Comedy is all about confidence. Own your joke, deliver your joke, and move on asap. The problem with “They fly now” is that the joke is done the second Threepio delivers the line. There should be a cut back to the action at that point because your’e not topping that.
General Hugs is perfectly fine, it just goes on too long, too. Star Wars comedy is often very irreverent and of its time (the fact Han is calling Leia sister in Star Wars is some very of-the-moment '70s stuff too. I don’t know that I’d call it “SNL Cringe” but I think you probably could if it was 1979) but what keeps it fresh is that confidence and that timing.
At this point I don’t think it really matters if the ST humour feels a bit contemporary as all trilogies have been very affected by the time they were made in. As long OT-era content has a classic/70’s feel to it then I don’t really care what the other eras do. I think Dave Filoni has this problem figured out pretty well. In Rebels he tried to make it all look and feel very 70’s (without being excessively retro), while Clone Wars’ dialogue and aesthetic felt more late 90’s early 2000’s. What does annoy me is when I read a SW Marvel comic set in the OT-era and they use blatantly modern terms and slang. As far as I’m concerned they can do that all they want for content set during the ST, but it feels weird in the OT (and the PT for that matter). I think this is why people (for the most part) responded positively to Rogue One, while Solo felt off during several scenes/moments.