Tailoring and cover letters

How to read a job description for keywords

Learn to spot must-haves, nice-to-haves and hidden priorities in any job description so you can tailor your resume with the right keywords.

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Original cover illustration for “How to read a job description for keywords” — a tailoring and cover letters guide from Break-In Bad
Original cover illustration for this guide, created by Break-In Bad.

A job description tells you exactly what to put in your resume if you know how to read it. Most people skim for the job title and salary, miss the signals buried in the middle paragraphs, and wonder why they never hear back.

This guide walks you through a repeatable method for pulling out required skills, preferred skills and the unstated priorities that reveal what the hiring manager actually cares about.

Quick checklist

Pulled from the steps and lists in this guide — work through it as you read.

  • Copy the job description into a plain text document.
  • Highlight every skill, tool, methodology and outcome mentioned.
  • Sort highlights into three groups: must-have, nice-to-have, repeated theme.
  • Write the exact phrase from the posting, not your paraphrase.
  • Match each phrase to a specific achievement or experience you can back up.
  • Must-have signals: required, must have, minimum X years, essential, you will need

Read the whole posting before you highlight anything

Your first pass should be a clean read with no pen, no highlighter, no notes. You are building a mental picture of the role before you start categorising anything. Notice the tone, the order of sections and which problems the company seems to be trying to solve. A posting that opens with three paragraphs about scaling infrastructure before it mentions the team tells you something different from one that leads with collaboration and stakeholder communication.

After that first read, ask yourself one question: what is this person actually being hired to fix or build? Write one sentence answering that. Everything you highlight next should connect back to that sentence.

Separate must-haves from nice-to-haves

Job descriptions use consistent language to signal priority. Once you know the patterns, sorting requirements takes about five minutes.

Must-haves are non-negotiable. They appear under headings like 'Requirements', 'Qualifications' or 'You must have'. They use words like 'required', 'must', 'minimum' and 'essential'. In regulated industries such as healthcare, finance and engineering, they often include specific licences, certifications or years of experience with a named tool.

Nice-to-haves are preferences, not gates. They appear under 'Preferred', 'Bonus', 'Nice to have' or 'Ideally'. They use words like 'preferred', 'a plus', 'desirable', 'familiarity with' and 'experience with is an advantage'. Do not ignore these. If you have two of five preferred skills, mention them. If you have none, do not fabricate them.

  • Must-have signals: required, must have, minimum X years, essential, you will need
  • Nice-to-have signals: preferred, a plus, bonus, ideally, desirable, familiarity with
  • Watch for 'or equivalent' after a degree requirement. It often means the degree is negotiable if your experience is strong.

Watch it explained

Find the hidden priorities

Hidden priorities are the things a company cares about most but does not label as requirements. You find them by looking at repetition, order and specificity.

Repetition is the clearest signal. If 'cross-functional collaboration' appears in the summary, the responsibilities list and the culture paragraph, it is a core expectation even if it is never listed under requirements. Count how many times a skill or theme appears across the whole posting. Anything mentioned three or more times is a priority.

Order matters too. In a bulleted responsibilities list, the first three items are almost always the most important. Hiring managers write what is top of mind first. If the first bullet is 'own the end-to-end data pipeline' and the fifth is 'document processes', your resume should lead with pipeline work, not documentation.

Specificity is the third signal. Vague language like 'strong communication skills' is filler. Specific language like 'present quarterly results to the CFO and board' tells you the real expectation. When you see specific language, mirror it precisely in your resume rather than paraphrasing it into something generic.

Extract the exact phrases to use in your resume

Applicant tracking systems in 2026 still do exact and near-exact phrase matching before a human reads anything. 'Managed a team' and 'people management' may mean the same thing to you, but an ATS configured to look for 'people management' will score the second phrase higher.

Go through your sorted list of must-haves and nice-to-haves and write down the exact phrasing the posting uses. If the posting says 'stakeholder management', use that phrase, not 'working with stakeholders'. If it says 'Python (3.x)', include the version if you have it. If it says 'agile environment', use 'agile' rather than 'scrum' unless the posting also uses 'scrum'.

Build a short keyword list before you write a single word of your resume. A useful format is a two-column table: left column is the keyword from the posting, right column is your matching evidence. If you cannot fill in the right column, that skill is a gap, not a keyword to include.

  1. Copy the job description into a plain text document.
  2. Highlight every skill, tool, methodology and outcome mentioned.
  3. Sort highlights into three groups: must-have, nice-to-have, repeated theme.
  4. Write the exact phrase from the posting, not your paraphrase.
  5. Match each phrase to a specific achievement or experience you can back up.

Spot the company culture signals

The 'About us' and 'Why join us' sections are not filler. They tell you the values the hiring manager will use to evaluate fit during interviews, and they often contain soft-skill keywords that ATS systems also scan for.

Look for phrases like 'move fast', 'high ownership', 'ambiguous environment' or 'wear many hats'. These signal a startup or scale-up culture where adaptability and initiative matter more than process. Phrases like 'structured environment', 'established processes' or 'large cross-functional teams' signal a larger organisation where following process and communicating across departments is the priority.

Match your resume language to the culture signal. For a high-ownership culture, use verbs like 'built', 'launched' and 'owned'. For a process-driven culture, use verbs like 'implemented', 'standardised' and 'coordinated'.

Use Break-In Bad to apply your keyword list at scale

Reading one job description carefully takes 15 to 20 minutes. If you are applying to 20 roles, that is several hours before you have written a single word. Break-In Bad reads the full posting for you, including location, visa requirements, time zone and seniority level, and scores each job so you know which ones are worth tailoring first. For roles that score 75 percent or higher, it auto-applies with a tailored resume and cover letter built from facts you have confirmed. For roles between 45 and 74 percent, it flags them for your review. You keep control of what goes out.

The resume enhancement conversation (15 credits) asks up to 20 questions to surface the specific achievements and phrases that match the postings you are targeting. You can tap or speak your answers. Every line it writes is checked against what you said, and your original is always preserved. Applications cost 1 credit each and are refunded if a technical failure on Break-In Bad's side prevents submission. New accounts start with 50 free credits.

Sources & references

General references for this topic area (official and primary sources), checked in October 2026:

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Questions people also ask

How many keywords should I include in my resume?

There is no fixed number, but every keyword you include should be backed by a real achievement or experience. A resume that forces in 30 keywords with no supporting evidence reads as keyword stuffing to a recruiter and may be flagged by some ATS systems. Focus on the 8 to 15 most relevant terms and use them naturally in context.

Do applicant tracking systems still matter in 2026?

Yes. Most mid-size and large employers in the US, Canada, the UK and Australia still route applications through an ATS before a recruiter sees them. Greenhouse, Lever and Workday are among the most common platforms. Exact and near-exact keyword matching remains a standard scoring method, so matching the posting's language still affects whether your resume reaches a human.

Should I apply if I only meet 60 to 70 percent of the requirements?

Generally yes, particularly if you meet all the must-haves and some of the nice-to-haves. Research consistently suggests that job postings describe an ideal candidate rather than a minimum bar, and hiring managers expect some gap between the posting and the hire. Focus your resume on the requirements you do meet rather than apologising for the ones you do not.