The reason that Launchpad was able to trounce Scrooge so easily is the fact that Scrooge was both distracted by his chauffeur/pilot's uncharacteristically hostile behavior and not trying to hurt Launchpad.
Of course, Launchpad also had the advantage physically, what with his height, muscular physique, and high jumping point. Scrooge would only be able to defeat Launchpad in a fight if he used cunning and/or trickery, which, thanks to Launchpad's element of surprise, he wasn't in a position to do.
Scrooge getting trick-or-treaters to pay admission to come to his house and get candy is actually very clever, as it can teach the kids that candy isn't free and someone has to pay for it. Most likely, parents are gonna be very pleased that their children understand the value of money.
Face it, there's always at least one house in the neighborhood that hands out some change instead of candy. Well, now that it's the end of the night the kids have a place to spend it.
With Donald's and Della's costumes, you'd think Donald would be the devil, since he did have a tendency to turn into one in various cartoons. But, that's the whole idea of Donald and Della inverting Female Angel, Male Demon; it's supposed to be ironic regarding their personalities.
The costume very specifically fits their personalities in this show. Donald is the overprotective Papa Wolf who puts the children's safety above everything, like a guardian angel, whereas Della is a devilish troublemaker who wants to give the children some good scares.
It comes to very little surprise to any of the kids the Classic Halloween monsters are the real deal. Characters in this series meet supernatural beings all the time, so these monsters would hardly be a novelty. It just says how way past their prime they are that the kids aren't at all interested or impressed.
While the monsters not knowing what Webby's costume is is supposed to highlight now niche her research was, it actually makes sense that they wouldn't know it: Webby specifically says that Balor the Demon King of the Evil Eye is from the 17th century, and most if not all the monsters are from the 18th century or later. If Balor actually existed, he was probably gone by the time they came around.
Violet was correct that they were due for a vampire attack.
The Billy-esque puppet gets up the same way classic vampires would rise out of their coffins, a clue to his true identity.
Fridge Horror
Those monsters are very lucky that Launchpad showed up when he did. Otherwise, they would have had to deal with an angry Della, pissed off Donald, frustrated Scrooge, and not to mention Mrs. Beakley, who would destroy them for harming their children.
Or if Penumbra had been in this episode. Or the now-empowered Lena.
Launchpad fairly easily stuffs Scrooge into a pillowcase. So much for "tougher than the toughies".
Launchpad not hearing about Halloween as a child means he was never told about the holiday by his parents. This implies that either he had very neglectful parents, or he didn't have any parents at all.
Not necessarily. He could conceivably have grown up in a family that just didn't celebrate Halloween for any number of completely innocuous reasons; or perhaps his parents tried to explain the holiday but were unable to overcome LP's childish stubbornness to cling to his initial conclusion, and decided that it wasn't a big deal to just humor him - it wouldn't be unreasonable to assume the whole thing was just a harmless childhood notion that he would eventually grow out of (and given how guilty LP felt about it, during his childhood he could very well have never explained to anyone what he thought he had done, out of fear of punishment if he "confessed").
