Brad Feld

Tag: pessimism

My wife Amy sent this HBR article – How to Handle the Pessimist on Your Team – to me. It’s almost a decade old but seems timeless.

I’m an optimist. With rare exceptions (usually when I’m depressed), I can carry an optimistic view point about things (business, projects, humans, life, existence on this planet, my ability to some day go to a parallel universe) around in most of my interactions.

I very much respect and value different opinions as I learn from them and from being challenged. I’m not “right” and don’t view my approach to discussions as “telling the truth”, but rather “providing data”, “telling stories”, and “helping a person / team get to a decision.”

Pessimists are useful to counter balance my optimistic view point. But endless pessimism does tire me, especially when it is only used to put up objections. When the objections are part of a discussion that leads to a more thoughtful outcome, it’s great. When it’s just negative, reactive, tone deaf to context, or relentless, I often feel like I just want to crawl under my desk and take a nap.

This article is prescriptive for the non-pessimist. But, if you have a pessimistic orientation, it’s also useful. I’d be surprised if you don’t have at least one pessimist on your team, and numerous teammates who have pessimistic tendencies. Turn them into a positive, not a negative.