I've always had a really dry sense of humor. When I moved into a management role, my director took me aside and said something to the effect of, "I have a dry sense of humor too. When I started managing people I had to build a filter between the jokes that pop into my head and the words that escape my mouth." This was from my first year of managing when I had one screw-up that led people who overheard the interaction…
This was one of the biggest adjustments to working remote for me. When I started my first remote job I was a little insecure about my technical skills and it stressed me out not having those soft signals to gauge how well I was performing and what managers and coworkers thought of me.
For any managers of remote teams reading this, I recommend making a point of giving regular feedback to new team members. When working in-person it's much easier for people to pick up a general sense of what others think they are doing well or poorly at.