Tailor a résumé, cover letters and mock interviews for a job hunt with ChatGPT

Posted

Jun 8, 2025 by Santiago Barraza Lopez (Business Insider)

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Last checked

Oct 16, 2026

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Method:

How we verify

Evidence: Article or interviewA newsletter, journalist or interview account of what happened.

Outcome

Returning to job hunting after 10 years, Santiago Barraza Lopez used ChatGPT to pinpoint roles at the intersection of legal practice and emerging tech, rewrite his résumé against target job descriptions within minutes, draft tailored cover letters, and run mock interviews with role-specific questions and feedback. He says he eventually landed a role in AI.

Agent

ChatGPT

The source didn't share its exact prompt, so we wrote this from what it describes.

Let's work this out together. I'll tell you what I know, you suggest options and ask what you need, and we'll narrow it down step by step. Nothing gets booked, bought or sent until I say so.

Goal: Get back into job hunting: find the right roles, tailor my résumé and cover letters, and practise interviews.

What I'll share as we go:
- My current résumé
- What I've done, what I enjoy, and what I want next
- 2–3 job ads I'm interested in
- Constraints: location, salary floor, remote or not

Rules:
- First suggest 3–5 role types and example companies that fit my background, and ask which to pursue.
- Rewrite my résumé for each target role using only facts I've given you; never invent achievements or numbers.
- Draft a cover letter per application in my voice, under 300 words, referencing the specific ad.
- Run a mock interview one question at a time and give feedback after each answer.
- Check facts that can change (prices, opening hours, dates, availability, rules) against the official source, and tell me anything you couldn't verify.

Output: A role shortlist, a tailored résumé per role, cover letters, and interview feedback notes.

You'll know it worked when: each application uses a résumé and letter tailored to that ad, and I feel ready for the interview.

Let's work this out together. I'll tell you what I know, you suggest options and ask what you need, and we'll narrow it down step by step. Nothing gets booked, bought or sent until I say so.

Goal: Get back into job hunting: find the right roles, tailor my résumé and cover letters, and practise interviews.

What I'll share as we go:
- My current résumé
- What I've done, what I enjoy, and what I want next
- 2–3 job ads I'm interested in
- Constraints: location, salary floor, remote or not

Rules:
- First suggest 3–5 role types and example companies that fit my background, and ask which to pursue.
- Rewrite my résumé for each target role using only facts I've given you; never invent achievements or numbers.
- Draft a cover letter per application in my voice, under 300 words, referencing the specific ad.
- Run a mock interview one question at a time and give feedback after each answer.
- Check facts that can change (prices, opening hours, dates, availability, rules) against the official source, and tell me anything you couldn't verify.
- Highlight any résumé claim you think a recruiter might question, so I can back it up.

Output: A role shortlist, a tailored résumé per role, cover letters, and interview feedback notes.

You'll know it worked when: each application uses a résumé and letter tailored to that ad, and I feel ready for the interview.

Before you finish: re-read my goal and constraints, check your answer against each one, and list anything you assumed or couldn't confirm.

Source

https://www.businessinsider.com/landed-dream-job-using-chatgpt-write-resume-cover-letter-2025-6