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Playbook16 min readFocus · October

The Leadership Team Operating System

Meeting cadence, scorecards, and accountability charts.

Focus for October

Annual planning kickoff

October: the LT runs annual planning, not the CEO alone.

Refreshes on the 1st of every month

If only the CEO writes the plan, only the CEO owns it. Distribute the work, share the financial model, and force trade-off conversations into the open.

  • Distribute draft financial targets
  • Each function drafts its own annual plan
  • Trade-offs debated openly in November
  • Final plan signed by every LT member
01

The four meetings that matter

MeetingCadenceLengthPurpose
Weekly tacticalSame day, same time60-90 minScorecard review, issues solved, accountability
Monthly strategicFirst week of month2-3 hrsFinancials review, one strategic topic deep-dive
Quarterly planningEnd of quarter1-2 days, offsiteSet 3-7 rocks for next 90 days
Annual planningEnd of fiscal year2-3 days, offsiteAnnual goals, budget, vision check
02

Weekly tactical agenda

  1. Check-in: 1 personal, 1 business win (5 min)
  2. Scorecard review: each leader, on/off track, one sentence (10 min)
  3. Rock review: each rock on/off track, one sentence (5 min)
  4. Customer/employee headlines (5 min)
  5. To-do list from last week — done or not (5 min)
  6. Issues list: identify, discuss, solve — top issue first (60 min)
  7. Conclude: recap to-dos, cascade messages, rate the meeting 1-10 (5 min)
03

Scorecards over status updates

Status updates are stories. Scorecards are facts. Build a scorecard with 5-7 leading indicators per leader, reviewed weekly with a single number per row.

Worked example
Sample sales scorecard row

Metric: New qualified meetings booked. Owner: Sales lead. Target: ≥ 12/week. Last 4 weeks: 14, 11, 13, 10. Status: off-track. One sentence: rep onboarding ate Tuesday prospecting blocks — protected next week.

04

Accountability chart vs. org chart

Org charts show who reports to whom. Accountability charts show who owns what — usually a different picture, and the one that explains why decisions stall.

  • Every function has exactly one owner (no co-owners)
  • Each seat lists 5 outcomes that define success
  • If two seats overlap, one of them shouldn't exist
  • Re-draw it quarterly — drift is constant