Resume Tailor

Overview

Optimize an existing resume for a specific job application by analyzing the job description, identifying keyword gaps, reordering sections for relevance, and rewriting bullet points to emphasize matching experience. Improve ATS (Applicant Tracking System) compatibility and increase interview callback rates.

Instructions

When a user asks you to tailor their resume for a job, follow these steps:

Step 1: Collect the inputs

You need two documents:

The resume: The user's current resume (text, PDF, YAML, or markdown)
The job description: The full job posting text

Read both documents and parse their content.

Step 2: Extract job requirements

Analyze the job description and categorize requirements:

Required Skills:
  - Python (mentioned 3x)
  - AWS (mentioned 2x)
  - REST API design (mentioned 2x)
  - SQL (mentioned 1x)

Preferred Skills:
  - Kubernetes
  - GraphQL
  - Team leadership

Key Responsibilities:
  - Build scalable microservices
  - Mentor junior developers
  - Collaborate with product team

Soft Skills:
  - Communication
  - Problem-solving
  - Cross-functional collaboration

Step 3: Analyze keyword match

Compare the resume against extracted requirements:

def analyze_keyword_match(resume_text, job_keywords):
    resume_lower = resume_text.lower()
    results = []
    for keyword in job_keywords:
        found = keyword.lower() in resume_lower
        results.append({
            "keyword": keyword,
            "found": found,
            "priority": "required" if keyword in required_skills else "preferred"
        })

    match_rate = sum(1 for r in results if r["found"]) / len(results)
    missing = [r["keyword"] for r in results if not r["found"]]
    return match_rate, missing

Present the analysis to the user:

Keyword Match Rate: 65% (target: 80%+)

Missing Required Keywords:
  - Kubernetes (add if you have experience)
  - GraphQL (add if you have experience)

Missing Preferred Keywords:
  - Team leadership (you have this - reword existing bullets)

Step 4: Rewrite bullet points

For each experience entry, rewrite bullets to incorporate missing keywords where the user genuinely has that experience:

Before:

- Built backend services for the payments team

After:

- Designed and built scalable Python microservices for the payments platform,
  serving 100K+ daily transactions via REST APIs on AWS

Rules for rewriting:

Only add keywords the candidate genuinely possesses
Lead with action verbs matching the job description language
Add quantifiable metrics where possible
Mirror the terminology used in the job posting

Step 5: Reorder sections

Prioritize sections based on what the job values most:

If the role emphasizes skills: move Skills section above Experience
If the role requires specific education: move Education up
If the role values projects: add or promote a Projects section
Always keep the most relevant experience entries first

Step 6: Generate the tailored resume

Save the optimized resume and provide a comparison:

Tailored resume saved to: resume_tailored.md

Changes summary:
  - Keyword match rate: 65% -> 88%
  - Rewrote 6 bullet points to include target keywords
  - Moved Skills section above Experience
  - Added "Kubernetes" to skills (from your DevOps experience)
  - Reordered experience to lead with most relevant role

Examples

Example 1: Tailoring for a data engineering role

User request: "Optimize my software engineer resume for this data engineer position at Snowflake."

Analysis output:

Current match rate: 55%

Missing high-priority keywords:
  - Apache Spark (you mention PySpark - standardize to "Apache Spark")
  - Data pipelines (reword "ETL processes" to "data pipelines")
  - dbt (not in resume - add only if experienced)
  - Snowflake (add to skills if experienced)

Recommended changes:
  1. Rename "ETL processes" -> "data pipelines" in 2 bullet points
  2. Add "Apache Spark" alongside existing PySpark mentions
  3. Move data-related projects above web development experience
  4. Add a "Data Engineering" subsection to skills

Updated match rate: 82%

Example 2: Career pivot resume optimization

User request: "I'm a frontend developer applying for a full-stack role. Help me emphasize my backend experience."

Approach:

Identify all backend-related experience currently buried in the resume
Rewrite the professional summary to position as full-stack
Promote any API, database, or server-side bullet points
Reorder skills to list backend technologies prominently
Add any backend side projects or contributions

Example 3: ATS optimization pass

User request: "My resume keeps getting rejected by ATS systems. Help me fix it."

Common ATS fixes:

Replace creative section headers with standard ones ("Work Experience" not "My Journey")
Remove tables, columns, and graphics that ATS cannot parse
Spell out acronyms on first use ("Amazon Web Services (AWS)")
Use standard date formats (Jan 2020 - Present)
Include exact job title keywords from the posting
Save as plain text or simple formatted document

Guidelines

Never fabricate experience or skills. Only incorporate keywords the candidate genuinely possesses.
Aim for an 80%+ keyword match rate with required skills from the job description.
Preserve the candidate's authentic voice while aligning with job posting language.
Use the exact terminology from the job description (e.g., if they say "CI/CD" don't write "continuous integration").
Keep bullet points to 1-2 lines each. Dense paragraphs hurt both ATS parsing and human readability.
Always show the user what changed with a before/after comparison.
Suggest removing irrelevant experience that adds length without value for the target role.
If the match rate is below 50%, honestly tell the user the role may not be a strong fit.
Save both the original and tailored versions so the user can compare and revert.

resume-tailor