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ExecHQ design prototype

Chart a New Course: plan brief

Template: Explore and clarify a new opportunity or direction. User-facing name: Chart a New Course.

Status: draft. The name, template, stages and the routing example are Kate's (12 October 2026). Everything else is Proposed: drafted by Claude from Step Up's recipe and the prototype, for Kate to confirm. Rules every plan shares are in plans/shared.md.


1. Plan card

Intended user situationA senior leader who feels stuck or restless and wants something different, but can't yet name the role or direction.
Desired outcomeA direction specific enough to plan around, chosen on evidence rather than nerves, with a story that makes the move look deliberate, and a hand-off to the plan that helps her get there.
Common constraintsUncertainty, confidentiality while she is still employed, limited time, an identity tied to her current role, and a fear of choosing wrong.

1.1 How people arrive here

  • Direction answer: "I know I want something different, but I cannot name the role yet."
  • Timing answer: "I am still figuring it out."
  • Refinement answer: "Clarifying what comes next."
  • Driver: "I feel stagnant in my career."

When another plan fits better

  • She can name the role, and has a moment coming → Make the Move.
  • She wants to grow where she is, once she has named what is wrong → Lead Where You Are.
  • What is wrong is the size of her role, not its direction → Step Up.

This plan is meant to end. Its last stage hands her to one of the other four.

1.2 Stages and success signals

StageSuccess signal
1. Name what is not workingShe has written down what she would keep and what she would not miss about her current work, and what she is good at regardless of where.
2. Test directions at low riskShe has named a few directions, talked to people already in them, and ruled out at least two for real reasons.
3. Generate a new sparkShe has tried something small and new and recorded what gave her energy and what did not.
4. Build a transferable narrativeShe has a story that connects her past to the direction she is drawn to, and her public profile no longer contradicts it.
5. Navigate a directionShe can name the direction she is going for and why, and has chosen the plan that will get her there.

2. Action playbook

The agent recommends the step whose trigger matches her situation now. If she names a clear direction early, it moves her to stage 5.

Stage 1: Name what is not working

1.1 Write down what she would keep and what she would not miss

HorizonShort-term
TriggerShe chose "something different" or "still figuring it out", or describes feeling stuck without saying why.
Done whenShe records at least three things she would keep and three she would not miss.
Evidence ExecHQ keepsHer two lists, a completion timestamp. Kept private to her.
Plan area and signalPlan area: what is not working. Signals: none directly.
ToolNone in V1.
Follow-upNone.

1.2 Write what she is good at, separated from where she has done it

HorizonShort-term
TriggerShe has named what is not working, and describes her strengths only through her current role.
Done whenShe saves a short statement of strengths that would matter anywhere, and confirms it.
Evidence ExecHQ keepsThe saved statement, its edit history, her confirmation.
Plan area and signalPlan area: transferable strengths. Signals: the base for a later narrative and profile.
ToolPositioning Builder. Onboarding's one-sentence statement is the first version.
Follow-upNone.

Stage 2: Test directions at low risk

2.1 Name two to four directions worth testing

HorizonShort-term
TriggerShe knows her strengths and what she wants to leave behind, but has not named any options.
Done whenShe records two to four directions, each with what draws her to it.
Evidence ExecHQ keepsThe directions, a completion timestamp.
Plan area and signalPlan area: directions. Signals: none directly.
ToolNone in V1.
Follow-upNone.

2.2 Talk to people already doing the work in each direction

HorizonMedium-term (30 to 60 days)
TriggerShe has directions to test, and has not yet spoken to anyone in them.
Done whenShe records at least four conversations across her directions, each with what she learned.
Evidence ExecHQ keepsThe conversations she records, their dates.
Plan area and signalPlan area: directions. Signals: none of the six; this is private exploration.
ToolPitch Builder, for a short note asking for the conversation.
Follow-upAfter each conversation, the Loop asks what she learned.

2.3 Rule out what does not fit, for real reasons

HorizonShort-term
TriggerShe has had conversations in at least two directions.
Done whenShe crosses off at least one direction and records why.
Evidence ExecHQ keepsThe directions ruled out and her reasons.
Plan area and signalPlan area: directions. Signals: none directly.
ToolNone: it is answered in the Loop.
Follow-upNone.

