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Cover: Have ChatGPT apply to 100 jobs for you.
ChatGPT A Setup Guide · 2026-09-16

Have ChatGPT apply to 100 jobs for you.

And land high-quality interviews.

Four tips, then four prompts in one chat. Every screenshot below is the real run.

Read time 4 min
Prompts 4
Skill level Beginner
What's inside

Four tips. Five steps.

  1. Four tips before you start
  2. Step 01 — Drop in your CV
  3. Step 02 — Build the master CV
  4. Step 03 — Switch on the browser
  5. Step 04 — Get the spreadsheet
  6. Step 05 — Let it apply
Read these first

Four tips before you start.

  • 1

    Give ChatGPT your details upfront

    Application forms ask the same questions every time. Tell it your answers before prompt 1 and it fills them in instead of stopping to ask. For example:

    • Current city, preferred job locations, and whether you'd relocate
    • Work authorization / visa sponsorship
    • Notice period or start date
    • Salary range
    • Remote, hybrid or on-site
    • Demographic details — gender, race or ethnicity
    • Veteran status, disability status
    • Phone, email, LinkedIn URL
  • 2

    Turn the speed up

    In the composer, open the effort control and set GPT‑6 Astra · Light, then drag the slider to 1.5× speed. It gets through the list far faster.

    The ChatGPT effort control set to GPT-6 Astra Light, with the speed slider showing 1.5x speed and More usage.

    Warning: 1.5× burns your usage much faster. On a basic plan, leave it at the default and let the run take longer.

  • 3

    Stop your computer sleeping

    This run takes hours, and it stops when your machine does. Set the display and system sleep to Never before you start — on a Mac that's System Settings → Lock Screen, or just leave it plugged in with Caffeinate running.

    Come back to a finished list instead of one that stalled at row nine.

  • 4

    Start in Work mode

    Flip the toggle at the top of the window from Chat to Work before you type anything.

    The ChatGPT window toggle, switched from Chat to Work.

    This is a long, multi-step job, so ChatGPT will move itself into Work mode partway through anyway. Starting there keeps the run clean instead of switching lanes mid-task.

Step 01 — Drop in your CV

Start one chat and stay in it — every prompt after this refers back to the last answer. Attach your CV and send this:

Prompt 1

Act as a senior recruiter. List the 20 job titles I'm most qualified for and the exact words each job ad screens for.

The ChatGPT composer with a CV PDF attached as a chip and prompt 1 typed out.
The CV goes in as an attachment, not pasted text.

You get back a list of target roles, and the phrases that recur across those ads. The exact layout varies run to run — what matters is the words. They're the input to step 02.

Latest recruiter response: an excerpt of target roles, screening phrases and recommendations.
An excerpt from the revised recruiter prompt’s response, with role-specific language and fit advice.

Step 02 — Build the master CV

Prompt 2

Fold those into one master CV I can tailor in seconds.

It comes back as an editable document. This isn't a one-size-fits-all CV — it's the base. It already speaks the language of your target ads, and you tweak it per posting from here.

Split view: the prompt on the left, the generated two-page master CV document on the right.

Step 03 — Switch on the browser

Type @browser in the composer and pick Browser — control the in-app browser. A blue pill lands in the composer and stays for the rest of the chat.

The current picker with Browser — control the in-app browser selected in the results.

Don't skip this. Without the browser, prompt 3 still returns a confident-looking spreadsheet — of postings that don't exist.

Step 04 — Get the spreadsheet

Prompt 3

Go to LinkedIn and Indeed, find every job matching these titles and build a spreadsheet with a match score and a tailored CV for each one.

It searches the boards in front of you, then hands back one sheet with everything you need: match score, priority, job link, work eligibility, and the evidence that each posting is actually recent.

The updated search prompt in the composer with the Browser tool selected; the master CV is open alongside it.
The revised search prompt, ready to send with Browser selected.
The latest job-search spreadsheet showing company and location rows, with generated CV documents alongside it.
The latest spreadsheet result. This view shows company and location columns; scroll across to inspect the remaining fields.

Step 05 — Let it apply

Prompt 4

Apply to the top 100 matches, customizing every application to the job description.

That's it. It works down the sheet one job at a time while you go and have a coffee, take a break, get on with your day.

An actual LinkedIn job posting open beside ChatGPT, ready to review before applying.
Open the actual job posting and review its details before applying.

Read before you send. It fills the forms in. Submitting them should still be your call.