The counterpoint to this will always be: You forget who the target demographic is.
The target demographic is *kids*. Most kids don't replay the games. They play the story and put them away to move to the next thing.
The adults who buy the game are a "extra", it's a playerbase they know will buy the game regardless (mainly for PvP or completionism) and don't require extra investment to maintain.
Even among the adults who play the game, the slice that actually *replay* the game is insanely small. This is the same issue with battle facilities, it's development time dedicated to a slice of playerbase so small that it was the first thing to be cut once GF started running out of time to develop the games per time.
So based off this assumption (which I believe is perfectly reasonable), it suddently becomes logical to not care for "making replayability comfier".
(And as usual, don't think that me understanding *why* they do it means I approve it. Incidentally, the terribly lenghty unskippable intro is why I never bothered learning the SV speedruns despite them being imo one of the funnier run of the series after L.A.'s: you have to sit through an hour of tutorial until the school sequence is done and you actually can play the game. It's half of that with Switch 2, but still, 30 mins of literally nothing but mashing through text every time you want to start a run isn't very interesting.)
I think that's certainly true today, but I don't know if it was always the case? I can't speak to RBY's heyday as I was ever so slightly too young for those games, but playing Gen II and III in my youth restarting your save file the games was absolutely a thing most of my friends/family who played would do (which is kind of funny given breeding was designed for pretty much exactly this purpose - in RBY if you wanted the other starter/fossil/Hitmon/Eevee your options were either trade or start new game, but GSC onwards you could just borrow your friend's mon and return it once you had an egg)
Maybe it's a casual vs superfan thing - and maybe it's just my own experience - but replaying the game was absolutely seen as a core part of Pokemon back in the day. It's something I think that's less true now because, as I alluded to, there are more ways to complete a file - trading is far easier than it once was, and legendary encounters are respawnable. I'm very much of the opinion that the shift to DLC vs third versions has something to do with it too - less incentive to keep an RS file when you suspect there'll be a "truer" version coming eventually (again, anecdotally a lot of my friends who played RS very much expected there to be an Emerald version later on even before it was ever announced).




