One of my favorite moments was running into Jeff in the hallway at our Beale Street office just before he had to do a quarterly earnings call after we went public. I said "good luck on the earnings call" and Jeff said thanks then asked what happened to a link to a specific Stack Overflow question/answer from one of our docs pages that got removed. He had just been building an application and felt like that answer was particularly helpful for context in a certain programming language, and was surprised it was removed.
Jeff's always been software developer at heart even though he had a ton of non-dev responsibilities. There are definitely advantages and disadvantages in that mindset! But he created a tremendous company along the way and I wouldn't change working there for anywhere else during those years.