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CV-2026 — Project Instructions for Claude

This project is Oleg's CV generation pipeline. It supports three workflows:

  1. Base CV refresh — turn a new Markdown CV into a styled PDF.
  2. Company tailoring — quickly adapt the latest base CV to a specific company/role and produce a tuned PDF.
  3. Application tracking — log applications, outreaches, and follow-up communications.

The visual format of every generated PDF must match base/reference/Oleg_Proskurin_Techlead_resume.docx.pdf — that file is the canonical style reference.

Browser access for logged-in sites

This project ships a Chrome session bound to Oleg's signed-in profile. Use it via the chrome-session skill (.claude/skills/chrome-session/). It is the right tool for: reading LinkedIn (feed, profiles, jobs), inspecting job descriptions and application forms on HR platforms (Greenhouse, Lever, Workable, Ashby, Workday, etc.), searching jobs, and any page where Oleg is already logged in.

Automatic fallback rule — if a standard fetch tool (WebFetch, curl, etc.) fails to retrieve a page because of bot blocking, 401/403, captcha, JS-only render, or a login wall, switch to the chrome-session skill immediately, without asking permission. Reading the page through Oleg's logged-in Chrome is the expected behavior for this project.

If the skill itself can't get the content (Chrome not running, or Oleg is not signed in on that site), stop and report — don't loop on retries and don't try to sign him in.

Folder layout

base/
  cv-YYYY-MM-base.md           # current master CV in Markdown
  reference/
    Oleg_Proskurin_*.pdf        # canonical visual reference (do not edit)
templates/
  cv-style.css                  # shared stylesheet — used by every CV
  cv-template.html              # skeleton HTML (use as a starting point)
tailored/
  <company-slug>/
    cv.md                       # tailored Markdown
    cv.html                     # generated HTML
    cv.pdf                      # final PDF
    notes.md                    # job posting, contact, decisions log
tracking/
  applications.md               # one row per application
  outreach.md                   # cold outreach + recruiter conversations
scripts/
  generate-pdf.mjs              # HTML -> PDF (puppeteer)
output/
  html/                         # generated HTML for base CVs (transient)
  pdf/                          # final PDFs for base CVs (committed)

Workflow 1 — Generate base CV PDF from Markdown

Input: base/cv-YYYY-MM-base.md Output: output/pdf/cv-YYYY-MM-base.pdf

Steps:

  1. Read the Markdown source and the reference PDF (base/reference/...) to confirm structure.
  2. Generate output/html/cv-YYYY-MM-base.html using templates/cv-template.html as a starting point.
    • Link the stylesheet via <link rel="stylesheet" href="/templates/cv-style.css" /> (absolute path — the PDF script serves the project root).
    • Map MD content to HTML tags verbatim — section titles, punctuation, list structure, dates, and contact separators must match MD character-for-character. The structure below is the tag shape; the text comes from MD. See "Content vs. style — separation rule" below.
  3. Run the PDF generator: 
    pnpm pdf output/html/cv-YYYY-MM-base.html
  4. Open the resulting PDF (output/pdf/cv-YYYY-MM-base.pdf) and verify single-page-ish, no orphan bullets, no overflow.

Workflow 2 — Tailor CV for a specific company

Input: latest base/cv-*.md + job description / company info Output: tailored/<company-slug>/cv.pdf

Steps:

  1. Create tailored/<company-slug>/ folder. Use a short kebab-case slug (e.g. vercel, stripe-platform, anthropic-applied).
  2. Copy the base MD into tailored/<company-slug>/cv.md.
  3. Tailor the content:
    • Summary: re-frame around the company's stack and the role's keywords. Keep facts intact, shift emphasis.
    • Skills: reorder so the most relevant categories/tools appear first. Drop categories that are irrelevant to keep density.
    • Bullets: reorder within each job so the top bullets match what the company values. Edit phrasing to use the company's vocabulary, but never invent achievements.
    • Keep length ≤ 2 pages.
  4. Save the job posting, recruiter contacts, and tailoring decisions in tailored/<company-slug>/notes.md.
  5. Generate tailored/<company-slug>/cv.html (same template/CSS).
  6. Run the PDF generator with an explicit output directory: 
    pnpm pdf tailored/<company-slug>/cv.html tailored/<company-slug>
    That writes tailored/<company-slug>/cv.pdf.
  7. Add a row to tracking/applications.md.

Workflow 3 — Tracking

  • tracking/applications.md: one row per application. Status column drives the funnel (applied, screen, interview, offer, rejected, withdrawn). Always store absolute dates (e.g. 2026-05-24).
  • tracking/outreach.md: log cold messages, recruiter pings, and follow-ups. One row per touchpoint; group by company.
  • When asked to "log this application" or similar, append to the right file — never rewrite existing rows unless explicitly asked.

