There is a school of thought that out-of-office messages are only for the unserious. If you're a top-performing executive, owner, or whatever, you need to be available and reachable at all times, and so an OOO message sends completely the wrong signal. It says that you're just not that committed to what you do. Yeah, I always use an OOO message when I'm away.

While I appreciate that school of thought and I know firsthand that when you have your own business you're on 24/7 (because of some unhealthy combination of drive and obsession), I also believe that the following two things are true.

One, we could all die tomorrow and it's important to take some time when you can. In fact, I'd say greater freedom is the objective. As Charlie Munger famously stated: "I did not intend to get rich. I wanted to get independent, I just overshot."

Two, as connected as we all are today, there's no way that when I'm crushing back bowls at high elevations I'm going to be able to respond as quickly as I do when I'm sitting at my desk for 15 hours a day. So I think it's important to let people know, "Hey, if I don't respond to you in 38 seconds, I have not died; you just need to wait a bit longer."

The signal is a recalibration of expectations, not of my level of commitment.

Cover photo by Luca Bravo