Best AI for Writing Cover Letters (Free & Paid) 2026

TL;DR: Writing a compelling cover letter for every job application is exhausting. See our #1 pick below.

Writing a compelling cover letter for every job application is exhausting. AI tools can personalize each letter in seconds, matching your experience to the job description. We tested the top options so you don't have to.

Our Top 6 Picks

Rank Tool Price Best For
#1 ChatGPT $0-20/mo Most versatile cover letter writer with deep customization
#2 Claude $0-20/mo Best for natural, human-sounding cover letters
#3 Teal Free-$29/mo Purpose-built job application platform with AI cover letters
#4 Kickresume $19/mo AI-powered resume and cover letter combo
#5 Grammarly Free-$12/mo Perfect for polishing any cover letter draft
#6 Copy.ai Free-$49/mo Quick cover letter generation with templates

Detailed Reviews

#1 ChatGPT BEST OVERALL

$0-20/mo

Most versatile cover letter writer with deep customization

Pros

  • Tailors letters to specific job descriptions
  • Handles any industry or role
  • Free tier is surprisingly capable

Cons

  • Generic output without detailed prompting
  • No built-in templates

#2 Claude RUNNER UP

$0-20/mo

Best for natural, human-sounding cover letters

Pros

  • Produces genuinely human-sounding prose
  • Excellent at matching tone to company culture
  • Long context handles full job descriptions

Cons

  • No dedicated cover letter mode
  • Requires good prompting

#3 Teal

Free-$29/mo

Purpose-built job application platform with AI cover letters

Pros

  • Dedicated cover letter builder
  • ATS optimization built in
  • Tracks all your applications

Cons

  • Best features behind paywall
  • Limited free generations

#4 Kickresume

$19/mo

AI-powered resume and cover letter combo

Pros

  • Professional templates included
  • One-click cover letter from resume data
  • ATS-friendly formatting

Cons

  • Monthly subscription required
  • Less flexible than general AI

#5 Grammarly

Free-$12/mo

Perfect for polishing any cover letter draft

Pros

  • Catches every grammar and tone issue
  • Works as a browser extension everywhere
  • Tone detection for formality

Cons

  • Doesn't generate cover letters from scratch
  • Premium needed for advanced suggestions

#6 Copy.ai

Free-$49/mo

Quick cover letter generation with templates

Pros

  • Pre-built cover letter templates
  • Fast batch generation
  • Free tier available

Cons

  • Output can feel formulaic
  • Less personalization depth

Our Verdict

Use ChatGPT or Claude for maximum flexibility and quality, then run through Grammarly for a final polish. If you want a dedicated platform, Teal is the best all-in-one job application tool.

How We Tested

We evaluated each tool based on output quality, ease of use, pricing, integrations, and real-world performance. Our recommendations prioritize tools that deliver the best results for your investment.

Disclosure: Some links in this article are affiliate links. We may earn a commission at no extra cost to you. We only recommend tools we genuinely believe in.

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