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Quarterly OKR planning on Claude Whiteboards

Score last quarter, write and cluster candidate objectives, keep 3 to 5, give each 2 to 4 key results with a baseline, target and owner, and move tasks out into initiatives.

90 minutes · 3–10 people · 9 prompts · first prompt free

Use it when: The last two weeks before a quarter starts, one team of 3 to 10 people with a company goal to align to.

OKR planning
Company goal
Last quarter
Candidate objectives
OKR set: 5 objective slotsKey resultBaselineTargetOwnerType
Initiatives
Not this quarter
The board after the setup prompt, to scale. Claude draws these empty sections; your team fills them in over the next 8 steps.

Quarterly OKR planning

90 minutes · 3–10 people · 9 prompts in order

First step free

What you type here fills every prompt below and stays in this browser.

  1. 0′Lay out the board
  2. 4′Score last quarter
  3. 14′Write candidate objectives
  4. 26′Cluster and keep three to five
  5. 38′Draft key results
  6. 53′Fill baselines and targets
  7. 65′Stress-test the set
  8. 75′Owners and initiatives
  9. 85′Close with the OKR doc

Agenda, 90 minutes. Click a time to jump to its step.

Before the meeting
  • Have last quarter's OKRs with their final numbers as plain text, plus the current value of every metric you might use as a key result. Claude only sees what is on the board, not your dashboards or connected apps, so numbers you don't paste will be missing.
  • Ask everyone to arrive with up to three objective ideas in their head. Silent writing goes faster when people have thought about it for a day.
  • Open the board 10 minutes early, run step 1, then click Share and invite everyone by email.
  1. 0–4 min

    Lay out the board

    Run this before people join. Check that the OKR set has five empty objective slots, each with four key result rows.

    Start a whiteboard for Growth team at Pebble, a meal-kit startup OKR planning for Q1 2027. Across the top, add a title strip with the quarter and a sticky note that reads "Company goal: Reach 50,000 active subscribers by the end of 2027". Below it, on the left, add a narrow section called "Last quarter". In the middle, add an empty section called "Candidate objectives". On the right, add a section called "OKR set" with five empty objective slots stacked vertically; under each slot, a small table with four rows and the columns Key result, Baseline, Target, Owner, Type. At the bottom, add two empty sections side by side: "Initiatives" and "Not this quarter". Leave everything empty.

    Board after this stepTitle strip with the company goal, empty last-quarter, candidates, OKR set, initiatives and not-this-quarter sections.

  2. Steps 2 to 9 are in the workshop kit

    You have the setup prompt and the full agenda. The kit adds the other 8 prompts of this quarterly okr planning, what to do while Claude works on each one, and 4 follow-up prompts: OKR tracker sheet, Weekly check-in agenda, All-hands slides, Send to Miro or Lucid. The same for all 12 workshops, plus the 40-prompt library.

    One payment, no subscription. Opens in this browser as soon as Stripe checkout completes.
  3. 4–14 min

    Score last quarter

    In the kit

    Add these objectives and key results from last quarter to "Last quarter", keeping the wording …

    Board after this stepLast quarter's key results with scores and colors, so the room sees what carried over before writing anything new.

  4. 14–26 min

    Write candidate objectives

    In the kit

    Add what I'm about to say to "Candidate objectives" as separate sticky notes, one objective per note, keeping my wording …

    Board after this stepFifteen to thirty candidate objectives, numbers flagged in orange.

  5. 26–38 min

    Cluster and keep three to five

    In the kit

    Group the notes in "Candidate objectives" by what they aim to change, keeping every note's wording …

    Board after this stepThree to five objectives in the OKR set; every other idea is parked in "Not this quarter" with its dot count.

  6. 38–53 min

    Draft key results

    In the kit

    Look only at this objective …

    Board after this stepEach objective has two to four key results in measurable form; tasks have moved into Initiatives.

  7. 53–65 min

    Fill baselines and targets

    In the kit

    Fill the Baseline column of every key result table using only these current values …

    Board after this stepEvery key result has a real baseline, a target and a type; red cells show the numbers still missing.

