“Both are sadistic, power-hungry, charismatic and man-eating villains from animated media who have a 1930s aesthetic (Oogie Boogie is based on Cab Calloway. Who was at the height of his popularity in the 1930s; Alastor was alive around the time period and was a radio host).”
The first bit about their personalities is fine, it’s not particularly wrong, just a bit generic. That being said, the 1930s aesthetic is a pretty big stretch on Oogies end given it’s entirely based on inspiration and very little to do with Oogies character. Nothing to do with his looks, mannerism, or presentation screams 1930s. This is comparing someone loosely based on someone from the 1930s to someone dying in the 1930s. Granted, this isn’t a super important connection that keeps the MU afloat so it’s not a big deal but still not a great start.

“Both exist in magical alternate dimensions from ours filled with creepy creatures and people (Halloween Town; Hell).”
Firstly of all, what person is in hell? There’s not a single one and I only bring this up because you actually specified. Second, comparing Halloween Town to actual hell is kinda funny. Yes, both are dimensions with monsters, but that’s where the similarities end. Halloween town is a place that’s made to uphold Halloween and keep the holiday afloat. Hell on the other hand is a barely functioning society that was made by accident and is now used to punish sinners for all of eternity. Also halloween town isn’t an alternate version of our world, nothing about it is similar aside from having a community.

“Both are animal-like creatures (Oogie Boogie is a talking sack of bugs; Alastor is a deer dude).”
Not entirely wrong. Oogie is an actual sack of bugs while Al is more demon then deer but the connection still stands, it’s just kinda boring and not entirely true.

“While they are intimidating and powerful they still have minions to help them, whether they want to serve them or not (Lock, Shock and Barrel are known as "Oogie's Boys". They're incredibly loyal to Oogie Boogie; Husk and Niffty souls are both owned by Alastor. And because of that Husk genuinely despises Alastor).”
Ummmm, what? You’re comparing kids that follow oogie boogie around and do his dirty work, to what can be described as Alastors slaves. Ignoring that Alastor has actual summons that fit Oogies boys better, this isn’t a connection that goes further then “they have underlings” and even then that’s a stretch. It’s not even like it’s that good of a contrast given that, again, it’s kids who like oogie vs actual slaves.

“Both before the events of the main story they tried obtaining high social power, with one failing while the other succeeded (Oogie Boogie tried taking over Halloween Town and mix it with his own bug themed holiday, turning it into Crawloween, but failed; Alastor when he was sent to hell started killing off the Other Overlords until he reached the top and became the strongest Overlord in Hell).
Why is this framed as a connection when it’s a contrast? One that’s fine on paper, until you get into the finer details of their worlds. Oogie wanted to rule over halloween town, which would basically give him full control over the holiday of halloween. Alastor on the other hand wanted to be the strongest OVERLORD in hell. This is important cause in the grand scheme of things, an Overlord is not super powerful in hell. It’s the strongest a sinner can get but they’re like mid tiers. Alastor also isn’t the strongest overlord, with Zestial and Carmine being the strongest with it being implied him and vox are about even. It is never stated that Alastor is the strongest overlord, but that he got into a position of power very quickly. In political terms, it’s comparing Oogie wanting to be president to Alastor wanting to be a CEO, which isn’t a bad comparison but falls apart when you look at it just a little closer.

“Both became infamous in these dimensions because of this, but whether willingly or not they started to lie low (Oogie Boogie was banished from Halloween Town and so lives in the outskirts of it; Alastor after murdering every Overlord completely disappeared from the public scene for [as of now] unknown reasons).”
Ah yes, being run out of town and being banished vs basically taking a vacation. Now I’ll be nice here, lets assume that the popular theory that Alastor was lilith's lap dog for the 7 years he was gone, seeing that’s the most popular theory as of right now. It would now be Oogie being run out vs Alastor being a slave in a different dimension. Is it better? Kinda. Is it good? No not at all. And keep in mind, this is me being nice and going with the popular theory of where Al was, meaning even if it was spot on true it would STILL need to be taken with a grain of salt because it is a theory. At best, it’s a comparison thats relies on a theory to stay afloat. At worst, a shit comparison thats barely comparable.

“Both ended up showing back up when the kind hearted but naïve ruler protagonists of these worlds needed help with their plans (Jack Skellington when he got Oogie Boogie's minions Lock, Shot and Barrel to kidnap Santa Claus; Charlie Morningstar when she needed up to get the Happy Hotel up and running).”
Oogie doesn’t even show up, like at all. Not once does Oogie ever actually directly help Jack. The very first time they meet in the movie they try to kill each other. Meanwhile Alastor is one of Charlies closet friends, does everything for her, and is acting more like the cool step dad that tries to replace her real dad. Once again, that’s barely comparable.

