Headhunter — A job search that actually knows you | Arjun Nayyar
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A job search that
actually knows you.

Everything else floods you with hundreds of generic listings. Headhunter does the opposite — it learns you deeply, then hands you only the handful of roles actually worth your time.

Local-first · no Headhunter account, no Headhunter server
Today's shortlist
29 Jun
94
Head of Growth
Anthropic · Remote
GREAT FIT
91
VP, GTM Strategy
Ramp · New York
GREAT FIT
127 more scored today — held back, below your bar.
The problem

The few roles that fit are buried under hundreds that don't.

Hundreds of listings a day across five different platforms — and the good ones are buried.

Every serious application means rewriting your CV and cover letter from scratch.

Follow-ups slip. After a hundred applications you've lost track of what's where.

See it in motion

The whole idea, in 60 seconds.

Why it's different

First, it gets to know you.

Before it scores a single job, it builds a model of what a great role looks like — for you specifically.

STEP 01

It reads your CV, line by line.

Every role, every number, every quantified win — parsed into a full picture of your career, not a keyword bag.

cv-base.md
+46%
₹280Cr
STEP 02

Then it interviews you.

A real conversation — 30+ questions across 9 dimensions of your career: ambitions, deal-breakers, the kind of team you do your best work in.

30+ questions 9 dimensions
When you've loved a job, what made it click?
Real ownership, an AI-first product, and people sharper than me.
7 / 9 sections
STEP 03

And builds a scoring model tuned to you.

45+ weighted signals, your must-haves, your hard deal-breakers — distilled into one 0–100 fit score on every listing it ever sees.

YOUR SIGNAL WEIGHTS
94
0–100 FIT
AI-first product
Seniority & scope
Build-from-scratch
Comp floor

Some days, that's just

2 roles.

Other days it's 9 you'd never have found — buried across three platforms you didn't have time to check.

Never a number for its own sake. Only what actually clears your bar.

96
Founding PMM
Wellfound
89
Director, Growth
iimjobs
87
Head of Brand
LinkedIn
Once you're set up

Press start, then ride along.

You run the search — together

🟡 May need you for a quick login, CAPTCHA, or OTP now and then — mostly on the first run

You run the search; Claude does the sweeping — together. Click once and a browser window opens where Claude works through your job boards live. It drives your own logged-in Chrome — which is exactly why it reaches roles a headless bot gets blocked from. Most of the time it just runs; now and then — usually the first time it visits a board — it pauses and asks you to clear a login, CAPTCHA, or one-time code, then carries straight on. Think co-pilot, not a robot you leave running overnight. When it's done, your ranked shortlist is waiting in the dashboard.

Writes your documents the moment you approve

Approve a role and it drafts a tailored CV and cover letter for that exact job — saved, ready for you to review and send.

Never lets a follow-up slip

Stripe · Growth Lead
applied · 2d
Ramp · Head of GTM
follow up · 7d
Notion · VP Strategy
overdue · 14d

Gets sharper with every decision

Every approve and reject teaches it your taste. About every ten decisions it reviews the patterns and proposes updates to its own scoring weights.

agency roles weight ↓ −18% AI-first ↑ +24%
See the output

What you actually get back.

Skip the 15-minute search itself — here's what's waiting in your dashboard: a scored shortlist with the reasoning, a live pipeline with follow-ups, the roles it passed on and why, and a spot to feed it a listing yourself.

Pending review — two scored role cards with fit percentages and the reasoning behind each
Each role scored 0–100, with the why — approve, reject, or note.
Active pipeline table showing roles, scores, days since applied, and follow-up flags
Your live pipeline, with follow-ups flagged before they slip.
Rejected roles with the specific reason each was passed on
The roles it passed on — and the honest reason for each.
Inbox form to submit a job listing by URL or pasted description
Found one yourself? Drop in a link and it scores that too.
Your sources, your rules

You choose where it looks.

During setup you pick the boards and Gmail alerts for your market — LinkedIn plus whatever matters where you’re searching. It dedupes across all of them, then scores every listing against your profile.

