Sometimes, you have to make your own path

If life required me to follow the simple and easy path that was laid out in front of me, I would still be working for an international bank. And, I’d be miserable.

But I made a choice back then to leave a comfortable and very upward trending position to do what really made me happy. I have had an incredibly interesting journey since then, and now my time with DigitalOcean has come to an end.

This was an incredibly difficult decision for me especially as I look back on this post and this post and most certainly this post. But we decided that it was in the best interest of both the team and me personally that we part ways.

So where does this leave me now? To be honest, I’m not entirely sure, but I’m certainly not worried.

I’ve recently made this crazy analogy in my head comparing my career path to hiking — one of the side effects of spending time at TechStars Boulder. I really enjoy the rush that comes with the physical challenge of hiking up a mountain, but the view from the top is what keeps me looking for bigger mountains to climb.

Sadly, I’ve found that if you stick to the trails, you never really get the best views. You get to see what everyone else sees. Sure, it’s not easy to hike one of these trails, but there’s certainty there. You know that people hike that trail every day. You get to the “summit” and see 8 year old kids posing for pictures.

Did you really challenge yourself to give everything you had and go above and beyond or did you follow the path that was laid out in front of you?

So, I decided to start hiking where trails didn’t exist. I might have broke a few laws (sorry) but it was completely necessary. I needed to know that I could look at the biggest mountain I could find (like this)…

…and that I would do whatever it takes to put myself at the top of that highest peak. And that’s just what I did. And it was incredible. Pictures can’t describe what it feels like to get to the top of that peak and look straight down the face of the Boulder Flatirons and say to the mountain, “You just got owned” (although some of my Occipital shots came out great: here, here, and here if your into that kind of thing)

And so it goes in my professional life. It’s time to find the biggest mountain I can ever possibly imagine and make my own path to the top.