I Scanned 3 Feature Flag Companies for Stale Flags. Here's What I Found.

I ran FlagShark on the open source repos of Unleash, PostHog, and GrowthBook. The companies building feature flag tools have stale flags in their own codebases.

Technical DebtMarch 24, 20268 min read

Technical Debt in Sprint Planning: A Practical Playbook

Stop fighting for debt time in every sprint. This playbook covers the 20% rule, RIVER-based sprint selection, stakeholder buy-in strategies, and what a successful debt reduction sprint actually looks like.

Technical DebtMarch 17, 20268 min read

The ROI of Technical Debt Reduction: How to Build the Business Case

Calculate the real cost of technical debt and build a CFO-friendly business case for debt reduction. Includes formulas, templates, and concrete ROI examples for feature flag cleanup.

Feature FlagsMarch 10, 20268 min read

Feature Flag Debt by Platform: What LaunchDarkly, Split, and Unleash Each Miss

Every feature flag platform leaves cleanup gaps. Learn what flag debt LaunchDarkly, Split.io, Unleash, and custom implementations each miss—and how to close the gap regardless of your provider.

Feature FlagsFebruary 26, 202622 min read

5 Feature Flag Production Postmortems That Changed How Teams Ship

Deep-dive postmortems from 5 real-world feature flag incidents — Knight Capital, Facebook, Cloudflare, Azure, and Grafana. Each includes a full timeline, root cause analysis, and the changes that prevented recurrence.

Technical DebtFebruary 24, 202611 min read

Types of Technical Debt: A Complete Guide for Engineering Teams

Understand every type of technical debt---from deliberate shortcuts to feature flag debt---and learn which types to prioritize based on their impact on your codebase and team velocity.

Feature FlagsFebruary 16, 202610 min read

The Feature Flag Time Bomb: Every Failure Pattern, Documented

A comprehensive taxonomy of 7 real-world feature flag failure patterns with documented incidents from Knight Capital, Cloudflare, Grafana, and more. Learn what goes wrong and how to prevent it.

Technical DebtFebruary 7, 202613 min read

How to Measure Technical Debt: Metrics That Actually Work

Move beyond gut feeling. Learn concrete metrics for measuring technical debt---including flag age, flag density, cleanup velocity, and unused code percentage---and how to build a dashboard that makes debt visible.

Technical DebtFebruary 5, 202616 min read

Technical Debt Prioritization Framework

A practical framework for prioritizing technical debt based on business impact, engineering effort, and risk. Includes scoring rubrics, templates, and real-world examples.