I wouldn’t worry about the popular hipster stacks, but rather shoot for something productive and preferably slow moving. There is a reason things like Django or Ruby on Rails help people actually get things out the door. They come with a lot of batteries included, and while it may not be the hip (or even smartest) way to do things, that doesn’t really matter nearly as much as getting shit done. stacks like Flask or anything JS backend really, will make you write tons and tons of code that other frameworks will give you for free.

At the end of the day, not a single one of your users are going to care about you tech-stack.

I work in the public sector, and we have a lot of legacy stuff. One of our most popular web apps, that always scores really high in user saturation when we review/audit, runs ASP web-forms. That’s some really old shit, and you really shouldn’t pick that up in 2019, but the point is that no one who uses it cares.