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Head-to-head · Cover Letter Software

MyCoverLetters vs Generate Cover Letter

  • Updated Oct 2026
  • Both researched from official sources
  • 6 checks side by side
Higher score MyCoverLetters #2 in Cover Letter Software 9.3/10 Free plan Free plan✓ 3 of 3 features Visit MyCoverLetters

MyCoverLetters leads on 3 checks, Generate Cover Letter on 0, and 3 are even. Who comes out ahead on the 6 yes/no, price and count checks where we have data for both products. The editor score weighs everything else too.

Our verdict

  • Highest scoreMyCoverLetters · 9.3/10
  • Lowest starting priceMyCoverLetters · $4.99/mo
  • Free planonly MyCoverLetters

MyCoverLetters scores higher on our rubric for cover letter software: 9.3 against 7.4 out of 10; our editors rank them #2 and #19.

MyCoverLetters offers free plan; Generate Cover Letter doesn't. MyCoverLetters is cheaper to start at $4.99/mo against $24.99/mo. MyCoverLetters leads on template count: 12 versus 8.

MyCoverLetters is the better fit for tailored letters with flexible payment options. Generate Cover Letter is the better fit for ATS-focused applicants needing reusable profiles.

  • MyCoverLetters fits best

    Tailored letters with flexible payment options

  • Generate Cover Letter fits best

    ATS-focused applicants needing reusable profiles

Advertiser disclosure: iTechGuides is reader-supported. Vendors can pay for top positions in our rankings and for a place on other products' pages, and we may earn a commission when you click some links. Bought places stand at the number bought; this page and our disclosure say so. Paying vendors may get a fuller, more detailed review from our editors, and that review can change their score. How we rank.

Side by side

Feature MyCoverLetters 9.3/10 Visit ↗ Generate Cover Letter 7.4/10 Visit ↗
At a glance
Editor score 9.3 7.4
Ranking #2 in Cover Letter Software #19 in Cover Letter Software
Best for Tailored letters with flexible payment options ATS-focused applicants needing reusable profiles
Pricing model Free plan + paid Paid
Starting price $4.99/mo (best) $24.99/mo
Free plan ✓ (best) —
Free trial — —
Deployment Cloud Cloud
Platforms Web Web
Support Email Email
Built for Solo Solo, Small business
Features MyCoverLetters 3/3 · Generate Cover Letter 3/3
AI drafting ✓ ✓
Job tailoring ✓ ✓
ATS guidance ✓ ✓
Specs
Template count 12 (best) 8
Export formats Pdf-and-docx Pdf-and-docx
Editor type Both Not checked yet
Our review
Pros
  • Drafts letters from resumes and job descriptions
  • Matches job keywords and supports AI refinement
  • Exports PDF or DOCX files and tracks applications
  • Job-fit scoring and gap analysis connect resumes to job requirements.
  • ATS keyword tracking supports targeted edits for each application.
  • PDF and DOCX exports, eight styles, and saved profiles support reuse.
Cons
  • The Free plan allows one resume upload and three letters
  • Access is limited to the web platform
  • Unlimited resumes and letters require Premium
  • There is no free plan for evaluating the product before purchase.
  • The product is available only through a web platform.
  • Unlimited access costs $24.99 per month after the one-time pass.
Our verdict

MyCoverLetters is a web-based cover letter generator for job seekers who want to tailor applications to specific roles. Users upload a resume, add a job description, choose a tone and opening style, and generate a letter with AI. The…

Read the review →

Generate Cover Letter is a web-based AI tool for job seekers who want to align applications with specific job postings. Users paste a job description and add or upload a resume, then receive a job-fit score, gap analysis, and an…

Read the review →
  1. MyCoverLettersCover Letter Software 9.3Free plan
  2. Generate Cover LetterCover Letter Software 7.4Paid

Strengths and trade-offs

  • MyCoverLetters — where it wins

    • Drafts letters from resumes and job descriptions
    • Matches job keywords and supports AI refinement
    • Exports PDF or DOCX files and tracks applications

    Where it doesn't

    • The Free plan allows one resume upload and three letters
    • Access is limited to the web platform
    • Unlimited resumes and letters require Premium
  • Generate Cover Letter — where it wins

    • Job-fit scoring and gap analysis connect resumes to job requirements.
    • ATS keyword tracking supports targeted edits for each application.
    • PDF and DOCX exports, eight styles, and saved profiles support reuse.

    Where it doesn't

    • There is no free plan for evaluating the product before purchase.
    • The product is available only through a web platform.
    • Unlimited access costs $24.99 per month after the one-time pass.

More comparisons

Reviewed by iTechGuides Editors · Editorial team · Updated Oct 2026

Last updated · How we research and update