Articles

You've built a brilliant execution framework. The leadership team loves it. The documents are polished. The rollout presentation went smoothly. Six months later, teams are back to their old habits, the framework lives in a forgotten Notion page, and you're wondering why your care...

Organizations consistently fall into one of two execution traps. Either they clamp down with rigid processes that make teams feel like they’re working at the DMV, or they throw up their hands and let everyone “figure it out” — which inevitably leads to chaos masquerading as agili...

I recently worked with a company that proudly told me they "use Agile everywhere." When I dug deeper, I discovered Product ran two-week sprints, Engineering worked in monthly releases, Operations planned quarterly, and Marketing operated on campaign cycles. They had five differen...

The CEO sends out a strategic memo outlining three key priorities for the quarter. The leadership team nods in agreement. Everyone understands the vision. Six weeks later, nothing meaningful has shipped, and nobody can quite explain why.

Sound familiar? This is the reality for m...

Last week, I watched a leadership team celebrate shipping their biggest feature in months. The same day, they discovered another initiative – equally important, equally resourced – had quietly stalled for three weeks without anyone noticing.

Same company. Same talent. Same strat...

There's a treacherous phase in every growing organization where success becomes its own enemy. You've built something that works, demand is increasing, and the team is expanding. Everything should be getting easier, right?

Wrong. Instead, you find yourself in a peculiar kind of ...

Picture this scenario: You've got a well-structured team, clear priorities, and talented people. Yet somehow, simple decisions turn into weeks-long deliberations. Teams duplicate effort on the same problems. And when something goes wrong, there's a fascinating dance of finger-poi...

There's a fundamental flaw in how most organizations are structured, and it's costing you more than you realize. We've become so obsessed with functional excellence - having the best engineering team, the sharpest product team, the most thorough QA team - that we've forgotten wha...

There's a particular kind of organizational purgatory that most leaders have experienced but few want to talk about. It's that sinking feeling you get when you realize that everyone is working hard, meetings are happening regularly, updates are being shared - and yet nothing mean...

You aren't going to like this, but it needs to be said. Your org chart is lying to you.

Not intentionally, mind you. But if you're like most growing companies, that carefully crafted structure you've got hanging on the wall (or buried in some HR system) bears about as much resem...

Here's a question that'll make most leaders uncomfortable: When was the last time you actually killed a project that wasn't working?

Not paused it. Not "deprioritized" it. Actually killed it - freed up the resources, reallocated the people, and moved on to something better.

If ...

There's nothing quite like watching a room full of intelligent professionals turn into children fighting over toys. But that's exactly what happens when resource allocation becomes political instead of strategic.

I've sat through countless meetings where the loudest voice wins, ...