ScreenHero, IIRC, went from free to roughly that same pricing, and crashed and burned because everyone had gotten used to free. I absolutely loved the software, but it wasn't critical to our workflow at my job at the time.
Unfortunately Teams, while terrible, is sufficiently usable that I don't see being able to persuade my current environment to adopt Tuple either.
I think, if I actually paired outside of work, I'd be willing to spend $5-$10/month just for casual non-commercial use. I'm not sure when I'd ever take advantage of such a pricing tier, sadly.
Unfortunately Teams, while terrible, is sufficiently usable that I don't see being able to persuade my current environment to adopt Tuple either.
I think, if I actually paired outside of work, I'd be willing to spend $5-$10/month just for casual non-commercial use. I'm not sure when I'd ever take advantage of such a pricing tier, sadly.