When big organizations try to go Agile, they often hit the same snags. Here’s what I’ve seen over the years:
Stuck in Old Habits and Hierarchies: Large companies tend to be set in their ways, with structures and processes that have been around for decades. These deep-rooted hierarchies can be like trying to turn a massive ship—it’s not easy. The usual top-down management style doesn’t gel with Agile’s idea of self-organizing teams, which thrive on collaboration and autonomy. It’s no surprise that this can lead to friction and resistance when Agile starts knocking on the door.
Going Through the Motions: Sometimes, even if Agile is brought in at the team level, it’s like a surface-level makeover. You’ll see teams ticking off boxes—standups, sprints, retros—but they’re not genuinely buying into it. Leadership and support functions like HR or finance aren’t always on board either, so it’s more about “doing Agile” than “being Agile.” This difference is huge; without the mindset shift, the whole thing can feel forced.
Chasing the Wrong Numbers: Here’s a classic mistake: focusing on output instead of outcomes. It’s easy to count how many sprints a team’s done or how many user stories they’ve completed, but does that really tell you if they’re delivering value? Not always. The real question should be, “Is this making a difference for our customers?” Metrics need to reflect that, focusing on things like customer satisfaction, team morale, or how quickly valuable features are hitting the market.
Getting Everyone on Board: I’ve seen this countless times: Agile transformations get stuck when they’re not backed by everyone in the organization. If key stakeholders don’t see the point or aren’t convinced, they’re more likely to dig their heels in. Teams, too, need the freedom to experiment, make decisions, and take ownership of their work. When they’re micromanaged or have to jump through hoops, it kills the whole spirit of Agile. It becomes another chore rather than something that genuinely empowers them.
The Hardest Part – Changing Mindsets: Let’s be honest—changing how people think is the hardest part of any transformation. Agile isn’t just a set of new tools or processes; it’s a whole new way of working. It’s about letting go of that command-and-control mentality, accepting that failure is part of learning, and valuing honest feedback. For many companies, this means challenging years of ingrained habits and beliefs. That’s tough, but without it, any attempt at Agile is likely to fall flat.
Breaking Down Silos: Big organizations are often divided into departments that rarely talk to each other, making true collaboration tough. But Agile thrives on cross-functional teamwork. Breaking down these barriers is essential. At the same time, teams need to be clear on the bigger picture—what are we trying to achieve here? When everyone’s aligned, it’s much easier to pull in the same direction.
Ultimately, for Agile to really work in a big organization, it’s about more than just following a playbook. It’s about building an environment where change feels natural, where people are genuinely invested, and where there’s space to adapt and grow together. That’s when real transformation happens.