Earlier quoted context omitted.
At risk of sounding like a mindless futurist, I will say that the Transit App has considerably improved my experience of public transit in the US, because it doesn't tell me when the next scheduled ride is, but instead when the next actual bus is, based on realtime data provided by other Transit users onboard the vehicle. The only time in recent memory that this screwed me was in SF trying to get a Muni that I though…
>"how to get to X by " I would recommend Citymapper ( https://citymapper.com/ ) in such a situation.
My internal thought process as a tourist is that I have a starting point and end point in a city, and some number of hours in between. I want to do some touristy things in that time, and I don't want to waste it all waiting for transfers. I'm not asking Google Maps to be a tour operator for me, but it also can't even help when I have a specific thing I need of which there are many instances, and I'm like... I don't care which electronics store I go to, I just need an electronics store and would like one that's convenient to where I am by transit. Or like, there are four Apple Stores in this city, which one is fastest to get to by transit?
Another recent example was having a seven hour layover in Tokyo where I had to do the Narita -> Haneda shuffle, and wanted to eat something not-airport-food during that time. I really struggled with getting Google Maps to show me where would be a good point to aim for a stop that was convenient by train to both airports; in the end I asked ChatGPT which suggested Ueno Station and I ate monjayaki which was delicious.