Stage 3: Generate a new spark

A spark is a small, new experience that shows her what gives her energy. It tests interest, where stage 2 tested fit.

3.1 Try one small, new thing in a direction she is drawn to

For example: a short course, an advisory conversation, a volunteer or side project, or writing about a new area.

HorizonMedium-term (30 to 60 days)
TriggerShe has narrowed her directions but can't tell which one she actually wants.
Done whenShe records what she tried and what gave her energy and what did not.
Evidence ExecHQ keepsWhat she tried, her reflection, the date.
Plan area and signalPlan area: spark. Signal: published content if she writes; otherwise none.
ToolThought Leadership Builder, if she writes.
Follow-upThe Loop asks how it felt, a week after she starts.

3.2 Respond to a Briefing read in a direction she is curious about

HorizonShort-term, recurring
TriggerA read in today's Briefing touches a direction she is exploring.
Done whenShe writes a short response, published or kept private.
Evidence ExecHQ keepsThe draft linked to its source read, its lifecycle state.
Plan area and signalPlan area: spark. Signals: published content, if she publishes.
ToolThought Leadership Builder, started from the Briefing.
Follow-upNone.

Stage 4: Build a transferable narrative

4.1 Write the story that makes the move look deliberate

HorizonShort-term
TriggerOne direction stands out, and she can't yet explain how her past leads to it.
Done whenShe saves a story connecting her strengths and experience to the direction, and confirms it.
Evidence ExecHQ keepsThe saved story, its edit history, her confirmation.
Plan area and signalPlan area: transferable narrative. Signals: the base for LinkedIn and published content.
ToolPositioning Builder.
Follow-upNone.

4.2 Bring her public profile quietly in line with the narrative

HorizonShort-term
TriggerHer narrative is saved, and her profile describes only her current role.
Done whenShe confirms she has updated her headline and About section, as far as she is comfortable while employed.
Evidence ExecHQ keepsHer confirmation and the date. ExecHQ does not read her profile in V1.
Plan area and signalPlan area: transferable narrative. Signals: LinkedIn and AI discoverability.
ToolPositioning Builder: copy the narrative for her About section.
Follow-upNone.

Stage 5: Navigate a direction

5.1 Name the direction she is going for, and why

HorizonShort-term
TriggerShe has a narrative and has tested at least one direction for real.
Done whenShe records the direction, specific enough to plan around, and her reasons.
Evidence ExecHQ keepsThe direction, her reasons, the date.
Plan area and signalPlan area: direction. Signals: decides which signals the next plan leans on.
ToolNone.
Follow-upNone.

5.2 Move to the plan that will get her there

HorizonShort-term
TriggerShe has named her direction.
Done whenShe accepts a new plan, or chooses to keep exploring.
Evidence ExecHQ keepsThe plan change, carrying over everything she has saved.
Plan area and signalPlan area: plan adjustment.
ToolNone.
Follow-upThe agent offers the plan that fits: Make the Move for a specific role or moment, Step Up for a bigger role where she is, Make Your Mark for a new field to be known in, Lead Where You Are to stay and grow. It never switches without asking.

3. Feedback

Kate, 14 Oct. Which steps ask her for feedback, and of which type. The types and their answers are in plans/shared.md, section 6. Proposed, all of the table: the source names no feedback.

