I even see Grammarly as being in an odd category since it's also presumably something they use on a computer and not just an app. I'd split it up as Content, S

I even see Grammarly as being in an odd category since it's also presumably something they use on a computer and not just an app. I'd split it up as Content, Services, and Applications. Something like Apple News, The New York Times, or MLB you're buying access via an app to content you could potentially get/consume via non-app means, though likely still paid. Services like a Grammerly or a VPN are an ongoing cost for usage. Applications like a Bear or Carrot Weather are purely optional. You could use Notes and Apple Weather if you wanted, but you're paying an extra X per month to fund the development and upkeep of a tool you find use out of. The split I think helps you identify what you may want to stop paying for because each of those are slightly different calculations. You could maybe replace Netflix with a local library card, or just buying theater tickets and DVDs. You could go back to using Notes or some other app instead of using Bear. There's no real alternative to paying for a VPN, so that becomes harder to decide you no longer need once you've decided you need it.