Having watched this, I think it is a small wonder 'Daddicus Finch' (also written and showran by Jean) turned out fine like it did, because wow, this is in a lot of respects one of the most typical Jean episodes we've gotten in a while... at least since 'It's a Blunderful Life'.
So yeah, this is definitely another Jean episode with the typical trappings, being about a kinda forced and unconvincing marriage crisis of Homer & Marge and having a lot of the usual Jean-isms like overlong gags/scenes, lots of filler/padding & inorganic editing and a lack of focus on what is important with the story (plus wasting a big portion of it on nonsense that doesn't matter but just eats up time). Yet, the thing is that I do quite like the premise (Marge being secretly selfish and selling Homer's pants after finding the brand is rare & fetch a high price and in a moment of anger then splurging the money on something for herself and feeling guilty about it) and what it leads to (in terms of the conflict between Homer & Marge), but it is just that most of the episode do fall into the lazy stereotypical Jean plotting with extraneous scenes & jokes all over the places, plus their conflict itself feels artificial and hollow & essentially pointless, if mostly due to how Homer is actually portrayed yet vs. how the episode seem to want us to view him as, not selling Marge's point well. It's a confused, typical one, especially sad to see since there is a good premise that is failed badly by the padded and unfocused approach.
You know, I did kinda like the opening with the family attending an award show where everyone wins one of these spring-shaped awards except for the Simpsons; it did feel weirdly elaborate and I did not like the opening with Marge causing an argument between her and Homer because the latter doesn't get a shirt with a wider collar (I mean, that really set the stage for another contrived-ass marital conflict a lá Jean), but I kinda liked the cameos of various secondary characters (some of which haven't been seen in a while) and the idea itself of an award show for the town, in which Marge is the only Simpson to win (the category of most underappreciated person), was kinda silly fun.... but then it turns out it was all a dream, wasting four f*ckin' minutes of something that only happened in Marge's head (and apparently the spring theme was because the mattress is broken and there's springs coming up everywhere). I should've realized Jean pulling this, but really, they could've shortened it to maybe one minute tops and still have it be a dream & gotten the same effect, but this was just sad to see all that effort put into nearly 5 minutes that never actually ended up happening. What a lovely start to the episode (not really).
The rest of the plot is as basic in terms of marriage crisis plots as they come, with only some hints of something worthwhile underneath. It is the usual "Marge feels overworked and underappreciated by Homer who goofs off" with scenes like her having to take Santas Little Helper to the vet (which had yet another bizarre overlong joke of SLH & Grampa communicating), take Bart to an emergency room after he broke his middle fingers in a baseball game, etc. while Homer is off somewhere and then at Moe's with the guys (where Moe apparently blocks Marge's calls with a router that blocks wi-fi, which isn't a bad joke but makes Homer more sympathetic) before coming home late with his pants accidentally badly ripped after a tavern stunt, which kicks off the main glut of the plot when Marge is sewing the pants by the TV and learns a pair of the Leevis (get it?) brand is worth some $3000 and decides to keep that a secret from Homer & the kids as well. With the first four minutes being wasted on a pointless dream that could've been done in maybe a minute tops, this was very barebones.
Now, as said, I think there is an interesting premise here with Marge deciding to sell off the used pants to get a lot of cash to burn on something for herself (kind of turning the usual concept of Homer doing something like that on its head, plus I don't think she is in the wrong since she technically deserve to treat herself to something nice & get some extra money; also she could just buy Homer a new pair of pants and he wouldn't really notice), but that dang lazy and typical forced conflict plot between her and Homer is poorly executed, with Homer apparently being meant to seen as a selfish uncaring asshole but he's portrayed as kind of decent/okay-ish-like to a degree (even though he's his regular dumb oafish inattentive self) so Marge's burning anger at him comes off as an overreaction and she keep treating him as that bad and is bitter about it, but it doesn't really work as to us viewers, he's not really that awful at all in this one (and the Moe's scene had an explanation with the calls being blocked), yet the story want us to see him as terribl, which makes the conflict ring kinda hollow.
