Maybe a one-time cost for some features and monthly cost for more involved features?
The reason I made Session is for the analytics and syncing between devices. I want to start and review my progress on any devices I currently on.
If what you need is only changing the time chunk—I think Session is not for you. There's a lot of excellent product on the market that's cheaper or even free for that functionality.
My question: have you tried Session? If so, what do you like about it?
As context, I dislike subscription and prefer one time purchase as any of us. But that business model is proven to be not sustainable—lots of great products that I use died in matter of years because of lack of update. iOS update means breaking change to the API and could introduce new bug. Ideally I would love to sell the product as one time payment with free update for a year. But that's currently not possible on iOS...
I think you're that I'm probably not your target user: I don't pomodoro everyday, mostly when I start stressing out, get anxious, or can't focus. Before using Session I was just setting a timer on my Apple Watch.
I'm in favor of paying (or donating in the case of FOSS) for software that I use, but I know and appreciate pricing can be tricky to figure out.
When you said using a timer of Apple watch, it gave me an idea. Maybe Siri integration like "Start a Session 'working on X project'" (if it's possible) would make it easier for people to start a task.
Maybe you can try making an account and see if Session might be the right fit for you? It gave you 7 days of pro feature for free—no question asked.
Anyway, if you're still overwhelmed in some point of your life, feel free to still use Session. It'll always be free for the basic timer. :)