It's definitely tough and you're right, it's also easy to make feature-based segmentation infuriating. But (as you know and as this thread amply demonstrates) for pro-sumerish apps, it's as much (if not more) about vibes as it is about price. The 'we're simple software artisans asking an honest price for a quality product' vibe just clashes with the nickel-and-dime vibe of that pricing structure, that's all.
Yeah, truly an unsolved problem. Obsidian seems to have found a good path--free for the core product, $10/mo (standard price for prosumer apps) for sync.
But we felt like sync is a core feature and we really want to give it away for free so that people can experience it. Time will tell if that was a good call.
A core concept is the idea that creative professionals live a multi-device life. Desktop computer for focused productivity, tablet for relaxed reading and thinking, phone for capture and lookup on the go.
