strategic capacity

In a small & fast engineering team, it’s challenging to quantify work being done. There’s so much to do, and it’s difficult to categorize. How can you determine your capacity for addressing your strategic roadmap when stakeholders ask about it?

community signal

Patrick O’Keefe of the long-running show Community Signal asked me to join him in a discussion that ranged from private equity buying community software, community data ownership, and the stakeholder challenges of community software roadmaps.

weighted web

Building on the Web these days often feels like a game where you see how much weight you can put in a boat before it sinks, but you get $1 for every pound you add instead of how many days it stays afloat.

victory laps

Moments worthy of victory laps come from stories which have a beginning, middle, and end. If you’re not actively communicating these stories to a team, eventually startup-era victory laps fade into memory.

open investments

I recently read “Why I wouldn’t invest in open-source companies, even though I ran one” by Wolfram Hempel and started to write a very long comment, but decided I’d just publish my own counterpoint instead.

build off

I’m lately watching The Great British Bake Off. When I thought about why you couldn’t do a similar show about programming, I realized the hurdles to televising it are the same hurdles teams face anyway.

context puzzles

What is software development really if not a sprawling, borderless puzzle for which the lid with the big picture on it is long gone? To me, it seems obvious that the biggest hurdle to team-based software development is how difficult it is to communicate well.

black box

The greatest sin of any developer is thinking they are cleverer than the users of what they build. “I can guess what you want.” In truth, guessing what someone wants is far easier than helping them achieve what they actually want.