It would be quite annoying if they constantly only had $5 in their wallet and needed their friends to cover for them with a card whenever we went out. I can respect the position they're taking, but you've chosen to interact with the modern world in ways that are unexpected and more difficult in some ways. In return, I expect you to think through those obstacles and solve them yourself.
If you ask me ahead of time if I can pay for something, or use my phone, that's totally reasonable. Just going through life assuming that it's a thing isn't thoughtful or respectful of my personal limits.
I'm sure he would be perfectly fine with her not calling at all, and just speaking with her the next time he sees her, the way 95% of humans on the planet are perfectly capable of doing. But she chooses to not respect his very wise and very reasonable mode of living, and you choose to see that as being his fault somehow.
I live tens of hours away from my parents right now. Calling them is how I get/keep in touch with them. If I decided to get rid of my phone, I'd be sure to come to some sort of other solution that would be acceptable to them and not just cut them off.
The issue is he presumably knows that his parents are like this and want to stay in touch with him. If he can't convince them to use email/skype/whatever else, then that's his issue to manage. He's not entitled to push that off onto his friends just because his parents are unreasonable. Either deal with your parents unreasonable demands by having a basic burner phone, or tell all your friends to just not pick up/blacklist it.
To me, is like if you decided you were worried about the environment and started biking everywhere. I can respect that as a decision, but it doesn't mean it's not imposing on me to always be showing up to things late because you haven't adjusted to how long it takes to bike places.
The OP is claiming the way he uses his tech gives him a cost saving and encouraging people to follow suit, when if everyone did that then he wouldn't be able to do the things he does any more. So it's not a sustainable lifestyle, because it leeches off the idea that most people aren't doing it.