Rebuilding trust in scheduling at scale.

The problem worth solving

Business owners spent 70–80% of their day just organizing appointments. The brief said "redesign the calendar." The real problem was that scheduling had grown across a decade of disconnected surfaces, and no one owned it as a system.

What I owned

As lead designer I documented a decade of legacy complexity, set the product direction, and made the core bet: unify everything around a single flyout model rather than patch four screens.

Approach & key decisions

I explored three intake patterns — inline, overlay flyout, and full-screen modal — and chose the flyout for contextual, multi-tasking-friendly editing.

Outcome — the plot twist

Resourcing and complexity forced a hard scope cut. Rather than hold out for the big-bang vision, I shifted to shipping the highest-value slice first — the Class Sign-in panel and notification improvements — to de-risk delivery.

What I'd carry forward

Owners didn't train staff despite notice; 68% wanted more real estate than the first panel gave. The lesson I carry: ship incrementally, plan for rollout reality, and always have a backup plan.