The problem with "fail fast" is that it too often becomes "move fast." Failure is hidden or spun as success, speed is rewarded, and the learning part gets lost entirely. At its worst, "fail fast" is an excuse to rush into the next thing without pausing to understand what just happened.
What I want to promote instead is Observe Often. The shift in language is intentional—when we say “observe,” we bring focus back to what matters: seeing, measuring, and learning from what we do. And “often” reinforces frequency over haste. It’s not about reckless speed; it’s about small, deliberate moves and frequent feedback loops.