Can it connect to the VPNs simultaneously though? I don’t have it, but from what I see it can have configurations from multiple vpns but only one can be up at a time.

I think you would be fine just installing the apps in TrueNAS. You can have snapshots, you can have remote backup with e.g. StorJ and updating is so easy. I was also doing stuff manually but eventually found out that it’s not worth it. And realistically I won’t stop using TrueNAS anytime soon.

Hey, I want to do that too (eventually), so I am curious about this too. Do you have any tips btw, anything that would be useful and is not documented? Thanks

Its your right of course. I think, though, that internet is often amplifying even the tiniest negative things while forgeting all good stuff (not limited to TrueNAS). I hate such culture, especially when the people (not you, in general) then go and use stuff like Twitter and similar. I mean how is it that people witch hunt this incredible free product they are getting, no strings attached and at the same time doom scroll tik tok or use WhatsApp or have windows or mac… You get the gist. I wish internet echo chambered also the positive stuff… I’ll stop rambling, sigh, sorry…

As started in other comments, TrueNAS is staying open source, only the build system is going closed source because some company was ripping them off and removing license. But the OS system itself can’t go closed source because of the gpl license.

So no need to move away if you like it.