We're around 50 and we have about half of our company working remotely at any given time - and we love it. We've introduced a lot of communication rituals to make this work. Starting a weekly all-hands with good AV setup was a huge improvement for us. In addition to saving the space for people to ask questions in a big group, it also got us in the habit of preparing data & updates to present to the entire company (e.g. write everything down). It can be monotonous at times, and we resisted big group meetings for 4 years, but it's pretty critical and works well at this size.
We also schedule quarterly travel to the office, and have a weekly meeting where remotes get together and share what they are currently feeling anxious & excited about. That's a remarkably effective way to learn a lot of things you might otherwise pick up on w/ body language, and more.
We also schedule quarterly travel to the office, and have a weekly meeting where remotes get together and share what they are currently feeling anxious & excited about. That's a remarkably effective way to learn a lot of things you might otherwise pick up on w/ body language, and more.