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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.

Dated 10 February 2020: Adding Slave Hero to Isekai Quartet hasn't ruined it yet

Naofumi and Raphtalia
"Naofumi, what are we going to do inside the Shield Prison?"

Finding out that the cast of Tate no Yuusha no Nariagari (The Rising of the Shield Hero) was joining Isekai Quartet did not exactly fill me with a lot of confidence about its second season (which inexplicably isn't called Isekai Quintet), but it's been okay so far. Then again, the Shield Hero cast hasn't been in the first four episodes very much. Most of my trepidation derives from my fairly negative impressions of Shield Hero as a show (I watched 13 episodes), my lack of interest in the characters, and the rather defensive attitude the franchise's more vocal supporters seem to adopt on the Twitter. These did not seem to be ideal additions to a comedy about characters being portrayed as dipshits.

Ainz and Aqua
Aqua is sort of racist, to tell you the truth.

Naturally, the Kono Subarashii Sekai ni Shukufuku wo! cast fits right in, because they're dipshits to begin with. Aqua is a delight—so much so that I want retcons of other Tenchan roles except portrayed as basically Aqua analogs. (For example, Asseylum Vers Allusia from Aldnoah.Zero except with Aqua's personality and intelligence. You can't tell me Slaine's tragic loyalty to Aqua Vers Allusia wouldn't have improved the second season.) Given a choice, I'll definitely take idiots like Aqua over sourpusses like Naofumi when it comes to wacky comedy crossovers.

Dated 17 March 2020: In re Spring 2020 anime delays

Subaru
Subaru has seen some shit.

The COVID-19 pandemic is already responsible for bumping next season's Re:Zero sequel and Maou Gakuin no Futekigousha (The Misfit of Demon King Academy) to the Summer 2020 anime season instead. If conditions do not improve, there will presumably be more. There are a few shows I'm looking forward to next season, but I'd actually prefer to have the entire season delayed if production values might otherwise be rather spotty or suspect. Naturally, the above hypothetical does not consider the individual or industry-wide impacts such an occurrence might entail. There are some obvious financial burdens related to the secondary and tertiary effects this would generate, particularly given the already infamous hardships suffered by those in the animation trenches.

Subaru
On the plus side, it's a really nice day out.

From the strictly narrow perspective of a viewer who has nothing to personally lose other than delayed enjoyment of anticipated anime, this would present an opportunity to reduce a backlog or re-watch old favorites. I, for one, have got a long list of shows I've been meaning to watch "someday" and an almost impossibly deep pool of potential re-watches. And this is to say nothing of all the other non-anime-related options I've been putting off because there's typically so much new anime to try out each quarter. Naturally, I do hope things get better sooner rather than later. After all, COVID-19 does, you know, kill people. I could do without that.

Dated 15 September 2020: I think Re:Zero is trying to tell me witches need love too

Subaru and Echidna
I mean, at a minimum, at least you got free tea.

I got to Re:Zero kara Hajimeru Isekai Seikatsu (Re:ZERO -Starting Life in Another World-) sort of late. I initially dropped it pretty early, and only returned to it thanks to Isekai Quartet. The show itself is a journey, and Subaru's character does change over the course of the show as a result of his experiences (read: constant trauma). I am glad I gave the show another chance, as it is proving to be much better than it initially seemed.

Subaru and Garfiel
This is not a kabedon.

It's not clear to me how much of the actual story the anime has covered thus far. From an anime-only standpoint, it certainly feels as if there is a lot left, even after 35 episodes. As I understand it, the books themselves are ongoing, so this could be a while. Of note, the anime is only just now starting to introduce the witches. Although the first season mentioned witches and their followers, I didn't fully appreciate how widespread this whole witch thing was. I'm starting to wonder if you can't throw a stick in a Re:Zero neighborhood without hitting a witch, a witch's follower, or a witch's bitter enemy.

Echidna
Look, she's drinking it. It's fine.

It's also just a matter of time before Re:Zero viewers start lining up with the various witch factions themselves. Ichidna has the clear lead for the time being, seeing as how she has been the most personable one so far. Possibly she's just playing a long con, but Ichidna also at least seems much less overtly hostile and sadistic compared to the other witches. She did make Subaru drink her bodily fluids, though.