The subplot (of sorts) with Homer now wearing sweatpants to work instead and being happier than ever was kind of a decent idea (and the montage song cutting between Homer in the sweatpants and Marge happily driving to sell the pants was a bit amusing), but it also ended up being kind of a nothing story as really, what it all boils down to is a overlong Oppenheimer joke sequence involving Mr. Burns & Smithers (and ultimately sweatpants Homer saving the day), plus a really elbow nudging "Get it? Get it?" bit about the Barbenheimer phenomenon (with Smithers talking aobut his favorite movie of last year, obviously the Barbie live-action movie) which was just painfully on the nose cheese. Not to mention the way Homer winning two tickets to a baseball game and using it on himself and a new co worker from Ghana results in Marge becoming even more mad at him because he didn't ask her to come to the game (and it is well stated that she doesn't like the sport, but seem like a principle thing of "you should have asked me first!", which makes her seem ridiculously petty).
It's so weird the episode not only try demonize Homer when he's essentially far from Jerkass Homer and doesn't really do Marge any favors in having her be portrayed as sympathetic, but a bitter resentful shrew of a woman whom we should see as the "good one". It hurts the most due to Marge, aside from the conflict with Homer, actually being portrayed fairly decently with the back and forth, feeling bad and having some remorse and all, but when she blows her lid at her husband, it just doesn't work due to Homer not behaving that badly at all, showing that Jean have no real clue of how to do a conflict plot properly rather than to rely on the old ways we've seen over and over). That and the episode cuts between the plots in a choppy poorly edited fashion doesn't help (with that four minute dream really tripping the rest of the story) and there not being any room to properly show and develop marge's inner feelings and conflict on selling the pants for like 3000 bucks and then blowing it all on an hyper expensive ring to quietly spite Homer (after the baseball "incident").
That said, there were still some decent moments with Marge (and I liked her interactions with the Comic Book Guy relative who runs the retro clothing store, plus it was a bit fun to see the Yes Guy again, another character we haven't seen much of recently, when Marge bought the ring), but with the poorly realized marriage conflict (which made Marge look bad and Homer blamed to an extremely unfair degree, even for human mistakes such as not hearing Marge's phone calls due to being busy with his friends). the pacing issues due to Jean's poor structuring of the episode with wasting the opening four minutes on a dream scene plus the subplot on a drawn out Barbenheimer sequence (the incessant padding and drawn out jokes/gags in general, really), they were more like isolated OK incidents here and there. Then after all the messy nonsense we had witnessed, the episode got more into the Tell Tale Heart parody (with Marge feeling increasingly bad over having jumped the gun on using all the money on the ring without telling Homer and trying to hide it around the house).
The montage of Marge trying to hide the ring but never feeling content was not that bad and a bit fun due to the animation, but would've been so much better had the episode not being so poorly executed beforehand with the typical Jean-isms and poor storytelling decisions (including the forced and misguided one-sided crisis plot between Marge & Homer) & the small roles for Lisa & Bart felt kinda off & stilted (Lisa stifling through her report cards, talking of how A++ grades are forbidden now as to not make China jelaous was kinda bizarre & Bart hiding from the police in essentially plain sight was another unnecessary diverson joke): In fact, where the heck was Bart & Lisa in this one? while Marge had little own agency other than her being upset with Homer, but the kids were jarring no shows (other than this joke scenes and Marge earlier thinking they'd blow the $3000 on something she wouldn't like had she told the family about it, which was not flattering to her as she thought the worst of them like that, essentially letting her anger at Homer bleed over to the kids; why do Jean tend to be so negative about the depictions of the family?) & they didn't even factor into the ending. I kinda liked how the show acknowledged Maggie again (whom have been a no show in most episodes this season) as she showed up, sucking on the ring as a pacifier.
