I definitely recommend it... but I also wouldn't dare predicting the future.
So far unofficial hacking on the reMarkable has been great. The Discord is very active, new development e.g. https://github.com/asivery/rm-appload (random pick from Discord) so that's the sign of a healthy tinkering environment.
Yet, reMarkable has never pushed for customization either. They also got VC funding in 2019 and 2022 but that seemed to have changed nothing on that front.
So... I highly doubt they would somehow break the ability to connect to ssh then install applications. They definitely can not even technically do that as long as one does not automatically update. Consequently I can safely say that if you get a reMarkable today, you will be able to do a lot with it.
All that being said, even though it's Linux proper, it's also a rather specialized environment with limited resources. If you do not love to tinker, make sure the application you actually need is already available and working on the right version you want (e.g. might work on rM2 but not on rM Pro).
If you have a specific need in mind, let me know and I can try to share the right resource, otherwise join the Discord and ask there.