My favorite conferences have been small. Under 50 people. Above that I don’t have as great of a time as it feels overwhelming.
Just recently I went to a long weekend conference here in Portland led by my friend Kai Davis and a couple of other organizers. It was under 20 people and we broke into various groups over the weekend to have conversations. Each activity had a handout with discussion questions and ideas. It was my best conference experience to date.
Close on its heels for me was BaconBiz put on by Alex Hillman and Amy Hoy. This one was under 50 people and in 2013 was part of the epiphany that made egghead what it is today!
Which also speaks to my passions as both of these were business rather than tech events (as much as those two topics can be separated )
I enjoy larger tech conferences too because as a remote worker it’s so awesome to get to see people, share meals, and chat in person. My best experiences as larger tech conferences where when I spoke. I’m not great at it and it terrifies me but speaking is effectively a vip ticket and opened a lot of doors for my career.