The problem
Sending the same CV everywhere gets few replies. Tailoring each one takes time most job seekers do not have.
Step by step
- Write a master CV with everything you have done, with numbers where you can.
- Paste the job ad and your master CV.
- Ask which of your real experiences match the ad best and what to move up.
- Ask for a short cover letter using only your real experience.
- Edit it so it sounds like you and check every claim.
The prompt
Here is a job ad and my CV.
Which of my real experiences match the ad best? Suggest what to move up, cut or reword for this job, using only what is in my CV.
Then write a cover letter under 250 words in a {tone} tone. Do not add skills, titles or results I do not have.
Job ad:
{paste ad}
My CV:
{paste CV}
Replace the {highlighted} parts with your details, or fill them in with the prompt builder.
Check before you use it
- Every claim is true and you can talk about it in an interview.
- Names, dates and titles are right.
Privacy
- Remove your home address and phone number from what you paste.
Do’s and don’ts
Do
- Tailor the top third of the CV to each job.
- Use real numbers.
- Read the letter aloud.
Don’t
- Send a letter that names the wrong company.
- Copy phrases straight from the job ad.
- Exaggerate.
When not to use AI for this
Never let AI invent qualifications or experience. It is dishonest and easy to discover.
Tools that can help
TealJob search tracker with AI help tailoring CVs to job ads.
ChatGPTOpenAI’s general assistant for drafting, summarising, analysing files and brainstorming.
ClaudeAnthropic’s general assistant, good with long documents, writing and analysis.
GrammarlyChecks grammar, tone and clarity wherever you type, with AI rewriting.
We are not paid by any of these companies, and we list well-known options, not a ranking. Features and plans change; check the provider’s site and its data terms before you sign up. See all AI tools by category.
Tried this playbook? Rate it.
Tips from travellers
Used AI for Update your CV and write cover letters? Share what worked. The first good one goes right here.
Share a tip
Questions from readers
Stuck on Update your CV and write cover letters? Ask the geeks.