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Dated 13 May 2019: Isekai Quartet is a ploy to get us to watch more isekai anime

Ainz
It's because Ainz can't close his eyes. He has no eyelids.

As far as gimmicks go, I find Isekai Quartet fairly effective because I'm a sucker for crossovers. Plus, I was already a fan of the Ple Ple Pleiades shorts accompanying the Overlord anime. Isekai Quartet essentially expands Ple Ple Pleiades by adding characters from Re:Zero kara Hajimeru Isekai Seikatsu, Kono Subarashii Sekai ni Shukufuku wo!, and Youjo Senki for additionally high-wacky antics. I have watched all of these shows, and although I dropped Re:Zero after five episodes, I'm at least familiar enough with the franchise to understand the basic references and character dynamics.

Ram
Ram seems okay.

As far as the show itself goes, Isekai Quartet has half-length episodes and is not particularly ambitious. It seems to mostly trust that viewers will enjoy seeing the interactions among characters from different shows they already like. Nobody strays too far from their idiom, and the series is entertaining enough for what it is. Isekai Quartet is surely also an effort to encourage viewers to explore these shows further if they didn't catch them the first time around. Youjo Senki and Konosuba both have movies I want to watch, and Re:Zero recently announced a sequel. I have to admit that I'm amused enough by Ram's mistreatment of Subaru during each episode of Isekai Quartet that I'm considering giving the first season of Re:Zero another chance. If I do, maybe I'll be caught up before the sequel begins. Just as planned, I'm sure, eh, Kadokawa.

Dated 1 July 2019: I'm watching Re:Zero because of Isekai Quartet

Emilia and Subaru
This is some compositing.

I tried watching Re:Zero kara Hajimeru Isekai Seikatsu (Re:ZERO -Starting Life in Another World-) when it aired during the Spring 2016 anime season. I made it five episodes before dropping it because I found the show rather irritating. Fast forward to the Spring 2019 anime season, and somehow Isekai Quartet finished at the top of my rankings, edging out Kono Oto Tomare! I did, in fact, expect this to happen. (The watching part, not the ranking part, that is.) I've made it through the first cours of Re:Zero so far, and do have to admit it improves quite a bit after the initial episodes.

Emilia
Partial eclipse.

I'm a little surprised how few spoilers I knew, and how many I had forgotten. That probably helped, by preserving the sense of mystery that pervades the second half of the first cours. I do 100-percent still remember the Rem and Emilia spoiler which is still to come, though. However, since I don't actually 'ship any of the characters, knowing this probably isn't going to matter much one way or another. In any case, my renewed curiosity in Re:Zero is probably a testament to the success of Isekai Quartet as a marketing ploy. Seeing as how Isekai Quartet is getting a second season, with the promise of unspecified newcomers, I suppose it's possible the premise will expand to include more than just four Kadokawa-affiliated isekai properties, although then maybe they'll need to call the sequel something like Isekai Octet or whatever. I think I'd be okay with that.