May I know what device are you using it on? I used to not using Pomodoro everyday too—just like you, I only used it when I was overwhelmed with my situation. Maybe I'm biased, but after using Session for the past 5 months, the analytics makes me more honest to myself. The days when I thought I was working hard, The data said I only spent 1 hours with many distractions in between. With that data, I can reflect back what went wrong and plan how to fix it.

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. :)