I think for people don’t mind paying for things they actualy own.
For instance grand-parents don’t want to pay for instagram but will pay premium to have great pictures printed and framed.
Or pay to have their own domain name.
People pay for Dropbox or Squarespace.
I’d totally see my parents paying for a Synology if someone could install it and maintain it for around 10$/€ a month.
Currently they pay for one time install fees + maintenance hours for their windows machine for instance, it’s not a big stretch.