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CLI: conversation-aware thinking phrases in ThinkingIndicator #360

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#362
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CLI: conversation-aware thinking phrases in ThinkingIndicator#360
#362
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go:needs-researchNeeds investigationpriority:p2Next sprintsquadSquad triage inbox — Lead will assign to a membertype:featureNew capability

Description

@diberry
diberry
opened on Mar 12, 2026

Problem

While the coordinator processes a request, users see generic rotating phrases like "Routing to agent...", "Analyzing your request...", etc. These phrases don't reflect whether the new message relates to the ongoing conversation. The UX feels disconnected — especially in multi-task sessions.

Proposed Change

Enhance the ThinkingIndicator's rotating phrase pool with conversation-aware phrases. When there's conversation history (prior messages exist), mix in context-aware phrases like "Reviewing conversation context..." and "Connecting to previous work...". When it's the first message, keep the current generic phrases.

Scope

  • TypeScript changes to packages/squad-cli/src/cli/shell/components/ThinkingIndicator.tsx
  • Minor change to packages/squad-cli/src/cli/shell/components/App.tsx (pass conversation context flag)
  • Requires build verification and test updates

UX Before/After

Before (first message or follow-up — same phrases):

⠋ Routing to agent... (2s)
⠹ Analyzing your request... (5s)
⠼ Reviewing project context... (8s)

After (follow-up message — context-aware phrases mixed in):

⠋ Reviewing conversation context... (2s)
⠹ Connecting to previous work... (5s)
⠼ Evaluating options... (8s)

After (first message — unchanged):

⠋ Routing to agent... (2s)
⠹ Analyzing your request... (5s)

Activity

  1. diberry
    added a commit that references this issue on Mar 12, 2026

    feat: conversation-aware thinking phrases in ThinkingIndicator

    4a6e7b1
  2. bradygaster
    added
    squadSquad triage inbox — Lead will assign to a member
    squad:marquez
    squad:cheritto
    priority:p2Next sprint
    type:featureNew capability
    on Mar 13, 2026

  3. github-actions commented on Mar 13, 2026

    @github-actions
    github-actionsBot
    on Mar 13, 2026 – with GitHub Actions
    Contributor

    ⚠️ No squad member found matching label squad:marquez. Check .squad/team.md (or .ai-team/team.md) for valid member names.

  4. github-actions commented on Mar 13, 2026

    @github-actions
    github-actionsBot
    on Mar 13, 2026 – with GitHub Actions
    Contributor

    ⚠️ No squad member found matching label squad:cheritto. Check .squad/team.md (or .ai-team/team.md) for valid member names.

  5. github-actions
    added
    squad:fido
    go:needs-researchNeeds investigation
    on Mar 13, 2026

  6. github-actions commented on Mar 13, 2026

    @github-actions
    github-actionsBot
    on Mar 13, 2026 – with GitHub Actions
    Contributor

    🏗️ Squad Triage — Flight (Lead)

    Issue: #360 — CLI: conversation-aware thinking phrases in ThinkingIndicator
    Assigned to: FIDO (Quality Owner)
    Reason: Issue relates to testing/quality work

    @copilot evaluation: 🔴 Not suitable — issue involves work outside the coding agent's capability profile.

    Team roster:

    • Flight (Lead) → label: squad:flight
    • Procedures (Prompt Engineer) → label: squad:procedures
    • EECOM (Core Dev) → label: squad:eecom
    • FIDO (Quality Owner) → label: squad:fido
    • PAO (DevRel) → label: squad:pao
    • CAPCOM (SDK Expert) → label: squad:capcom
    • CONTROL (TypeScript Engineer) → label: squad:control
    • Surgeon (Release Manager) → label: squad:surgeon
    • Booster (CI/CD Engineer) → label: squad:booster
    • GNC (Node.js Runtime) → label: squad:gnc
    • Network (Distribution) → label: squad:network
    • RETRO (Security) → label: squad:retro
    • INCO (CLI UX & Visual Design) → label: squad:inco
    • GUIDO (VS Code Extension) → label: squad:guido
    • Telemetry (Aspire & Observability) → label: squad:telemetry
    • VOX (REPL & Interactive Shell) → label: squad:vox
    • DSKY (TUI Engineer) → label: squad:dsky
    • Sims (E2E Test Engineer) → label: squad:sims
    • Handbook (SDK Usability) → label: squad:handbook
    • Ralph (Work Monitor) → label: squad:ralph
    • @copilot (Coding Agent) → label: squad:copilot

    To reassign, remove the current squad:* label and add the correct one.

  7. bradygaster
    removed
    squad:fido
    on Mar 13, 2026

  8. bradygaster commented on Mar 13, 2026

    @bradygaster
    bradygaster
    on Mar 13, 2026
    Collaborator

    📌 Brady requested this issue be assigned to @diberry (docs/UX triage). Pending collaborator invite to complete assignment.

  9. bradygaster
    closed this as completedin #362on Mar 13, 2026
  10. diberry
    added 2 commits that reference this issue on Mar 14, 2026

    feat: conversation-aware thinking phrases in ThinkingIndicator

    a097592

    feat: conversation-aware thinking phrases in ThinkingIndicator

    b54dcff
  11. tamirdresher
    added 2 commits that reference this issue on Mar 16, 2026

    feat: terminal adaptivity 40-120 col range (github#360)

    2b61df2

    feat: breathtaking first-run wow moment (github#362)

    245ad0e
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