Episode 96: All is Good, But I’m Restless - Listener Question

We have a letter! A listener asks us what they should do if everything is just good. They’re restless: work is good, they make good money, have work/life balance, but they're wondering if this is it. Our listener’s name is “Restless” and we explore how they should approach this mid-career moment.

First - everything is relative. The grass can be greener on someone else’s hill, but your grass may be really green to someone else. We tell Restless that they need to explore why they’re feeling this way. What is at the root of their restlessness? Is there something they want to achieve that they haven’t?

In the meantime, we told Restless to seek out some new projects, find out what other teams are working on, and see if he could participate or at least listen in.

Career mid-life crises are just as common as life mid-life crises. So, what do you do? Assess what’s going well and what you don’t want, and see if you can learn something new or push yourself in a new area to keep yourself moving.

We stress that learning and staying on top of trends and technologies is always important and going on a learning mission will help them feel fresh and less stuck.

We send Restless on a journey to understand their internal desires as well as an external exploration of what they aren’t doing. Start asking people - internally and externally - what they are working on, and see if you can join in - or at least observe to learn and expand your knowledge. By learning about what others are working on, we can be inspired and think of new things that are exciting.

We also tell Restless that sometimes in life we are all in at work, and sometimes we are doing our job and focusing on other things. Restless says they have work/life balance. We tell them to really lean into that and go to the baseball game, or appreciate that family time.

Restless’ life sounds pretty awesome: good pay, work/life balance, remote work, and interesting projects. We caution them to be careful when framing their restlessness so that they open a dialogue and not annoy people. It’s a pretty sweet situation and while we love the candor for us, they need to be really aware of their audience and approach the conversation from a place of curiosity vs complaining.

We tell Restless to lean into gratitude as an antidote for complacency and to look at work as a part of a whole, rich life.