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How to tailor your résumé to a job description (with AI, honestly)

A step-by-step method for tailoring your résumé to each job posting, how AI can speed it up, and the checks that keep every line true.

A résumé tailored to the job in front of the reader is easier to say yes to. Tailoring does not mean rewriting your history: it means choosing and ordering what is true so the most relevant parts come first.

Step 1: Read the posting for signals

Go through the job description and mark:

  • Must-have skills — often listed under requirements.
  • Repeated words — if "experimentation" appears three times, it matters.
  • The problem the team solves — a line in the summary often says it.

Step 2: Match your evidence to each signal

For each must-have, find the strongest true example from your experience or projects. If you have no evidence for one, do not invent it; note it as a gap to learn or to address in a cover letter.

Step 3: Reorder and rephrase

  • Move the most relevant project or role to the top of its section.
  • Put the skills the posting emphasises first in your skills list.
  • Where the posting's wording truthfully describes your work, use it: "built a classification model" can become "built a machine learning classifier" if that is what it was.
  • Lead each bullet with an action and, where you have one, a real result.

Step 4: Check every change

Before you send it, compare the tailored version with your original, line by line:

CheckQuestion to ask
OwnershipDid I do this, or did my team?
ScopeHas "contributed to" quietly become "led"?
NumbersIs every figure one I can back up?
ToolsDid I actually use each tool listed?

Where AI helps

AI is good at the slow parts: spotting which skills a posting emphasises, suggesting a clearer order, and drafting a cover letter to edit. It should never be trusted to decide what is true about you.

SchoolWhool's AI job agent works this way. It reviews how a role fits your profile, suggests résumé edits one at a time for you to accept or reject, and drafts a cover letter — and your original résumé is always kept. Read more on reviewing AI résumé edits.

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