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Getting interviews · Lesson 6 of 8

Using AI to draft outreach messages and cover letters

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Summary

  • AI (e.g. Claude) speeds up first drafts of cover letters, cold outreach, and referral asks when you give it enough context.

  • For cover letters: paste the job posting and your resume. Ask it to connect your specific experience to the role, not a generic template.

  • For outreach: say who you’re messaging and why. Ask for a short, specific draft (most of these land better brief).

  • Generate 2 to 3 tone variations (more formal / more casual) and pick what fits the person and company.

  • Always personalize before sending: swap in specifics, sound like you, cut anything overly polished or generic.