef and/or Dr Isabella Pahlke? If not, what would you like to see more of for either or both characters?
These are the chapters I skimmed the most of so frankly I don't have a very good grasp on what happened in them specifically besides "they went on a date, and some shenanigans ensued." There seems to be multiple separated parts all entailing the first "date", I honestly don't know if all of them are necessary.
3) Ending: Does this wrap up the events of the story in a way that is interesting and/or enjoyable? Is the ending satisfying while leaving an opening for future iterations of this story arc?
The ending as a concept is… okay? The execution, however, bothers me. People gathering together and clapping seems excessive and unrealistic, it's like those /r/thathappened posts where they always have to mention how after they said something "everyone stood up and clapped." No one really does that. The way O5 acts also doesn't really line up with how they're usually portrayed. Like, they set up Clef and Pahlke because Clef was being dramatic and suicidal and Pahlke… worked too hard? The reason for the former is weak at best and the reason for the latter just doesn't make sense, why would they be concerned a specific psychiatrist in the foundation is too "isolated" because she works so hard? She's making tons of progress for them and hadn't shown any other reasons for concern.
What would have been believable to me, personally, would be that Dr. Clef's antics from basically being bored and sad and immortal were becoming too disruptive to the rest of the Foundation's work and they needed to have him stop. This relatively new psychiatrist they hired seems promising and maybe as a bonus psychiatric/personality evaluations seem to hint to her actually being able to get along and possibly calm down Clef. They wouldn't plan to "set up" the two of them romantically because it's farfetched for that to be a coherent plan, even for the SCP world, but on discovery of their relationship decide to let it slide because, very frankly, Pahlke has managed to stop Clef from disrupting the foundation as they had hoped, even if it was via "unconventional means." Analysis of the quality of work the two of them had recently been putting out would add to this decision, showing both of them have been significantly more productive lately.
4) Formatting: Does the formatting fit for the tale? What could I do for ease of reading and chapter access for readers? (I am a novice at wiki coding so some specifics would be helpful)
Do not post this as one big tale. It is huge, and no one will read it. Very few people can get away with monstrously large articles; those that do are written *extremely* well and every little bit that's included *needs* to be included. I don't get that here. I could cut out half of what you've written and the basic story would stay intact. Frankly if you wanted to condense this into a simple, one page tale, you could, you'd just have to remove a lot of details and choose a few very specific areas to highlight effectively.
Assuming you don't want to go that route and you want to tell a longer, more in depth story, cut this thing into chunks and post it separately. I know you said you don't think it makes sense when you split it up but I do think it's possible:
1.) "Dr. Clef encounters his new psychiatrist and is super wary of her and vows to try to dig any minor piece of information up about her to prove she's anomalous"
2.) "Fuck she's not actually anomalous, but also now I have even more questions, but also hmm is something happening here this is weird"
3.) "Date Night: The Movie, and then some spicy cliffhangers"
4.) "There's weird tension between us but also there's a containment breach"
5.) "Alright so what we're doing is 100% totally wrong but like this is fine"
6. ) "Oh no we've been caught but hey actually it might be okay maybe?? The end"
I don't think it'd be hard to reformat and rewrite certain portions so that you could break it up like this and have each tale still stand alone and make sense. Essentially each tale by itself would just be a glimpse into that present time; all you'd have to do is establish the current context. And if you can't get the standalone thing, it's fine. There are other tales that are posted in parts.
5) Upvoting: Would you upvote this if it was on the wiki? If not, why? (unacceptable answer: "It's a romance". If you aren't into the genre I'm not sure why you would come read this. I want something much more helpful than "I don't like romance")
I would not. "It's a romance" is part of it, but not for the reason you think. I'll go into details with this in the next section along with some overall general things.