After the most recent price hike ($16 to almost $30/mo for the "basic" organizer plan) I decided to quit Meetup as the host of two groups after more than a decade. It's not just the money, since you were asking about pain points:

* Notifications I get on iOS are pretty much the opposite of how I set them up; I ask for relevant notifications about people RSVP-ing and commenting on my events, instead I get notifications about their own AI / crypto virtual events. * When I do get notifications about a new comment in the 'event chat', I tap the notification, but the app just lands me on the event main screen. When I navigate to event chat (which is surprisingly hard to find) there will be an unread symbol but more often than not the actual comment is nowhere to be seen. * Meaningless functionality being added (start an event with AI!) while pain points such as the above, and the core organizer experience overall, haven't seen meaningful fixes or improvements in years. * No way to slice / analyze member data. * Related to the above, you can download the member list, which gets you a file with an .xls extension but in reality is a broken csv file. * Increased focus on having group members pay, which is hard to manage and also very hard to get any metrics on (who has paid, when, how much?)

I could go on.

Overall, from an organizer perspective, Meetup is a buggy, stagnant and increasingly expensive platform that becomes a poorer value for money with every change they make. The only reason I've stuck with it for as long as I did is that it's really the only way for me to have people organically find my group without significant effort on my part. (I am in the U.S.)