{"id":"lead-annual-plan-milestones-dates-table","audience":"executives","category":"leadership-work","track":"leadership","level":"intermediate","technique":"constraints","title":"Lay out annual plan milestones on dates that respect blackouts","free":false,"task":"Place the five milestones on dates in a markdown table with columns Milestone, Date, Owner, Why this date. Each date must be a weekday, avoid the blackout periods, respect dependencies (a milestone cannot come before the one it depends on) and be the earliest allowed. Why this date is under 12 words. Output only the table.","materialLabel":"Milestones and constraints (attached to your prompt automatically)","material":"2026 plan for Orchid Health (fictional). Today: Jan 5 (Monday).\n\nMilestones (owner; depends on; earliest start)\n1. Strategy approved by the board (CEO; none; board meets Feb 12).\n2. Budget finalized (CFO; strategy approved; can be done 5 working days after strategy).\n3. Hiring plan published (VP People; budget finalized; 3 working days after budget).\n4. Product roadmap published (CPO; strategy approved; 10 working days after strategy).\n5. Q2 kickoff (COO; hiring plan and roadmap both done; the first Monday after both).\n\nBlackouts: Mar 2-6 (company trip; no deliverables due), and any US public holiday: Presidents' Day Feb 16.\nWorking days = Mon-Fri, excluding blackouts and holidays.","rules":[{"type":"maxWords","max":130}],"mistakes":[{"title":"Missing a holiday","why":"The AI counts Feb 16 as a working day.","fix":"Say: \"Skip Feb 16 and the Mar 2-6 blackout.\"","checks":["r1"]},{"title":"Dependency order","why":"The AI puts the hiring plan before the budget.","fix":"Say: \"No milestone before its dependency.\"","checks":["r1"]},{"title":"Not weekday","why":"The AI picks a weekend date.","fix":"Say: \"Weekdays only.\"","checks":["r1"]},{"title":"Wrong table","why":"The AI invents columns.","fix":"Say: \"Columns: Milestone, Date, Owner, Why this date.\"","checks":["r0"]},{"title":"Trusting the AI to count words","why":"AI is bad at counting. Ask for a total word limit and it often lands over it.","fix":"Cap each cell: \"each cell under 12 words.\"","checks":["maxWords"]},{"title":"Long reasons","why":"The AI writes sentences.","fix":"Say: \"Why under 12 words.\"","checks":["r2"]},{"title":"Trusting the AI to count words","why":"AI is bad at counting. Ask for a total word limit and it often lands over it.","fix":"Cap each part instead, for example: \"each line under 12 words.\"","checks":["maxWords"]}],"promptHints":[{"label":"Columns","patterns":["milestone","date","owner","why this date"]},{"label":"Blackouts","patterns":["blackout","holiday"]},{"label":"Dependencies","patterns":["depends","dependency"]},{"label":"Working days","patterns":["working days","weekday"]},{"label":"Only table","patterns":["only the table"]}],"hint":"Name the columns, and tell it to apply working-day, blackout and dependency rules.","rubricLabels":["The table has columns Milestone, Date, Owner and Why this date with five rows","Dates are strategy Thu Feb 12, budget Fri Feb 20 (skipping Presidents' Day Feb 16), hiring plan Wed Feb 25 and roadmap Fri Feb 27","Q2 kickoff is Mon Mar 9 (Mar 2 falls in the blackout), no date is in the blackout, and each Why is under 12 words"]}