Month: October 2025

Eighteen Speed Upgrade

Eighteen Speed Upgrade

A couple of months ago, on a whim, I applied to a training fellows program. I ended up not seriously pursuing it because of an already full “day job” workload, but to be considered I had to write an argument for why I’d make a good trainer. Thought I’d post it here for posterity:

I’ve been communicating technical topics to varied audiences my entire career across a number of dimensions. As both an individual contributor and manager I have:

  • Sat alongside Air Force crew members in flight to teach them how to operate a map display I implemented
  • Designed and led classes for technical writers to teach them computing fundamentals (including complex cryptography topics) and how they relate to electronic voting systems
  • Run workshops within Amazon Web Services on my approach to passing cloud certifications (I’ve also written about that here)
  • Mentored numerous junior and mid-level developers on how to make the transition to technical leadership (see thoughts I wrote on it here)
  • Embraced “learning in public” by writing on technical topics as I explored them, for example, Know Thyself (and my blog in general)

Further, the last 5 years of my career have been in a direct consulting capacity, where I routinely interact with both business and IT leaders at the C-suite equivalent level in state and local government to show them how cloud technology can transform and improve the services they offer their residents. I’ve done this both as a leader within a large organization (AWS) and as CTO of a small organization. I have extensive recommendations on LinkedIn that back this up.

None of this experience would matter, though, if I didn’t want to see others learn and grow. I’ve worked to cultivate a joy that comes from seeing others succeed vs just enjoying what my own two hands can build, which I wrote about here.

Paved Paradise

Paved Paradise

One of the things I tried to do when I was a manager at AWS was connect members of my team to the broader internal community. Generally I found that, when asked, most folks were willing to jump on a call and share their wisdom and perspective from a different portion of the company.

In a particularly memorable such conversation, I’d invited Becky Weiss to present at one of my team meetings. I won’t forget something she shared that day: her love for a particular AWS service, what it enabled for experimentation and learning, and how unique an opportunity it was to have it available to us, because it was internal only (a fact Corey Quinn has bemoaned).

I took it for granted at the time, which was a mistake. Sure could benefit from it now.