First 90 Days: High-Visibility Wins
Goal
Deliver measurable commercial value while building personal AI leadership capability.
Days 1-30: Foundation + Diagnostic
Actions
- Build an AI opportunity map for top 20 strategic accounts
- Identify 3 bottlenecks in qualification, proposal, or negotiation cycles
- Define AI use-case portfolio (quick wins vs strategic bets)
- Align with CEO and executive team on AI growth thesis and decision rights
Deliverables
- AI Opportunity Heatmap (by account, region, stage, value)
- AI Use-Case Prioritization Matrix
- Executive one-page strategy narrative
Days 31-60: Pilot Execution
Actions
- Launch 2 pilots:
- Pilot A: AI-assisted strategic account planning
- Pilot B: AI-supported negotiation preparation
- Establish governance checkpoints with legal, IT, and compliance
- Create prompt and playbook standards for commercial teams
Deliverables
- Pilot scorecards (baseline vs pilot performance)
- Negotiation prep AI template pack
- Governance checklist for approved commercial AI usage
Days 61-90: Scale Decision
Actions
- Compare pilot impact to baseline
- Build scale plan for regions/teams with highest readiness
- Present Board-ready AI value case (benefits, risks, investments, timeline)
Deliverables
- Scale-or-stop decision memo
- 6-month rollout roadmap
- Board-level AI growth dashboard v1
90-Day KPI Targets
| KPI | Baseline | 90-Day Target |
|---|---|---|
| Time to strategic account brief | Current | -30% |
| Proposal cycle time | Current | -20% |
| Qualified opportunity conversion | Current | +10% |
| Executive confidence in AI initiatives | Qualitative | Strong positive trend |
| Governance compliance on pilot usage | N/A | 100% of approved use cases |