I feel like Evernote is a prime example of the pains of trying to convert free users to paying users for the same features, something we see in many VC funded software from its era. Once you give something away, it's damn near impossible to take it back, even if you plead your case as honestly as Evernote did. Evernote was great. Honestly, it was worth paying for. But they gave away the farm too early, and folks feel…
I would like to pick your brain about Notion for the reasoning you mentioned. Do you think Notion would be the next Evernote - in both the good and the bad way? Both the services are serving the same segment of the consumer market & both started out with generous offerings for free. I could be wrong how I see it but it would be nice to hear something interesting.
The market is different, and Notion has always had a present limitation of how much a free account can get away with, even if it is generous. There's a pretty stark difference in saying "have the whole enchilada for free" at first and then "now we're limiting the devices you can sync to" or "now these other features you had are no longer free", vs. "your usage is always metered, and there is a generous free tier". I do imagine there is some sense in that if the free tier threshold was reduced that would cause some pain, but setting the expectation of "lunch is free, all you can eat" and then pivoting to "lunch is still mostly free but now you have to pay for desert" is going to make anyone mad that they have to pay for dessert now.