30-60-90 Day AI Rollout Plan
A phased rollout plan for enterprise AI deployment. Clear milestones at 30, 60, and 90 days with measurable outcomes at each stage.
Part of: Founder AI Delivery
30-60-90 Day AI Rollout Plan
Investors and boards want timelines. "We are working on AI" is not an answer. A 30-60-90 day plan gives stakeholders visibility, creates internal accountability, and ensures your AI initiative delivers measurable value before the next board meeting.
Days 1–30: Foundation
Objective: Establish baseline, deploy infrastructure, deliver first working prototype.
The first 30 days are about removing uncertainty. We audit your current data, infrastructure, and team capabilities. We deploy the foundational infrastructure — model serving, monitoring, evaluation pipelines. By day 30, there is a working prototype that stakeholders can interact with, even if it is not production-ready.
Gate: Stakeholders can see and use the AI feature. Baseline quality metrics are established. Infrastructure is deployed and monitored.
Days 31–60: Validation
Objective: Achieve quality targets, begin user testing, establish cost model.
The second phase is about proving the AI works well enough to ship. We iterate on model performance, implement error handling and edge case coverage, and run the system with real (or realistic) user traffic. By day 60, we have validated quality metrics and a clear cost-per-user model.
Gate: Quality metrics meet the agreed threshold. Cost model is validated. Security review is complete. The system handles real traffic without failures.
Days 61–90: Production
Objective: Ship to production, scale, handover.
The final phase is about going live and ensuring your team can maintain the system independently. We deploy to production with gradual rollout, monitor closely for the first two weeks, and conduct knowledge transfer sessions with your engineering team.
Gate: System is live in production. Team is trained. Runbooks and documentation are complete. Monitoring and alerting are active.
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