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.
When I say I’m joining Test Double as their new VP of Delivery, I’m not just making a career move—I’m making an alignment move. This is a company that already values the things I value. They’ve built a strong culture, a strong team, and a strong set of practices. I’m not joining to overhaul anything. I’m joining to help make something great even better.
Today, I’m excited to announce the beta launch of Collaboration Contracts, a lightweight app designed to help teams—especially distributed ones—quickly define and manage their roles in decisions. Whether you're using it to bring clarity to one-off decisions or baking it into how your team operates every day, the app is built to support alignment, accountability, and smoother collaboration.
The Experiment Canvas is a simple means of planning, tracking, and responding to your experiments.
Simple Things
When I say simple, I don’t necessarily mean easy. And I certainly do not mean crude in form or incomplete. Simple indicates something that does not have superfluous parts or multiple responsibilities, is easy to understand, is as independent from the rest of the solution as possible, and meets a need as is.
Simple may not address all use cases, but it does address some use cases.
Favor automation over documentation
The other day, I was in a Slack discussion with some of the good folks at Test Double. The topic of bug bashes came up, and the conversation was rich. People brought thoughtful perspectives and experiences, and the discussion left me reflecting on what bug bashes say about the systems we work in.
When teams hear about small, frequent deployments, they often picture chaos: code breaking, users complaining, and developers scrambling to fix issues. But in reality, small deployments do the opposite. They reduce complexity, amplify feedback, and create a smoother experience for both users and developers.
Over the past several years, as I’ve been helping teams and organizations improve their ability to deliver software products that are desirable, viable, and feasible, I have been experimenting with a Behavior Framework that has proven to be rather effective. And I’d like to share it with you in hopes that you find it useful and that you provide me feedback on your experiences with it.
My plan is to write a series of blog posts all related to the behaviors framework. Some of them will be about a specific behavior. Some of them will be about tools or techniques that help teams express one or more of the behaviors. Some of them will be my own experiences. And some will be damn near complete fiction.