“[IDK if I should or shouldn't remove this connection, but] Both ended up betraying the protagonists (Lock, Shot and Barrel sending Santa Claus to Oogie Boogie's lair even though they promised to not involve Oogie Boogie in Jack's plan; Hazbin Hotel hasn't gotten there yet but Viv has said that Alastor will betray Charlie).”
I’m not gonna bring up the fact that this uses something that hasn’t happened yet, my alastor MU does the same thing and it does say that it has not happened yet. No, what I’m going to bring up is that viv never said anything about Alastor eventually betraying Charlie. Yes anyone with the slightest bit of foresight knows he 100% will betray her but viv has never confirmed it.

Ending Thoughts:
As you can tell, none of these connections work well and all of them have at least something wrong with them. They’re at best stretched and at worst flat out wrong. But Connections aren’t everything, so let’s move onto the fight potential.

Alastor has quite a bit, we haven’t seen everything he can do but we’ve seen that hes a very skilled fighter, being able to work from most ranges but generally likes to keep distance with this minions and tentacles. He also has portal creation, size changing, and fire manipulation. He has an overall fencer style of fighting, opting to bait and punish if he can’t simply just overpower who he’s fighting. Now lets look at what oogie has
Oogie has…fists. And can throw some pumpkins. He also has a shadow, that can also throw pumpkins. And ghosts that do nothing. And can grow big.

Ok so one thing I think people don’t understand is everything Oogie can do is very limited given how he’s far more of a trap character with his house having his more interesting shit. Only problem is that there is absolutely NO way the fight could realistically take place there. Alastor is stuck in hell, and has no way to get out. Yes there are ways to leave hell, Lucifer and I.M.P. have shown this but alastor has no way to do so. Oogie meanwhile can’t go to hell, and even if he does go to hell after he dies, well then he just doesn’t have his shit cause they’re in halloween town.

So this would have to take place in a random place where oogie wouldn’t get his traps, so what are we left with? A sack of bugs that can punch, grow in size, and throw pumpkins. Riving I know. And that kaiju fight everyone talks about I doubt would even happen.

Yes, they can grow in size, but Al almost never does. He did so to threaten vox, and against the loan sharks to prove a point. You want to know what he would do? Summon a fuck load of tenticals to just rip oogie apart. Which brings me to the next point.

Debate: So the numbers for alastor are very skewed but lets go ahead and use his lowest end, Town Level and Hypersonic. Keep in mind this is Alastors absolute lowest end. Oogie on the other hand is…Wall Level and Superhuman. No matter what, Alastor fucking SLAUGHTERS. Now I have heard that this includes Kingdom Hearts Oogie, so lets look at that. For this lets use Alastor's absolute highest end and say that it’s true. It’s not but lets say it is just this one time: Planet and 4000c (MFTL+). Anyway oogie is Multi and IMM in speed. No matter what, it’s a complete stomp with the only “““Debate””” being if oogie would get kingdom hearts scaling.

I think the Godzilla Earth movies kind of play out like a movie deep in the texan wilderness where a fat redneck with an enormous shotgun has shot up a whole town and the survivors came back to avenge their parents, but then they have to fight sillicon valleys people looking to demolish the town to build like a big swimming pool, and then religious extremists, and they need to save the redneck so that he can do it

