I don't like subscriptions at all because I'm very conscious that one day I may not be able to afford to subscribe and I'll lose access / data etc. So I will simply not use apps that require an ongoing subscription where my data is difficult to move. If they allow me to buy a lifetime license, I'm in.
I am happy to donate or make a monthly payment, knowing that if I stop I can still access it. So Obsidian works for me - I donate but the data is local and mine so if anything happens it's still there. Archive.org I donate too - if I don't pay I can still use it.
The other consideration I have is where is my data and what are they doing with it. For example, I host my email with Fastmail. It's a yearly subscription but the data is mine and I can move it where I want and I trust the company credentials on not mining my data.
I wouldn't pay Reddit or Facebook. Whatever you pay they're still horrendous corporations that you are the product for.
I will easily pay $2 or $3 a month for something I use. The more I use it and it makes my life easier, the more I'll pay. $2 is a no brainer to pay. More takes consideration.
Twitter did the same with Mastodon links originally.