Why GenAI Rollouts Stall

(and How to Get Yours Moving Again)

You’ve read the roadmap. You know the phases. But Pro subscribers get more than just the public-facing playbook. This is the behind-the-scenes version, the blockers no one puts in the deck, the second sprints that never launch, the difference between flashy pilots and real capability.

If your rollout has stalled, or never fully got going, this is where you start to understand why.

You’ve seen the demos. You’ve mapped the use cases. Maybe you’ve even run a pilot. But if your GenAI initiative is still stuck in "neat idea" territory while the rest of the org moves on to other priorities, you’re not alone.

Most generative AI rollouts don’t fail on tech. They stall because of org dynamics, unclear ownership, and lack of follow-through.

Here’s what’s actually holding teams back, and what the leaders are doing differently.