1. Sing a Song of Patrick - 10/10: ♪TWINKLE TWINKLE PATRICK STAR; I MADE MYSELF A SANDWICH; MY MOMMY NAMED IT FRED; IT TASTES LIKE BEANS AND BACON... THIS SONG IS OVER EXCEPT FOR THIS LINE: YOU WIN THIS ROUND, BROCCOLI!!♪ Ok, this may be my favorite, but Spy Buddies is a very close second for me. The song is unironically better than most modern songs in my opinion. The reason this is my favorite is because of its moral of there being people who like your work and others who don't. Not to mention the visual gags and reaction humor here give Something Smells a run for its money. It honestly deserves its divisive reputation in an already very divisive season.
2. Spy Buddies - 10/10: If you thought this season couldn't be a good one after a botched start with Waiting and Fungus Among Us, this one literally blows everything out of the water. The spy stuff is so awesome here too. What would you do if you could fire a laser out of your butt? Add in comedy on the level seen in Seasons 2 and 3, and you have what is one of the best episodes of not just Season 5, but of the entire series.
3. Krabs à la Mode - 10/10: This episode is simply fantastic. Coming from a place where it doesn't even snow, I love these types of stories. I probably shouldn't because for those who deal with snow know how much of a pain in neck it is. The creativity, humor and visuals make this episode such a COOL experience. Fun Fact: This episode taught little kid me that there are numbers below zero.
4. Roller Cowards - 10/10: For those who are terrified of going on roller coasters, this'll definitely encourage you to face that fear. The storyboard directors did their research by taking a trip to Disneyland and putting in elements from that to make Glove World feel more like an authentic theme park. Similar to the trilogy in Season 4, it explores how close Sponge and Pat's friendship is, and there's strong comedy.
5. Blackened Sponge - 10/10: You know those "If you laugh, you lose" videos on YouTube? Try doing that with this episode. I bet dollars to donuts you'll lose. Seriously, the ways SpongeBob makes up how he got his black eye are so hysterical. I could say more, but it's better if you see for yourself.
6. SpongeBob vs. The Patty Gadget - 10/10: Here we have a story about man versus machine. It isn't much, but now the theme is very routine. Ok, you know what? I'll stop with the rhyming before you think it's Dr. Seuss who's writing. All that aside, jokes, a great story and a relevant theme for these days make this the best short of the season.
7. The Battle of Bikini Bottom - 10/10: This is probably the best use of gross-out in this season, and more time is dedicated to the Sponge vs Pat fight than in Snowball Effect. If you were entertained by this, you'll be blown away by a certain episode in Season 6 with a similar premise to this...
8. The Inmates of Summer - 10/10: Everyone remembers this one because of the warden character. R. Lee Ermey of Full Metal Jacket fame gives a spectacular performance. Still, the episode isn't without its moments. For those who hated the songs in Atlantis SquarePantis, the "Together" song is a breath of fresh air for you.
9. The Two Faces of Squidward - 9/10: OMG HANDSOME SQUIDWARD WOOOOOOOOOOOOOOOOO!! Ok, that aside, the rest of the episode is great, and what Breath of Fresh Squidward should have been more like. I don't have much else to say other than I love this episode.
10. 20,000 Patties Under the Sea - 9/10: The three main formulas of each episode merged into one episode. Strange how we have rarely ever seen submarines as a way of travel in this show. Also, I can't talk about this one without bringing up the scene where Plankton roasts an entire family on an open fire.
11. Friend or Foe - 9/10: Y'all are probably getting sick of this, but more lore! One of the reasons why it's a 9 instead of a 10 is because I like ten more episodes more than this and it's not without its faults, such as Krabs and Plankton becoming enemies out of nowhere, but it's still a fan favorite that I can't give it a lower rating without being cancelled. Also, first time in the show we see Karen in mobile form.
12. New Digs - 9/10: Man, this is so relatable. Have you ever wanted to more into your school so you wouldn't be late for your classes? I have, and thankfully that never happened, as it inconveniences those who work there.
13. Mermaid Man vs SpongeBob - 9/10: Mermaid Man and Barnacle Boy are here, and it was only a matter of time before Plankton teamed up with them. Another funny one with the first appearance of Mobile Karen... with arms.
14. The Krusty Plate - 9/10: SpongeBob vs A Spot that won't come off of a plate. It's simple, yet so funny because of how it escalates.
15. The Donut of Shame - 9/10: Patrick having a guilty conscience? This is pretty much the inverse of the Pink Purloiner from the previous season, and just like it, it has great jokes that all land.
16. Pest of the West - 8/10: YEEHAW, more SquarePants family lore! Ok, this western is clichéd to hell and back, but it has its charms and humor.
17. The Krusty Sponge - 8/10: Aaron Springer, welcome back! Anyway, this is probably the most meta and self-aware the main show has been, and seems like a precursor to those " portrayed by SpongeBob" videos on YouTube.
18. Slimy Dancing - 8/10: SpongeBob, Patrick and Squidward in a dancing competition. Not much to say here, it funny and engaging. First of two times they show an epilogue, for those who care.
19. Money Talks - 8/10: Mr. Krabs befriends the concept of capitalism and they want to be spent. Good episode all around, and the Flying Dutchman appearing is always welcome.
