I find most of the events I am interested in through meet-up groups, blogs and podcasts. Most commonly, I attend:
Transit Techies: Very cool group that meets about every month to talk transit
I subscribe to a lot of CityLab and also listen to the Sidewalk Labs podcast (but they now talk about mass timber than anything else)
I go to a bunch of conferences (or un-conferences) like Transportation Camp
Any other resources that I should be looking at?