You know the feeling. It’s Tuesday morning, and you’re already three Slack DMs deep trying to figure out who’s working on what. The weekly status meeting is in an hour, and you’re about to ask ten people the same question: “Where are you on that task?” Everyone on the team does know what they’re working … Read more
3 Signs Your Work Has Drifted From Your Strategy Here’s something I see all the time: a team that’s working hard, moving fast, checking things off — but when you step back and look at what they’re actually doing, it doesn’t add up to the strategy leadership thought they were executing. Nobody dropped the ball. … Read more
I’ve worked with teams using Asana, Monday, Trello, Jira — you name it. And across every platform, I see the same pattern. A team picks a tool. Someone — usually one or two people who really understand the work — sets it up. And it makes sense to them. The fields capture what they track. … Read more
You’ve changed tools before. I know you have. Maybe you moved from one platform to another, hoping the switch would finally make everything click. Maybe you’re thinking about it right now — eyeing that new tool your friend’s team uses, wondering if this time will be different. Here’s what I’ve learned after a decade of … Read more
We’ve covered the “why” of strategy and the “how” of the fixes that get it moving. Now comes the part that makes it last: turning good intentions into a rhythm your team can grow into. Strategy isn’t meant to be a one-time event. It’s a living practice — and like anything alive, it thrives when … Read more
We’ve spent this series on the diagnosis. Static plans fail because they’re finished, filed, and forgotten. They drift out of touch with reality. They stop influencing daily decisions. They become paperwork instead of practice. So what do you actually do about it? Here are five fixes that work. No consultants, no new software, no 40-page … Read more
You’ve been running some experiments. Some flopped. Some showed promise. Now comes the part that separates businesses that grow from businesses that stay stuck: taking what works and making it part of how you operate every day. Three ways to scale without the headache Move successful bets into your core strategy When you find something … Read more
If you’re running a small business, you’re probably used to figuring things out as you go. That’s not a weakness — it’s how most successful owners operate. But there’s a smarter way to do it than just reacting to whatever comes up. The trick is to build a little room for trying new things right … Read more
Not every idea deserves a test. The trick isn’t learning to say “yes” to everything — it’s learning to say “yes” to the right things. If Experimenting with Strategy: Small Bets, Big Gains was about creating space for curiosity, this is about where to point that energy. Tolerance without direction is just chaos with good … Read more
I’ve watched organizations of all sizes struggle with strategy. Not because they’re afraid to act, but because they try everything. Every idea gets a green light. Every opportunity gets resources. Every request gets a “yes.” The result? Nothing finishes. Nothing gets the focus it needs to actually work. If everything’s a priority, nothing is. And … Read more