Hunting Tech Debt via Org Charts

So many problems can be understood very clearly by looking at the org chart as context. This article is about tech debt, but notice that the root causes are incentives. I find this type of perspective extremely illuminating.

I had too many highlights to quote them all here. I highly suggest giving this a read: Hunting Tech Debt via Org Charts

Agility != Speed

This is one of the best articles I’ve ever read on software estimation and engineering project management. My favorite paragraph:

The intent of story points is to focus on relative sizing independently of other expectations of time. The problem is that, in being numeric, story points become a currency susceptible to arithmetic, especially once they’ve been aggregated. Rather than the approximation an estimate is intended to be, story points invite conversion while offering the illusion of precision. Once a conversion rate is established, the converted value becomes how people think and talk about them, whether tacitly or explicitly. Story points degenerate into a measure of time, albeit one abstracted enough from real time that, like any currency, they become subject to speculation and inflation. Although a looser fit, T-shirt sizes (S, M, L, XL, etc.) can also fall into the same trap.

Highly recommend reading the whole thing.