Best AI Cover Letter Generators in 2025

Zay SarwarOctober 2, 2025

Hiring managers are reading through stacks of cover letters for every open position. Cover letters are supposed to make you stand out, but everyone's using AI tools, and they're all spitting out cover letters that sound exactly the same.

These tools promise to save time, but most just make you do the heavy lifting for an underwhelming result.

We tested the top AI cover letter generators to find out which ones actually save time and deliver, and which ones churn out bland, generic output with extra steps.

Here's what we found.

The real difference between tools

AI cover letter tools fall into two categories:

Basic AI Writing: You do the legwork

  • You manually research companies and roles
  • You copy-paste job descriptions and in some cases write prompts
  • AI generates a draft, often generic
  • You edit heavily to make it usable

Advanced Automation: AI does the research

  • You paste a job URL
  • AI researches the company and role automatically
  • Generates personalized cover letters and other materials
  • You review and tweak as needed

Most tools are Basic AI writing. They help a little, but you're still doing the time-consuming research part yourself.

What we tested

1️⃣ LockedIn

Good for: Automatic research, simple workflow

LockedIn uses browser automation to research jobs and companies for you.

How it actually works:

  • Paste a job URL from any job board
  • Browser automation researches the company and role automatically
  • Generates personalized cover letter + resume tips + outreach messages
  • You review and customize
  • No extensions, no copying job descriptions, no manual research

Pricing: Free tier (3 uses/month), $9.99/month for unlimited

Bottom line: Upload your resume once, then just paste job URLs. The research happens automatically - you focus on reviewing and editing.

2️⃣ ChatGPT

Good for: People who like full control and don't mind manual work

ChatGPT is free (or $20/month for Plus). It's a general chatbot, not purpose-built for job applications.

How it actually works:

  • You research the company yourself (20-30 minutes)
  • You copy-paste the job description
  • You write a detailed prompt (most people aren't good at this)
  • Output is hit-or-miss - usually need 3-5 tries
  • ChatGPT often makes up company details it doesn't know
  • For each new application, you need to provide your experience again or start a new conversation

Pricing: Free (limited) or $20/month for Plus

Bottom line: You're still doing 90% of the work. ChatGPT just helps you write cleaner sentences.

3️⃣ Teal

Good for: People who want an all-in-one job search hub

Teal is a full platform - resume builder, job tracker, kanban boards, and AI cover letters all in one place.

How it actually works:

  • Upload your resume or import from LinkedIn
  • Save jobs using their Chrome extension or manually paste job descriptions
  • Match your resume to a saved job
  • Click "Write with AI" to generate your cover letter
  • Review and edit the output
  • No automatic company research - you provide everything

Pricing: 2 free AI generations, then $9/week, $29/month, or $79/quarter

Bottom line: Excellent for staying organized during your job search. You'll need to install the extension and manually save jobs or paste job descriptions for each application.

4️⃣ Grammarly

Good for: Polishing cover letters you already wrote

Grammarly recently added AI writing features for cover letters.

How it actually works:

  • Helps you write through prompts
  • No job-specific research
  • Great for grammar, tone, clarity
  • Not really a cover letter generator

Pricing: Free tier available, Premium starts at $12/month

Bottom line: Write your cover letter first, then use Grammarly to polish it. Don't expect it to generate personalized letters from scratch.

5️⃣ Huntr

Good for: Visual job tracking plus AI writing

Huntr combines job boards with resume and cover letter tools.

How it actually works:

  • Save jobs to your board
  • Upload your resume
  • Paste job descriptions manually
  • AI generates cover letters
  • No automated research
  • Good visual tracking system

Pricing: Free tier (limited), $40/month for unlimited AI

Bottom line: Similar to Teal - great for tracking your pipeline. You're doing all the research and customization yourself.

6️⃣ Kickresume

Good for: Polished templates

Kickresume generates cover letters and resumes with predesigned templates.

How it actually works:

  • Upload your resume or create one in Kickresume
  • Paste job description
  • AI generates from what you provided
  • You review and edit
  • Widely used platform

Pricing: $19/month or $7/month annually

Bottom line: Good templates and quality output. Still requires you to manually research and provide all job information.

7️⃣ Rezi

Good for: Manual control over what gets emphasized

Rezi generates cover letters based on your resume and pasted job descriptions.

How it actually works:

  • Create or open your resume in Rezi
  • Paste the job description - Rezi analyzes it for keywords
  • Manually select which position to highlight from your resume
  • Manually type in skills you want to emphasize
  • Pick from 255+ templates
  • AI generates cover letter based on your selections

Pricing: Free with limited AI credits, $29/month for Pro, or $149 one-time for lifetime access

Bottom line: Good if you want control over exactly what gets emphasized. You paste the job description and manually configure everything - no automatic company research.

Skip the auto-apply spam tools

Some tools will send hundreds of applications on your behalf without you reviewing them.

Don't use these.

Hiring managers spot mass-applied resumes instantly. They're generic, show zero company research, and can actually hurt your reputation. Some companies even flag profiles that use auto-apply tools.

So which one should you use?

You want research done for you and an intuitive workflow: LockedIn

You want full control and don't mind extra work: ChatGPT

You want detailed job search organization: Teal or Huntr (but you're still doing research manually)

You just need grammar help: Grammarly

You want GPT-4 with templates and are okay feeding it job info manually: Kickresume

You want ATS optimization and don't mind manual input: Rezi

What actually matters

Generic cover letters get ignored. Doesn't matter which AI tool wrote them.

Harvard Business Review found that hiring managers want to see:

  • Proof you researched the company
  • Clear connections between your experience and their needs
  • Specific examples, not vague statements

The best tool is the one that helps you do real research without making your job search more stressful.

The reality

The job market is tough right now. You're competing against dozens of other qualified candidates for decent roles.

AI tools can help, but only if they actually save you time on the hard part - the research.

For job seekers: If you're tired of manually researching every company, try LockedIn free. It automates the research so you can focus on customizing and applying.

For students: New to job searching and not sure where to start? LockedIn makes it simple - just paste job URLs and review what it generates. Get started free.

For power users: Applying to lots of jobs? LockedIn's automation saves you hours of research per week. Try it free.

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