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Beyond the Pilot: Why Day-to-Day Is the Real Test

Ben Griswold·February 16, 2026·2 min read

A pilot goes well. The team is small, the users are engaged, and there's usually someone nearby who can step in when things get stuck. The data behaves, the workflow mostly makes sense, and the rough spots get smoothed over quickly. It's easy to walk away thinking this will hold up once more people start using it.

Things change once more people start using it. Rollout starts and questions come from people who weren't involved early on. Process owners notice it doesn't quite fit how work actually runs. Data issues bounce around because no one is sure who gets to decide. Support teams inherit it without much context, and the first problems linger longer than expected. Training happens as needed, and adoption starts to vary by team.

Nothing breaks outright. It just starts to feel heavier. The pilot proved the idea could work, but the surrounding work never really got sorted out. Ownership, escalation paths, and support expectations were assumed instead of agreed to.

The hard part isn't getting a pilot to succeed. It's figuring out how it holds up day to day.

Author

BG
Ben Griswold
Founder, Grizen
Ben has 25 years of direct involvement in technology decisions across healthcare, financial services, energy, and technology-enabled businesses. He leads engagements where the stakes are high, the path isn't obvious, and the consequences of getting it wrong are real.

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