20. Goo Goo Gas - 8/10: This episode is so stupid and written out-of-order, but it's hilarious, so who cares?
21. The Original Fry Cook - 7/10: More Krusty Krab lore? This one's good, and gives out more life lessons. I like how Squidward had a wig in the flashback. Kinda makes sense now why he didn't laugh at SpongeBob's wig back in Wigstruck.
22. Bucket Sweet Bucket - 7/10: Hey, Plankton's renovating the Chum Bucket, except no, he's using this to distract the Sponge, Starfish and Octopus while he tries to steal the formula. But there are some funny bits here and there that keep me from losing interest.
23. Boat Smarts - 7/10: This episode is actually good once you kick the "SqUiDwArD tOrTuRe PoRn" argument into a bottomless pit. I actually see this as a fact that the safest drivers aren't safe, especially from reckless drivers.
24. Picture Day - 7/10: The only time we see Mrs. Puff's Boating School in the entire season. The whole episode is fine, funny and based on Dani Michaeli's daughter's bad picture day in preschool.
25. Rise and Shine - 7/10: Ever wanted to know what Patrick's mornings are like? Well, this is it. Pretty funny, too.
26. To Save a Squirrel - 7/10: Don't let the title fool you, this one's actually about Sponge and Pat trying to eat each other... at least it's entertaining.
27. Banned in Bikini Bottom - 6/10: More Krusty Krab episodes... *yawn* I like how this is a parody of Prohibition and there are a couple of jokes, but otherwise, it's decent.
28. Night Light - 6/10: I used to like this one... when I was younger. This isn't bad at all. The last couple of minutes are rather messy, (what is Luke Skywalker of all people doing here?) but it's fine.
29. Atlantis SquarePantis - 6/10: GODDAMMIT, WASTED POTENTIAL! But seriously, this episode does have a bad reputation among the cartoon community and I can see why, but if it was made as a TV Movie instead of an 11-minute episode without the Nickelodeon executives butting in, most of the problems wouldn't be there. All that said, the story is lackluster, but the visuals are eyecandy, no one acts out of character, some decent comedy is sprinkled in here and there and those, combined with the Patchy segments, make up for the flaws. This simply needed more time in the oven.
30. Le Big Switch - 6/10: I do like the exchange concept and this is the only time we hear Pearl in this season. I would say see, but she only appears in a phone call. I can't remember anything else.
31. Stanley S. SquarePants - 6/10: More SquarePants family lore? Cool. Oh, wait he screws up everything. At least there are some jokes. I like how Squidward hightailed out of the episode the instant he saw Stanley. "THERE'S TWO OF THEM?!"
32. SpongeHenge - 6/10: I am very mixed on this one. I do like the concept, but it could've been funnier.
33. BlackJack - 6/10: I like seeing more of SpongeBob's family, but why is BlackJack so tiny at the end? Did he get size reduction surgery so he could fit in the prison cells easier?
34. A Flea in her Dome - 5/10: The only major Sandy episode in the season. Whatever. Some chuckle-worthy bits here and there. A flea giving birth... Uh... I didn't need to see that.
35. Good Ol' Whatshisname - 5/10: What's it to ya? I don't remember anything from this one.
36. Breath of Fresh Squidward - 4/10: This isn't how to do a role-reversal story. At least SpongeBob tries to apologize after he makes Squidward leave, and I find Patrick and SpongeBob becoming Squidward at the end stupid but funny. Pat Hearts Squid is a better version of this.
37. Pat no Pay - 4/10: Patrick screws up tasks after he can't pay for his meal. At least it's short.
38. Waiting - 4/10: Okay, boring episodes like these aren't that bad because there's less bad material to talk about. SpongeBob = Selfish Asshat, but at least there's a couple of funny bits here and at least Squidward helps him in the end.
39. To Love a Patty - 3/10: In my opinion, this is the first episode that feels... wrong. And more unpleasant gross-out... and SpongeBob killing clams (I highly doubt one of them was Junior, but I digress). At least there are jokes here and I have an embarrassing secret about this episode I do not wish to share. LMAO
40. Fungus Among Us - 2/10 (Almost a 3/10): The only thing funny about this episode is its title; Just remove Fungus. Joking aside, while this episode is gross, my main gripe with the episode is that there are barely any jokes, but at least the story barely functions. If I'm being honest, Kwarantined Krab from Season 12 did this concept way better. It doesn't help that this episode led to people assuming that the entire post-movie era is all gross-out.
41. What Ever Happened to SpongeBob? - 1/10 (Almost a 2/10): The title kinda sums up the episode, huh? The only parts I like are the battle with the Bubble Poppin' Boys (They deserved more screentime), Patrick casually lifting an entire road in one scene and Squidward throwing away his brain at the end. Those aside, the episode's story is so messy. It's too mean-spirited (Squidward and Mr. Krabs aren't as affected by this as much as Patrick and Sandy though) with no emotional buildup which makes the conflict feel unnatural. Also, SpongeBob getting amnesia makes the story fall apart if you think about it, because if he can't remember anything, specifically his friends lashing out at him which was his motive for running away in the first place, and it doesn't change his personality either, so what was the point? At least Sandy, Patrick and Mr. Krabs realize the error of their ways even if it took them reading SpongeBob's note to do so and it isn't the worst thing in the world.