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Check-in Helper

A small Claude Code skill pack that prepares periodic performance Check-in content by pulling real evidence from the tools you already use — GitHub, JIRA, Slack, Outlook/M365, and Confluence — and drafting two artifacts:

  1. Answers — the narrative you paste into the Check-in form (goals + "results delivered", "how you're growing", "feedback for manager").
  2. Evidence — a one-page proof sheet: tables of clickable ticket/PR links with status, so every claim in the Answers is traceable.

Claude does the reading, drafting, and formatting at request time using your config below plus whatever tool access your Claude Code environment has. Nothing is ever submitted or posted automatically — it only produces drafts for you to review and paste yourself.

What's in here

.claude/agents/checkin-create-agent/        # orchestrator agent: runs the whole pipeline in order
.claude/agents/checkin-polish-agent/        # agent: the review<->rephrase grade-and-tighten loop
.claude/skills/checkin-helper/SKILL.md      # main workflow: gather -> draft Answers + Evidence
.claude/skills/checkin-review/SKILL.md      # senior-manager review: score 12 weighted factors, verdict
.claude/skills/checkin-rephrase/SKILL.md    # tighten a goal or any answer (no lookups)
.claude/skills/checkin-recognition/SKILL.md # collect kudos/praise into a Recognition block
.claude/skills/checkin-convo-prep/SKILL.md  # talking points + likely Q&A for the check-in conversation
scripts/md2pdf.py                         # markdown -> styled HTML -> PDF (headless Chrome; tables + links)
config/identities-and-sources.example.md  # copy to identities-and-sources.md and fill in
config/form-templates.example.md          # copy to form-templates.md; paste the literal form wording
config/content-preferences.md             # how you want the writing to read
references/sources-and-connections.md     # prerequisites + what to pull + concrete query recipes
references/review-checklist.md            # self-review loop (senior-dev + manager passes) before presenting
references/performance-principles.md      # generic IC performance framing
references/check-in-writing-guide.md      # generic "how to write a strong check-in" guide
templates/answers.md                      # narrative template
templates/evidence.md                     # proof-sheet template

Which tools it connects to

checkin-helper pulls evidence from whatever is connected — GitHub (gh), JIRA, Slack, Outlook/SharePoint (Microsoft 365), and Confluence — and skips any that aren't. See references/sources-and-connections.md for the exact prerequisites, what it pulls from each, and the query recipes.

Setup (once)

  1. Copy config/identities-and-sources.example.md to config/identities-and-sources.md and fill in your handles, project keys, channels, and repos. This file is gitignored — it never gets committed.
  2. Copy config/form-templates.example.md to config/form-templates.md and paste the literal wording of your Check-in form (also gitignored).
  3. Skim config/content-preferences.md and adjust to taste.
  4. Make sure the skills are discoverable: either run Claude Code from this repo, or symlink all five into your user skills dir:
    mkdir -p ~/.claude/skills
    for s in checkin-helper checkin-review checkin-rephrase checkin-recognition checkin-convo-prep; do
      ln -sfn "$PWD/.claude/skills/$s" ~/.claude/skills/$s
    done
    mkdir -p ~/.claude/agents
    for a in checkin-create-agent checkin-polish-agent; do
      ln -sfn "$PWD/.claude/agents/$a" ~/.claude/agents/$a
    done
    

Usage — workflow (each cycle)

Nothing is submitted automatically; you review and paste into the form yourself.

SETUP (once) -> checkin-helper -> checkin-recognition -> [ checkin-review <-> checkin-rephrase ] -> SUBMIT -> checkin-convo-prep
                 (draft)           (enrich)                       loop until clean
  1. Setup (once) — fill config/identities-and-sources.md + config/form-templates.md; symlink the skills. Skip on later cycles.
  2. /checkin-helper <cycle> — draft. Builds on the prior cycle (rolls goals forward, gathers only what's new, enables trajectory), then gathers evidence into a complete output/<cycle>/evidence-pool.md — organized as units of work (accomplishments, not raw PRs), nothing dropped, the source of truth. Asks the ~5 non-system facts (customers, adoption, ahead-of-deadline, recognition, KT), then writes answers.md + evidence.md (+ PDFs) curated from the pool. Curate the narrative, never the pool.
  3. /checkin-recognition — enrich. Adds a Recognition block to the Evidence. Run before review so it gets graded.
  4. /checkin-review <-> /checkin-rephrase — grade, in a loop. Review scores the draft and tags fixes [wording] vs [real work]. For each [wording] fix, rephrase that section and re-run review. Stop when the score plateaus / only [real work] gaps remain (those are for next cycle, not the doc).
  5. Submit. Paste Answers by rich-copying from the .html (keeps bold + bullets); attach the Evidence PDF.
  6. /checkin-convo-prep — rehearse before the manager conversation.

Mental model: draft -> enrich -> (grade <-> tighten)^n -> submit -> rehearse. Only step 4 loops.

Agents (one-command orchestration)

Two optional agents run the skills in order, so you don't invoke them one by one:

  • checkin-create-agent — the full pipeline (checkin-helper -> checkin-recognition -> the checkin-review <-> checkin-rephrase loop) -> review-ready drafts. Run interactively (it asks the ~5 non-system facts up front, then runs). e.g. "prepare my 2026 August check-in" (cycle name = <Year> <Month>).
  • checkin-polish-agent — just the grade-and-tighten loop on an existing draft. e.g. "polish my check-in". Needs no input; safe to run in the background.

Both call the skills above; nothing is submitted automatically.

Privacy note

This repo ships only generic scaffolding. Keep all real data out of git:

  • your filled config/identities-and-sources.md,
  • any employer-specific/confidential performance rubric,
  • every generated Check-in (goals, results, ticket IDs, customer names, unreleased security details).

The .gitignore is set up to keep those local. Don't commit them — especially to a public repo.

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