And if all of that wasn't enough, we get a second song (!) with Moe in focus for a Grinch-like sequence, singing to HOmer how he is a selfish uncaring man and having him thrown out by lenny and Carl so he can go make it up to Marge. While this scene was well animated (the grinchy expressions of Moe came across well) and Azaria did well with the voiceacting and singing (and thinking of it, I can see where Moe is coming from if we still think of him and Maya being a loving couple in the Jean episodes), it felt more like a Grinch/ Dr. Seuss parody for the sake of it (and it happened in an already wonkily paced episode that missed a huge opportunity on not letting it breathe more and focusing on Marge's internal conflict as its primary deal, instead choosing to pad the story with overlong gags and a parade of jokes & downright unnecessary scenes such as this one, which just happened because reasons), and it furthered the episode's belief that Homer behaved badly enough to totally deserve all of this. Had the script been good, Homer would've had his realization in more natural manner, maybe just Moe giving him advice (such as bringin his own relationship with Maya up and inspiring Homer)? But yeah, here's a musical number.
Now to be completely honest, this all did lead to the really nice, sweet ending with Marge giving up the secrecy and deciding to come clean due to her conscience getting the best of her, leaving the ring in its box (receipt and all) in plan sight for HOmer, leading to him come home and dfind it, at first being upset but then gradually, bit by bit understanding Marge and all what she does for the family as he heads to the bedroom, topped with him putting the ring onto her finger again & they share a loving moment after she wakes up. That payoff, while absolutely not making up with all the Jean-isms and the uninspired artificial conflict (which really should've laid more work into letting Homer actually come off as a bad husband to Marge, not a decent guy whom didn't really do anything so wrong), really had the right nuances and let the two feel like people who truly do love each other in spite of everything: It was strangely and unusually earnest coming from Al Jean, even though it does come off as weird considering how all over the place the prior story was structured.
In fact, that ending makes me upset that the rest of the episode wasn't handled with the same type of balance and nuance, with the rest was typical low-effor Jean; stilted, unnatural and poorly paced schlock with some shoddy characterizations (I mean, Homer and Marge were essentially portrayed in the opposite ways the story wanted us to view them as, pretty much, and that felt bizarre, kinda) and unconvincing flat or forced dialogue & yet another clichéd marital crisis, all of which that did no favors for the glimpses of a good premise and the odd okay or moment. And of course dat ending with the kinda genuine feels, which ended up working better as more of an isolated scene rather than a proper payoff to the rest of the story, due to how the latter was a big disappointment (much due to never showing Homer as bad, plu I guess starting out with that overlong dream which sees Marge starting to bicker with Homer over something trivial making it seems like she was always set on being angry with him for very little actual reasons), but obviously not without its moments in the end.
The premise was intriguing but deserved so, so much better than this which just threw away a good chance for Jean to actually try make a proper structured and paced episode and break away some from the usual marital crisis plots he loves so much, but yeah, we got this super wonky, confusing, ill-written, undeveloped mess that focused on the wrong things (such as irrelevant draggy jokes and bits from the supporting cast) and it just made the nice parts look wasteful (they deserved a much better episode, as did Homer & Marge).
I guess I'll give it a generous 2/5 (from a 1.5/5), much due to the ending which didn't make it all look like a ginormous waste of time, but actually as if this mess led somewhere good (and it actually had a proper ending rather than being left with a non-ending or somethinh thrown together at the last minute, which shows that Jean knew where it would go. Just a huge shame that the prior stuff were never fully thought through, which I think was what was missing from this one. If Jean would focus on story and cut it down to the essentials instead of being enamored with various little jokes and gags that stopping the plot, padding and extraneous scenes that add nothing to the plot, keep true to the characters and such, things could work out and in the case of this episode, it could have made the ending feel earnt.
But yeah, we got this thing where the poor balance of the story and characterizations made the premise and the promising elements suffer, ending up an exercise in poor storytelling. Moving on to a better episode next time, I hope...