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Project pre-mortem on Claude Whiteboards

Declare that the project has already failed, have everyone write why, group and rate the reasons, and leave with a prevention step, an early warning sign and an owner for each top risk.

60 minutes · 4–10 people · 9 prompts · first prompt free

Use it when: A plan is agreed but work has not started, with 4 to 10 of the people who will do the work.

It is the week after the deadline. The project has failed.
The plan
Why it failed
Risk gridTop risks
Risk registerRiskPreventEarly warning signOwnerCheck date
The board after the setup prompt, to scale. Claude draws these empty sections; your team fills them in over the next 8 steps.

Project pre-mortem

60 minutes · 4–10 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. 3′Put the plan on the board
  3. 8′Declare the failure and write alone
  4. 20′Round-robin readout
  5. 28′Group into failure themes
  6. 33′Find what nobody wrote
  7. 37′Rate likelihood and impact
  8. 43′Prevention and early warning signs
  9. 55′Owners and plan changes

Agenda, 60 minutes. Click a time to jump to its step.

Before the meeting
  • Write the plan as 5 to 10 plain lines: goal, deadline, scope, milestones, who does what. You paste it in step 2. Claude only works from what is on the board, not from your project doc or connected apps.
  • Invite the people who will do the work, not only their managers. Click Share and invite them by email; guests outside your organization need the outside-invitations setting turned on by a Team or Enterprise admin.
  • Run step 1 ten minutes early, so people join a board that already shows the failure banner.
  1. 0–3 min

    Lay out the board

    Run this before people join. Check that the red banner is at the top and "Why it failed" is the largest area on the board.

    Start a whiteboard for a pre-mortem on Moving 1,200 customer accounts to the new billing system. At the top, add a red banner that reads: "It is the week after March 31. Moving 1,200 customer accounts to the new billing system has failed. It was a clear failure, not a near miss." Below the banner on the left, add an empty section called "The plan". Next to it, add a large empty section called "Why it failed" that takes up most of the board. Below those, add an empty 2 by 2 grid called "Risk grid" with Likelihood on the horizontal axis (low to high) and Impact on the vertical axis (low to high). At the bottom, add a section called "Risk register" laid out as a table with the columns Risk, Prevent, Early warning sign, Owner, Check date.

    Board after this stepRed failure banner, an empty plan section, a large empty "Why it failed" area, an empty risk grid and an empty register table.

  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 project pre-mortem, what to do while Claude works on each one, and 3 follow-up prompts: Risk register sheet, Revised plan doc, Weekly warning-sign check. The same for all 12 workshops, plus the 40-prompt library.

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  3. 3–8 min

    Put the plan on the board

    In the kit

    In "The plan", put each line of this plan on its own sticky note, in the same order, keeping the wording and every number and date exactly …

    Board after this stepThe agreed plan as 5 to 10 notes, so everyone writes against the same version.

  4. 8–20 min

    Declare the failure and write alone

    In the kit

    Add what I'm about to say as separate sticky notes in "Why it failed", one note per reason …

    Board after this stepThirty to eighty failure reasons, each a past-tense event with initials.

  5. 20–28 min

    Round-robin readout

    In the kit

    Add these reasons from the readout as separate sticky notes in "Why it failed", in the past tense, keeping the wording …

    Board after this stepEvery reason anyone in the room holds is on the board, including the ones people only say out loud.

  6. 28–33 min

    Group into failure themes

    In the kit

    Group the sticky notes in "Why it failed" by theme …

    Board after this stepSix to twelve named failure themes with counts.

  7. 33–37 min

    Find what nobody wrote

    In the kit

    Find the gaps …

    Board after this stepUp to five grey suggestions next to the plan; the team keeps the real ones.

  8. 37–43 min

    Rate likelihood and impact

    In the kit

    Place a copy of each theme label in the "Risk grid" using only these ratings from the team …

    Board after this stepEvery theme sits in a quadrant; the high-high square holds the top risks, usually three to five.

  9. 43–55 min

    Prevention and early warning signs

    In the kit

    Look only at the notes in this group …

    Board after this stepEach top risk has sized prevention options, one of them ticked, and one early warning sign.

  10. 55–60 min

    Owners and plan changes

    In the kit

    Turn every top risk into a row in the "Risk register" table …

    Board after this stepA filled risk register and a list of plan changes; the board stays as the record.

After the meeting

  • Risk register sheet

    In the kit

    Create a sheet from the "Risk register" table on this board with the columns Risk, Prevent, Early warning sign, Owner, Check date, Status, Last …

  • Revised plan doc

    In the kit

    Turn this board into a one-page doc called "Moving 1,200 customer accounts to the new billing system …

  • Weekly warning-sign check

    In the kit

    Write the early warning signs from the register as a numbered checklist, one line each with its owner and check date, that I can paste into our …

What goes wrong on Claude Whiteboards

  • Keep "has failed" in the past tense in every prompt. Ask Claude for "risks" and the notes come back hedged and generic, such as "possible delays"; ask why it failed and the notes name concrete events.
  • 2 more pitfalls for this workshop are in the kit

Board layout

It is the week after the deadline. The project has failed.
The plan
Why it failed
Risk gridTop risks
Risk registerRiskPreventEarly warning signOwnerCheck date
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 the plan, every failure reason grouped into named themes, a likelihood by impact grid, and a prevention step, early warning sign and owner for each top risk. Plus a list of changes to the plan and a risk register sheet.

Agenda at a glance

MinutesStepWhat the board shows afterwards
0–3Lay out the boardRed failure banner, an empty plan section, a large empty "Why it failed" area, an empty risk grid and an empty register table.
3–8Put the plan on the boardThe agreed plan as 5 to 10 notes, so everyone writes against the same version.
8–20Declare the failure and write aloneThirty to eighty failure reasons, each a past-tense event with initials.
20–28Round-robin readoutEvery reason anyone in the room holds is on the board, including the ones people only say out loud.
28–33Group into failure themesSix to twelve named failure themes with counts.
33–37Find what nobody wroteUp to five grey suggestions next to the plan; the team keeps the real ones.
37–43Rate likelihood and impactEvery theme sits in a quadrant; the high-high square holds the top risks, usually three to five.
43–55Prevention and early warning signsEach top risk has sized prevention options, one of them ticked, and one early warning sign.
55–60Owners and plan changesA filled risk register and a list of plan changes; the board stays as the record.

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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