Earlier quoted context omitted.
I think that’s a fair question. My thinking is pretty simple: most people will probably choose the basic 2-device plan, which works out to about $0.85 per month. For an app like this, I think that is a reasonable price. Another reason is that a lot of Mac apps charge a one-time fee upfront, but then require paid upgrades later. In practice, that often ends up being similar to paying for a few years of ongoing support…
Adding on to this, apps that hook into window management and multi-monitor behavior can break in subtle ways over time. I ran into some of that with uBar on my setup, especially around multi-monitor use and waking from sleep, and I wanted boringBar’s pricing to match the expectation of continued support and fixes.
I just hate managing subscriptions.
If you gave me the option to require manual subscription renewal, rather than auto-renewal, I would 100% buy this right now. Basically allow me to purchase for 1 year then click a button to confirm that I'm still getting value out of the product. If I don't click that button then you should assume I'm no longer interested and cancel my subscription.
(I don't like using my mac but sometimes I have to use it for work, and I wish I had this.)