Tailoring does not mean rewriting your life for every application. It means putting the experience you already have that matches this job where the reader will see it first, in the words the posting uses.
Last checked
1. Find what the job is really asking for
Read the posting and write down the three to five things it cares about most. They are usually in the first lines of the responsibilities and in the "must have" list, not the long tail of nice-to-haves. Note the exact words used: if they say "stakeholder management", that is the phrase to use, not a synonym.
2. Lead with the matching experience
For each of those things, find where you have done it. Move those bullet points to the top of each role, and rewrite them to show the result, not just the task: what changed because you did it, with a number if you have one. Cut or shorten what does not support this job.
3. Rewrite the top of the CV for this job
Your profile or summary is the first thing read. Two or three lines that say who you are in this job's terms, and the one or two strongest reasons you fit, do more than a general statement that could go on any CV.
4. Use the posting's words, honestly
Many employers screen CVs by keyword. Use the posting's terms where they truly describe your experience. Never add a skill or tool you have not used: it may pass the screen, but it will not pass the interview.
5. Check every claim before you send
Every number, tool and achievement is something you can talk about in an interview.
Job titles, dates and company names are exact.
The layout fits the field and the country: a photo is expected in some countries and unusual in others.
It still reads like you.
How Pip helps
Pip does these steps for every job you pick. It reads the posting, rewrites your CV and cover letter around your matching experience in the posting's words, picks a layout for the field and country, and then checks the result: anything it cannot trace back to your own CV is flagged for you before you send it.
Questions
Should I have a different CV for every job?
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A tailored version for each job you really want, yes. Most of it stays the same; the summary, the order of your bullet points and the words change.
Is it OK to copy keywords from the job description?
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Use the posting's words where they truly describe what you have done. Adding skills you do not have will catch up with you in the interview.