  8. 65–75 min

    Stress-test the set

    In the kit

    Check the "OKR set" against these rules and add a comment on every key result or objective that breaks one …

    Board after this stepRule comments on the cards that need fixing, and one suggested health metric per objective for the team to accept or delete.

  9. 75–85 min

    Owners and initiatives

    In the kit

    Fill the Owner column with these names …

    Board after this stepOne owner per key result, every remaining initiative linked to a key result, and a clear list of what is not happening this quarter.

  10. 85–90 min

    Close with the OKR doc

    In the kit

    Turn this board into an OKR doc for Growth team at Pebble, a meal-kit startup for Q1 2027 with these sections …

    Board after this stepThe board stays as the planning record; the doc is the version people refer to all quarter.

After the meeting

  • OKR tracker sheet

    In the kit

    Create a sheet from the "OKR set" on this board with the columns Objective, Key result, Owner, Type, Baseline, Target, Current, Score …

  • Weekly check-in agenda

    In the kit

    Write a 15-minute weekly check-in agenda doc for these OKRs …

  • All-hands slides

    In the kit

    Turn this board into one slide per objective for an all-hands …

  • Send to Miro or Lucid

    In the kit

    Before I send this board to Lucid, tidy it …

What goes wrong on Claude Whiteboards

  • Tell Claude to write "?" instead of guessing. Asked to complete a key result, it will propose a plausible baseline, and a made-up baseline makes the end-of-quarter score meaningless. Every number on the board should come from a paste or from someone in the room.
  • 2 more pitfalls for this workshop are in the kit

Board layout

OKR planning
Company goal
Last quarter
Candidate objectives
OKR set: 5 objective slotsKey resultBaselineTargetOwnerType
Initiatives
Not this quarter
The board after the setup prompt, to scale. Claude draws these empty sections; your team fills them in over the next 8 steps.
You leave with

A board with last quarter scored 0.0 to 1.0, 3 to 5 objectives each with 2 to 4 key results that have a baseline, a target and one owner, initiatives linked to the key results they move, and a "Not this quarter" list. Plus an OKR doc and a tracker sheet with a score formula.

Agenda at a glance

MinutesStepWhat the board shows afterwards
0–4Lay out the boardTitle strip with the company goal, empty last-quarter, candidates, OKR set, initiatives and not-this-quarter sections.
4–14Score last quarterLast quarter's key results with scores and colors, so the room sees what carried over before writing anything new.
14–26Write candidate objectivesFifteen to thirty candidate objectives, numbers flagged in orange.
26–38Cluster and keep three to fiveThree to five objectives in the OKR set; every other idea is parked in "Not this quarter" with its dot count.
38–53Draft key resultsEach objective has two to four key results in measurable form; tasks have moved into Initiatives.
53–65Fill baselines and targetsEvery key result has a real baseline, a target and a type; red cells show the numbers still missing.
65–75Stress-test the setRule comments on the cards that need fixing, and one suggested health metric per objective for the team to accept or delete.
75–85Owners and initiativesOne owner per key result, every remaining initiative linked to a key result, and a clear list of what is not happening this quarter.
85–90Close with the OKR docThe board stays as the planning record; the doc is the version people refer to all quarter.

Run every workshop, not just the retro

Anthropic's help page gives three sample prompts. Free prompt packs give single prompts. The kit gives you the whole session: what to paste, in what order, how many minutes each step takes, what you do while Claude works and what the board should show before you move on.

Free hereWorkshop kit
Sprint retrospectiveThe whole scriptThe whole script
The other 11 workshopsAgenda, board layout and the first promptEvery prompt in order, with what you do at each step
Prompts that turn the board into a doc, deck, tracker sheet or Miro boardRetro onlyFor every workshop (40 in all)
Mistakes to avoid on Claude WhiteboardsOne per workshopAll of them
Single-job prompt library10 promptsAll 40
Copy, print or download a scriptRetro onlyAll 12, plus the whole kit as one Markdown file
A finished Claude Whiteboards launch timeline with sticky-note milestones from Day 1 to Day 12
A finished launch board from Anthropic's demo. The launch plan script builds this kind of board, then adds lanes, owners and a risk pass.

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