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Weekly Executive Update Triage
Realistic multi-risk scenario before Friday executive update. Demonstrates prioritization of revenue gaps, retention risks, vendor issues, and customer concerns with ready-to-send communications.
Input
What you provide to the skill
Key engineer might leave, API reliability down to 95% (SLA 99%), Q2 revenue at 85% target with 3 weeks left, design delayed 1 week, customer Acme hasn’t responded to renewal in 2 weeks. Executive update Friday. Prioritize what to communicate now.
Output
What the skill generates for you
RISK ASSESSMENT & COMMUNICATION PLAN
HIGH PRIORITY (Communicate Now)
RISK: Q2 Revenue Gap (85% of Target)
- Urgency: 🔥🔥🔥 CRITICAL
- Impact: Financial target miss, board expectations unmet
- Communicate to: CEO, CFO, Sales lead
DRAFT COMMUNICATION:
Subject: Q2 Revenue Status - Action Needed
At 85% of Q2 revenue target with 3 weeks remaining.
Key question: Can we close the 15% gap in 3 weeks, or do we need to reset Q2 expectations?
Requesting meeting tomorrow to:
- Review pipeline for acceleration opportunities
- Decide on board communication approach
Timeline: Need decision by Wed to prep board materials if needed.
RISK: Key Engineer Retention
- Urgency: 🔥🔥 HIGH
- Impact: Project delivery at risk, knowledge loss
- Communicate to: CTO, CEO
DRAFT COMMUNICATION (to CTO):
Subject: Retention Risk - Key Engineer
Flagging retention concern: Key engineer may be interviewing.
Impact if they leave:
- Current project delivery: Significant delay
- Knowledge transfer: 3-4 weeks minimum
- Team velocity: Reduced until backfill
Recommendation: Immediate 1:1 to understand what's driving this. Happy to provide project impact details.
Can we connect today or tomorrow?
MEDIUM PRIORITY (Friday Update)
RISK: API Reliability (95% vs 99% SLA)
- Urgency: 🔥 MEDIUM
- Action: Daily monitoring, vendor escalation active
DRAFT STATUS UPDATE:
MONITORING: API vendor at 95% uptime last week (SLA: 99%). Escalated with vendor account team, monitoring daily. Evaluating backup options if pattern continues. No customer impact yet.
RISK: Customer Non-Response (Acme)
- Urgency: 🔥 MEDIUM
- Action: Sales follow-up, not exec-level yet
RECOMMENDATION:
Slack sales lead: “Acme renewal email sent 2 weeks ago, no response. Worth a call? Happy to join if useful.”
LOW PRIORITY (Monitor Only)
RISK: Design Delay (1 Week)
- Urgency: ❄️ LOW
- Impact: Within normal variance
RECOMMENDATION:
Don’t escalate. One-week delay is normal. Escalate only if extends to 2+ weeks or blocks critical path.
COMMUNICATION TIMELINE
TODAY: Revenue risk (email CEO/CFO), Retention risk (Slack CTO)
FRIDAY UPDATE: API reliability monitoring, Acme renewal (if sales confirms concern)
DON’T MENTION: Design delay (too minor for exec attention)
About This Skill
Assess product risks and generate stakeholder communications before issues become crises. Prioritizes risks as HIGH/MEDIUM/LOW, drafts escalation messages, and recommends monitoring approaches.
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