Leadership
- Posts
- 14
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- 1 / 2
- Span
- 2025 – 2026
Metrics in an AI assisted development process
Time-to-implementation cut in half. Bug triage down more than half. The organization grew significantly during the same window, a separate initiative improved our specifications, and we fixed our intake process along the way. How much of that metric is due to AI?
A Developer Survey Is Not a Measurement of Developer Productivity
A year ago I cited METR's finding that AI made experienced developers 19% slower. They ran it again with an error bar so wide it no longer means anything. Here's what it means for the junior engineer problem I keep coming back to.
Red flags in engineering organizations that only show up after week two
Week one is onboarding theater. Everyone's on their best behavior and nothing's under stress, so the flags that matter stay invisible until something finally goes under load. Here's a field guide to what an established engineering organization hides during onboarding, and the week-two moments when it shows.
Management Debt: When Leadership Patterns Rot
Technical debt has a sibling that gets less airtime and, in my experience, does at least as much damage. Decision rights that drift, skip-levels that quietly fall off the calendar, review meetings that turn into status updates. Let's talk about how I clean them up once I notice they've gone bad.
I Proved AI Could Beat Our Technical Interviews. Then I Had to Fix Them.
After proving AI could beat most technical assessments, I had to rebuild how I hire engineers. Here's the process I've developed; focused on what actually predicts success on the job.
The Remote Engineering Leadership Playbook: Why Distance Doesn't Diminish Performance
Proven processes transform distributed teams from liability into competitive advantage. This talks about why I think that is and how to ensure your team is successful when they are remote.
Junior Engineer Crisis: How AI Code Generation is Reshaping Engineering Teams
An analysis of how artificial intelligence is transforming software development careers, team structures, and how engineers build expertise.
Leading Distributed Teams: Lessons from Managing Global Engineering Teams
Leading engineers from around the world has taught me how to balance asynchronous communication and decisive action. The right frameworks transform geographical challenges into strategic advantages for organizations seeking to leverage global talent and build resilient engineering cultures.
Technical Debt Management: A Strategic Approach
After navigating technical leadership roles across startups and established corporations, I've come to view technical debt as both inevitable and manageable. It's the leadership approach to this debt that often determines whether a company can maintain momentum or finds itself grinding to a halt.
Scaling Engineering Teams: From 5 to 50+ Without Losing Your Culture
Scaling engineering teams is about much more than just adding headcount. It's about creating sustainable growth that preserves the core elements of your culture while evolving systems to support a larger organization. Here are a few of my thoughts about the topic.