With respect, I feel like this reaction is a bit luddite. OP is using technology to help maintain and build relationships. It's not technology that's dictating anything, it's technology as it should be used: to make our lives better.

I'd be absolutely fine with someone I appreciated reaching out to me and asking how things are going, even knowing they are using a prompt, as long as the contact was sincere.

I'm wondering what the difference here is compared to these: a close family member / friend who is really good at keeping in touch with people, and prompts you as well; a birthday calendar; a rolodex [https://en.wikipedia.org/wiki/Rolodex]; Facebook / Instagram as a primary way of keeping in touch with people

For me, the difference is only in the specific technology being used, but the intent and effect is indistinguishable.