As a team lead at Automattic, I have a weekly one on one meeting with everyone on my team. We’re a small team (seven total people), but it’s the top priority in my week. After all, my main responsibility is to help the team function better. A natural first step is to meet with those individuals on a regular basis and ask things like “How can I best help you?”
Initially, the chats had very little structure. As the team was first getting started, I setup 30 minute slots with everyone, and we just talked (mostly work, but anything really). Through much trial and error and after learning from colleagues, the process has evolved. Here are some of the approaches that have had the biggest impact.