Thank you, again, for such a warm and thoughtful reply!
I'm working on bootstrapping a software business right now, and I spend a decent chunk of my stewing minutes stewing on what pricing and free trials should look like, so I especially appreciate the candid remarks on those three factors. The conversions fact surprised me, though makes sense once you explain it.
The tricky thing I'm working to balance---for both my own finances and software pricing---is subscription fatigue and subscription inflation.
It's fascinating to now look at things from a "business" angle, because monthly costs I hardly blink at for my business ($10 or $20 / month) feel like hard blockers for my personal life.
If I try to tease apart why this is, I think there's a couple categorical differences going on, plus one quantitative. The categorical ones are (1) my personal life is in the category of "cost only," whereas my business is "revenue minus cost". (2) something I'm not used to paying for, I'm reluctant to pay for. And then the quantitative (ish) one is about the value of $10 / month when it feels like every service has that as their target price. There's a slippery slope feeling, where if I'm willing to spend $10 / month on this slice of my life, there are twenty-eight other places that will happily take that as well. I wonder whether $2 or $3 / month subscriptions will emerge, or whether that just doesn't make sense economically.
Anyway, thank you for reading along as I poorly rediscover the difference between consumer and B2B apps from first principles ;-)