StepAsks?TypeWhen ExecHQ asksWhat her answer changes
1.1 What she would keep, and what she would not missNoNoneRecording them is done
1.2 What she is good at, apart from where she has done itYesIs this right?As soon as it is drafted"Yes, that's it" completes the step; "Change it" reopens Positioning Builder
Stage 1 endsYesStage check-inWhen 1.1 and 1.2 are donePartly or Not yet: Stage 2 opens with what she is least sure of. Stuck: one step, and offers talking it through
2.1 Two to four directions worth testingNoNoneRecording them is done
2.2 Talk to people doing the work in each directionYesWhat came of it? on the note; How did it go? on the conversation ("What did you learn?")5 days after she sends the note; the day after each conversationA yes to the note: prepare for the conversation. What she learned is kept against that direction and feeds 2.3. Nothing yet: copies the follow-up
2.3 Rule out what does not fit, for real reasonsNoNoneCrossing a direction off, with why, is the answer
Stage 2 endsYesStage check-inWhen 2.2 and 2.3 are donePartly or Not yet: one more conversation in the direction she knows least. Less sure: Stage 3 starts small
3.1 Try one small, new thing in a direction she is drawn toYesWhat came of it? ("How did it feel?": Gave me energy · Mixed · Not for me · Haven't started · It's no longer relevant)A week after she startsGave me energy: that direction leads into Stage 4. Not for me: another direction to try. Haven't started: asks again a week later
3.2 Respond to a Briefing read in a direction she is curious aboutOnly if publishedWhat came of it? ("How did it land?")7 days after she marks it published; nothing if she keeps it privateIt went well: offers that direction for 3.1
Stage 3 endsYesStage check-inWhen 3.1 is doneYes: Stage 4 builds the narrative for that direction. Partly or Not yet: another small thing to try
4.1 The story that makes the move look deliberateYesIs this right?As soon as it is drafted"Yes, that's it" completes the step; "Change it" reopens Positioning Builder
4.2 Her public profile, quietly in line with the narrativeNoNoneConfirming the update is done, as far as she is comfortable
Stage 4 endsYesStage check-inWhen 4.1 is donePartly or Not yet: one step on the part of the story that doesn't hold yet
5.1 Name the direction she is going for, and whyNoNoneRecording it is done
5.2 Move to the plan that will get her thereNoNoneHer choice is the answer: a new plan, or keep exploring. It never switches without asking
Stage 5 endsYesStage check-inWhen 5.2 is doneCloses the plan. Her feeling shapes how the next plan starts

4. Signal emphasis

Internal only, never shown to her. A dash means the plan does not recommend work in that signal in that stage. Most of this plan is private exploration; signals come in once she has a direction to show.

Signal1. Name what is not working2. Test directions at low risk3. Generate a new spark4. Build a transferable narrative5. Navigate a directionHow it helps her find a direction
LinkedIn—Foundation: notice how people in each direction describe themselves—Primary: bring the profile quietly in line with the narrativeEvidence: a profile ready for the next planWhere a new direction first becomes visible
Press—————Rarely relevant before a direction is chosen
Speaking——Foundation: notice which topics she would want to speak on—Evidence: carry that into the next planA later way to show the new direction
Podcasts—Foundation: listen to shows in each direction to learn the language———A low-risk way to learn a field before committing
Published content——Primary: write about a new area, published or privatePrimary: express the narrative in her own wordsEvidence: carry what she wrote into the next planShows her thinking in the new area
AI discoverability———Evidence: check her public picture doesn't contradict the narrative—Whether people in the new field can find her for it

5. How the agent behaves on Chart a New Course

It adds to the rules every plan shares (plans/shared.md, section 5).

  • Curious, not prescriptive. It asks before it suggests, and never tells her what she should want.
  • Evidence over nerves. It helps her rule options in or out for real reasons, and notices when fear is doing the deciding.
  • Discreet. She may still be employed. It never suggests anything that would make her search visible at work unless she chooses to.
  • Low risk first. It favours small, reversible tests over big moves until she has a direction.
  • It aims to end. The plan succeeds when she leaves it for another plan, not when she stays.

6. Open questions

  1. "Generate a new spark". The meaning above (a small, new experience that shows what gives her energy) is Claude's reading. Is that what you meant?
  2. "Navigate a direction". Does the plan end when she chooses, with a hand-off, or does stage 5 include early steps toward the direction?
  3. Order of stages 3 and 4. A spark sometimes comes before testing. Should the agent be free to recommend stage 3 steps during stage 2?
  4. Private records. Her lists, directions and conversations need a private place to live. None has a V1 screen. Are they V1?
  5. Pace. No suggested period per stage yet. The prototype uses four weeks a stage.

Prototype hub

Sprint 1

Sprint 2

Sprint 3

Sprint 4

Sprint 5