There are a great many friends where Life Happens™ and although I genuinely care about them, I haven't contacted them in months / years (and vice versa) because I'm not generally the type to initiate small-talk. That doesn't mean I don't enjoy catching up with friends and going over the little things in our lives, it's just not something I naturally do. Having an app that helps you keep in touch with the people you care about (if you don't care why would you bother to set up an app) seems helpful.
And I think stating that this is not introversion but more like psychopathy is a bit beyond the pale. It can be hard for introverts to kickstart conversations with people they haven't talked to in a while for various reasons, none of which are "because they're a sociopath". They might feel like they're intruding or they might have confidence issues which cause them to feel that messaging people out of the blue will make them seem weird, even if neither of those things are actually true from the other person's perspective.
What person with social anxiety does that not apply to?
No idea why the two of you are quibbling over the use of the word introvert here.
To go even further, there are multiple definitions to the word in psychology, depending on what sources you rely upon (ie Jung’s, the "Big Five"’s, and probably others)
So, yes, there is a lot of room for miscommunication
I also don't see how an automated message helps you keep in touch though. It seems like people with a lot of this anxiety will just fiddle with the settings exactly like they fiddle typing out drafts they never send.
I would prefer reminders of "You haven't called your Mom in X days". Set configurable threshholds of how often you want to contact different people but still require you to actually do it.
No offense to anyone, but if you’re vocal and succesful at consuming lots of attention, it doesn’t automagically mean that your behavior is healthy.
People who use this or think this is a good thing have fundamentally misunderstood social interaction. Your girlfriend doesn't want the signal that you care, she wants you to actually care, and keeping in contact is an expression of caring. If you need to forge something this foundational, I'm sorry but that's not being introverted, that's treating social interaction as a game or trade. I feel like it's bordering on psychopathy.