Content vs. style — separation rule

This is the load-bearing rule for MD→HTML conversion. Read it before generating any HTML.

All text in the generated HTML comes verbatim from the source Markdown — section titles, contact-row separators, date formats, punctuation, bullet leads, list structure. The reference PDF supplies only visual conventions: typography, sizes, margins, colors, spacing, alignment, two-column header rows. The only allowed transformation is mapping MD markup to HTML tags:

  • # x → <h1>x</h1>
  • ## x → <h2>x</h2> (exact text — do not rename)
  • ### x → article header (exact text — do not reword)
  • **x** → <strong>x</strong>
  • *x* / _x_ → <em>x</em>
  • `x` → <code>x</code>
  • [text](url) → <a href="url">text</a>
  • - item → <li>item</li>
  • --- (horizontal rule) → drop (section separators are visual via <h2> underline)

Forbidden rewrites (examples — do not do these):

  • ## Summary → Professional Summary (rename) ❌
  • ## Experience → Work History (rename) ❌
  • · separators in contacts → | (substitution) ❌
  • Feb 2025 – Present → 02/2025 — Current (date reformatting) ❌
  • Skills bullet list collapsed into a dense paragraph (structure change) ❌
  • Job-description paragraph truncated to a short label (content loss) ❌

If the visual style of the reference PDF appears to conflict with what's in MD, the MD wins. Update MD if you want different content; never silently rewrite it during HTML generation.

Visual format rules (must match the reference PDF)

The CSS in templates/cv-style.css already encodes these — when generating HTML, just use the classes and the format will follow. Reference for human review:

  • Page: A4, ~12mm margins, single column.
  • Font: Times New Roman (serif), body 10.5pt, line-height 1.25.
  • Header: centered name in 14pt bold caps, role in 11pt bold, single contact row with | separators.
  • Section headings: ALL CAPS, bold, 10.5pt, with a thin bottom rule.
  • Job entry:
    • Header row: company (bold, left) — role (bold, right).
    • Meta row: short company descriptor (italic, left) — dates (italic, right).
    • Bulleted list with disc markers, hanging indent.
  • Links: blue #1155cc, underlined.
  • Length: target 2 pages.

HTML structure to use

<header class="cv-header">
  <h1 class="name">OLEG PROSKURIN</h1>
  <p class="role">Role line</p>
  <p class="contacts">email | LinkedIn | Telegram | Github | ...</p>
</header>

<section class="cv-section">
  <h2><!-- exact ## heading from MD, e.g. "Summary" --></h2>
  <p>...</p>
</section>

<section class="cv-section cv-skills">
  <h2>Skills</h2>
  <!-- For each `**Category**` block in MD followed by a `-` list,
       render the category as <strong> then a <ul> of bullets verbatim. -->
  <p><strong>Category</strong></p>
  <ul>
    <li>Item from MD bullet (text verbatim, including ":" and punctuation)</li>
  </ul>
</section>

<section class="cv-section">
  <h2><!-- e.g. "Experience" --></h2>
  <article class="cv-job">
    <!-- ### Company — Role  →  split on first " — " -->
    <div class="cv-job-header">
      <span class="company">Company</span>
      <span class="role">Role</span>
    </div>
    <!-- "**Dates** · Location" line  →  location left, dates right -->
    <div class="cv-job-meta">
      <span>Location</span>
      <span class="dates">Dates verbatim from MD (e.g. "Feb 2025 – Present")</span>
    </div>
    <!-- Full description paragraph from MD (do not truncate). Italic. -->
    <p class="cv-job-desc">Full descriptor paragraph from MD...</p>
    <ul>
      <li>Bullet text verbatim from MD (keep <strong>...</strong>: punctuation as-is)</li>
    </ul>
  </article>
</section>

<section class="cv-section">
  <h2><!-- e.g. "Education" --></h2>
  <p>...</p>
</section>

<section class="cv-section">
  <h2><!-- e.g. "Languages" --></h2>
  <p>...</p>
</section>

Conventions

  • Language: every artifact (HTML, MD, PDF, tracking rows, card notes) is in English. Always.
  • Filenames: kebab-case. CVs: cv-YYYY-MM-base.md for base, cv.md inside tailored/<slug>/ for tailored.
  • Dates: absolute (2026-05-24), never "last Thursday".
  • Don't edit the reference PDF. It is the immutable visual anchor.
  • Don't auto-regenerate PDFs unless Oleg asks — show diffs first when content changes.
  • Verify before claiming "done": after pnpm pdf, confirm the PDF exists and looks correct (open it, check page count). If you can't visually verify, say so.