Global & inbox ALWAYS ON
LinkedIn Jobs Wellfound Gmail job alerts
The boards for your market YOU CHOOSE
Indeed Your regional boards + Add your own

Wherever you’re searching, you set the local portals for your region during setup — and can add or remove any source anytime in your preferences.

No surprises

What it deliberately doesn't do.

It never applies for you

It drafts the CV and cover letter. You review and submit every single application.

Local-first, not zero-cloud

Your files stay on your computer — no Headhunter account, no Headhunter server. Claude still reads your CV and the listings to do the work, so that goes to Anthropic, same as any Claude chat.

No email or calendar hooks

Follow-ups are flagged and saved for you — it reminds you to send them, it doesn't send them itself.

It isn't magic on its own

Claude does the thinking, so it needs an active Claude subscription — billed separately by Anthropic.

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🪟 Built & tested for Windows. Mac should work, but isn't tested yet.

Headhunter runs on your own Claude plan (that's the AI doing the work): Claude Pro (~US$20/mo) is enough to get going; heavy daily searching can hit Pro's limits, so power users may prefer Claude Max (~US$100/mo). Billed by Anthropic, separate from the $29 — you pay Anthropic directly, not us.

Questions.

LinkedIn Jobs plus the boards and Gmail alerts for your market — you pick which ones during setup, so it works wherever you’re searching. Everything is deduplicated and scored against your profile before it reaches your shortlist.

After it interviews you, every listing gets a 0–100 fit score from 45+ weighted signals — your must-haves, the things that put you off, and hard deal-breakers that override everything. You see a ranked shortlist, not raw noise.

No — and that's deliberate. It writes a tailored CV and cover letter for each role you approve, but you always review and submit the application yourself. Nothing is ever sent on your behalf.

Yes. Claude is the AI doing the searching, scoring and writing, so you need an active Claude subscription — Claude Pro (about US$20/month) is the cheapest that works. If you run heavy daily searches you may hit Pro's limits and want Claude Max (~US$100+/month). Either way it's billed by Anthropic and separate from the one-time $29 for Headhunter itself.

A Windows PC — Headhunter is built and tested on Windows. It should also run on Mac, but that path isn't verified yet, so Mac buyers may hit a rough edge. Plus a few free pieces the guide walks you through: Claude Code (signed in with your paid Claude account), Google Chrome with the "Claude in Chrome" extension (this is what powers the daily search), and your Gmail connected to Claude so it can read your job-alert emails. First-time setup takes about 30–45 minutes and includes three quick by-hand steps — signing into Claude Code, adding the Chrome extension, and connecting Gmail — because they log into your own accounts. After that, it's a single click to run.

Headhunter stores everything as plain text files on your own computer — no Headhunter cloud, no database, no account, and nothing is sent to us. The AI itself is Claude, so the content Claude works on (your CV, the listings, your preferences) is processed by Anthropic, exactly as in any Claude conversation. The daily search also reads your Gmail alerts and browses job boards to do its work.

An honest picture: the first run is a one-time setup (~30–45 min), then a 20–30 minute interview where Headhunter learns you — have your CV handy, and you'll tell it which countries and job boards to search (it's tuned to your market, not a preset). Each day after: click to run the search, keep half an eye on it for a couple of minutes, then review your shortlist and approve the roles you like. A sharp assistant that does the grunt work — not a one-click magic button.

Mostly, yes. The daily browser search, the tailored CVs and cover letters, and your pipeline all work on a shared plan — each person uses their own Chrome and their own separate profile. The one exception is the Gmail job-alert scan: Claude connects to a single Gmail per account, so on a shared subscription only one person's alerts get scanned at a time. Simplest is to skip the Gmail step (the live search works without it); if each person wants their own alerts, you reconnect Gmail to that person when you switch. One heads-up: a Claude plan's usage is per-account, so two people searching daily will reach its limits about twice as fast.

Anyone running an active job search — your first role or your next big move. It's especially useful when you're evaluating a lot of listings at once and want quality over quantity.

© 2026 Arjun Nayyar ← Back to home