When we went remote first we were pretty aggressive about organizing our work so that people could work more independently, i.e. we got rid of a lot of meetings

When we went remote first we were pretty aggressive about organizing our work so that people could work more independently, i.e. we got rid of a lot of meetings. By aggressive, I mean as the CEO, I often have zero working meetings in a given week. That's more aggressive than most people will do. But what we did instead was start a nearly daily standup video call that is primarily social. Often people will bring challenging questions and we'll all riff on them. We call it a standup meeting but maybe we should call it a water cooler meeting. It's just about knowing and relating to each other. Team is about 25 people with another 200-300 contractors in a given month and I count six major concurrent projects right now.