10 Mistakes Enterprises Make When Scaling Agile — and How to Avoid Them

When I walk into a Fortune 500 boardroom and hear, “We’ve adopted Agile,” I brace myself. Usually, what follows is a whirlwind of rebranded status meetings, overwhelmed middle managers, and teams confused about whether they’re sprinting or slowly marching in circles.

Enterprise Agile transformations are rarely short on ambition. But too often, the reality is a mismatched combination of frameworks, tool obsession, and unclear intent. Over the past decade, I’ve led Agile rollouts in healthcare, finance, and tech. These are the ten recurring mistakes I see — paired with practical remedies rooted in experience.

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