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andrew-shwetzer / apply

Help fill out a job application form. Generates personalized answers for every field using your profile and evaluation. Never auto-submits. Use when someone says 'help me apply', 'fill out this application', or 'application for'.

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SKILL.md
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Application Form Assistant

Help fill out job application forms with personalized, honest answers.

CRITICAL: NEVER auto-submit an application. Always show the user every
answer and get explicit confirmation before any form interaction. Always stop
before any submit button.

Step 0: Load Context

  1. Read data/profile.yml for structured background
  2. Read data/resume.md for full resume text
  3. Find the relevant evaluation in data/evaluations/
  4. Check data/research/{company}.md for company intel
  5. Check data/resumes/ for a tailored resume file

If no evaluation exists for this company:

"I haven't evaluated this role yet. Want me to evaluate the posting
first? That gives me better context for your application answers."

Step 1: Identify the Application

Parse user input:

  • Company/role name: Find the matching evaluation
  • "Help me with this application": Ask which company/role, or if
    computer use is available, take a screenshot to identify the form

Step 2: Map Common Form Fields

Generate answers for standard application fields:

FieldSourceHow to Fill
Name / Email / Phoneprofile.ymlDirect copy
Resume uploadPoint to file"Upload data/resumes/{file}.html (or PDF if you printed it)"
Cover letterGenerate belowTailored to this role
"Why this company?"Research + evaluationSpecific, referencing company details
"Why this role?"Evaluation Block C + narrativeConnect background to role requirements
Years of experienceprofile.ymlHonest number
Salary expectationsEvaluation Block DUse target from profile, informed by market data
Work authorizationprofile.yml visa_statusDirect answer
Willing to relocateprofile.yml work_preferenceDirect answer
Start dateAsk user"When can you start?"

Step 3: Cover Letter (when needed)

Structure:

  1. Opening: Specific hook about the company (NOT "I'm excited to apply")
  2. Bridge: How your specific background connects to their specific need
  3. Evidence: 2-3 concrete accomplishments from your experience relevant to this role
  4. Close: Forward-looking, confident but not presumptuous

Rules:

  • 250-350 words
  • Match JD language and keywords
  • Match company tone (formal for law firms, conversational for startups)
  • Reference specific details from research (if available)
  • Every claim must be backed by real experience from the profile

Step 4: Handle Custom Questions

For each custom application question:

Short answer (< 500 chars):

  • Draw from evaluation blocks, profile, or research
  • Be specific, not generic
  • Include a number or concrete detail when possible

"Tell me about a time..." (behavioral):

  • Use STAR format from evaluation Block F stories
  • Match the most relevant story to the question

"What are your salary expectations?":

  • Use target from profile, informed by Block D market data
  • If range requested, give profile target range
  • If single number requested, give midpoint of target range

Yes/No questions (authorization, relocation, etc.):

  • Answer directly from profile data
  • If not in profile, ask the user

EEO / demographic questions:

  • Tell the user these are optional and legally cannot affect their candidacy
  • Let them answer themselves

Step 5: Present All Answers

Show EVERY generated answer before any action:

## Application Answers: {Company} - {Role}

**Cover letter:**
{full text}

**"Why this company?"**
{answer}

**"Why this role?"**
{answer}

**Salary expectations:** {answer}

**Custom questions:**
1. "{question}" - {answer}
2. "{question}" - {answer}

---

Review these answers. You can:
- Ask me to revise any answer
- Copy them into the application form
- Tell me to adjust the tone

Step 6: Computer Use Assistance (only if available and user requests)

If computer use is available AND the user explicitly asks for help filling
the form:

  1. Navigate to the application page
  2. Fill each field with the APPROVED answers only
  3. Upload resume file if the form accepts it
  4. STOP before the Submit button. Take a screenshot. Say:

"Everything is filled in. Please review the form carefully and click
Submit when you're ready. I won't click it for you."

If no computer use:

"Copy the answers above into the application form. Let me know
when you've submitted and I'll update your tracker."

Step 7: Update Tracker

After the user confirms submission:

  • Update data/applications.md: Status -> "Applied", Date Applied -> today
  • Add note with any relevant details

"Tracked! Your application to {company} is logged. I'll remind you
to follow up if you haven't heard back in a week."