Ten years ago, I did what many only dreamed of at the time: I left my three-hour Bay Area commute behind, moved to Portland, Oregon, and started working remotely. I didn’t make the change because I hated my job. I made it because I wanted my life back.
I was fortunate because my company at the time, Upwork, allowed me to retain my role and work from wherever I’d be happiest. This was long before the pandemic drove more distributed work. That decision by my employer unlocked more focus, energy, and meaningful contributions from me than any promotion would have.
Since then, I’ve seen remote models that thrive, and ones that fail. And when they’re being undone I can tell you: Remote work is not the problem. The problem is leaders who don’t know how to lead, especially without looking over s