kitio.aiCover Letter Buddy vs Hello Hiring Manager
A side-by-side look at pricing plans, free tiers, features, pros and cons, updated for 2026. Cover Letter Buddy starts at $29/mo and Hello Hiring Manager starts at See pricing page. Check both pricing pages for current plans.
At a glance
Best for
Pricing model
Starting price
Free plan
Made by
Based in
Rating
Key features
- Resume upload
- Job description analysis
- 20-second generation
- Free trial letter
- Priority support
- Cover letter generation
- Job description input
- Optional CV personalization
- Saved CV for reuse
- Editable output
| Feature | Cover Letter Buddy | Hello Hiring Manager |
|---|---|---|
| Best for | Cover letters from your resume and a job posting in seconds | Cover letters generated from a job description and your CV |
| Category | Writing | Writing |
| Pricing model | Freemium | Freemium |
| Starting price | $29/mo | See pricing page |
| Free plan | Yes | Yes |
| Made by | Cover Letter Buddy | Webbi |
| Based in | – | – |
| Rating | No ratings yet | No ratings yet |
| Key features |
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Pricing compared
Cover Letter Buddy starts at $29/mo and Hello Hiring Manager starts at See pricing page. Check both pricing pages for current plans.
Free plan
Cheapest paid plan
Top plan
Free trial
3 plans
Free Trial
Free
- One AI-written cover letter
- Basic email support
Starter
$9/week
- 20 AI-written cover letters
- Priority support
- 7-day money-back guarantee
Pro
$29/mo
- 100 AI-written cover letters
- Priority support
- 7-day money-back guarantee
Prices in USD, checked Oct 29, 2026 or later. Plans change often, so confirm on each tool's site before you buy.
Pros and cons
Cover Letter Buddy
- Fast turnaround per letter
- Free trial letter, no card needed
- Money-back guarantee on paid plans
- Free trial gives only one letter
- Starter is billed weekly
- Letter counts are capped on paid plans
Hello Hiring Manager
- No sign-up needed to try the generator
- Edit the letter directly on the page
- CV can be saved for later letters
- Only the first 20 letters are free
- Letters are generic without a CV
- Does only cover letters, not full applications
Which one should you choose?
Choose Cover Letter Buddy if you want:
- Fast turnaround per letter
- Free trial letter, no card needed
- Money-back guarantee on paid plans
Watch out: free trial gives only one letter.
Choose Hello Hiring Manager if you want:
- No sign-up needed to try the generator
- Edit the letter directly on the page
- CV can be saved for later letters
Watch out: only the first 20 letters are free.
Cover Letter Buddy vs Hello Hiring Manager FAQ
What is the difference between Cover Letter Buddy and Hello Hiring Manager?
Cover Letter Buddy: Cover letters from your resume and a job posting in seconds. Hello Hiring Manager: Cover letters generated from a job description and your CV. Both are writing tools.
Is Cover Letter Buddy or Hello Hiring Manager cheaper?
Cover Letter Buddy starts at $29/mo and Hello Hiring Manager starts at See pricing page. Check both pricing pages for current plans.
Do Cover Letter Buddy and Hello Hiring Manager have free plans?
Cover Letter Buddy: Yes. Hello Hiring Manager: Yes.
Who makes Cover Letter Buddy?
Cover Letter Buddy is made by Cover Letter Buddy.
Who makes Hello Hiring Manager?
Hello Hiring Manager is made by Webbi.
Which should I choose, Cover Letter Buddy or Hello Hiring Manager?
Choose Cover Letter Buddy if you value fast turnaround per letter and free trial letter, no card needed. Choose Hello Hiring Manager if you value no sign-up needed to try the generator and edit the letter directly on the page.