10 years is a long time.

The last time I updated this blog, Obama was still president and nobody knew what a Coronavirus was. I was also just wrapping up my tenure at Upworthy after being laid off and getting ready to begin my time at Stitch Fix - which ended up being the best part of my entire career. I experienced a lot of growth there, from a fairly insecure developer to someone who became a decent manager. I learned how to build teams while I was at Stitch Fix. And I learned what a company that is run by someone who understands the emotional part of work can be like.

I’ve since moved on. First to ezCater and now to Root Insurance. Still learning how to grow teams and how to use my skills to improve the company.

And something feels different lately.

I’ve spent most of the last couple of years learning about myself. About what it’s like to be the person I want to be. About how to be less dismissive and defensive. About how to stay open but still be more self-controlled. I’ve been thinking a lot about Retirement and about how different in lots of good-and-bad ways that life would feel if I didn’t have a job to go to every day.

On top of all this, we have AI that is readily shaping how the industry I have been in my whole career is working. We can now go from an idea to implementation in hours or minutes, not days or weeks or months. It’s a wild time.

And it’s a time worth thinking about and pondering.