Chiefy vs Replai
A side-by-side look at pricing plans, free tiers, features, pros and cons, updated for 2026. Chiefy starts at $29.99/mo and Replai starts at See pricing page. Check both pricing pages for current plans.
At a glance
Best for
Category
Pricing model
Starting price
Free plan
Made by
Based in
Rating
Key features
- Automatic inbox categories
- Replies drafted in your voice
- Inbox chat assistant
- Calendar integration
- Thread summaries
- Follow-up reminders
- Style-matched reply drafts
- Inbox labelling and triage
- Scheduling links
- Meeting notes
- IMAP support
| Feature | Chiefy | Replai |
|---|---|---|
| Best for | AI email assistant for Gmail and Outlook that sorts and drafts replies | Email assistant that drafts replies in your own writing style |
| Category | Productivity | Productivity |
| Pricing model | Freemium | Freemium |
| Starting price | $29.99/mo | See pricing page |
| Free plan | Yes | Yes |
| Made by | Chiefy | Replai |
| Based in | – | – |
| Rating | No ratings yet | No ratings yet |
| Key features |
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Pricing compared
Chiefy starts at $29.99/mo and Replai starts at See pricing page. Check both pricing pages for current plans.
Free plan
Cheapest paid plan
Top plan
Free trial
3 plans
Basic
Free
- Thread summaries
- Sample AI drafts
- Basic inbox sorting
Pro
$29.99/mo
- Full AI drafts and assistant
- Calendar integration
- Smart reminders
- 14-day free trial
Enterprise
$49.99/user/mo yearly
- Per user
- Team analytics
- Shared workflows
- Dedicated support
3 plans
Free
Free
- 10 AI drafts per day
- One connected inbox
- 50 short meeting recordings
Pro
$6/mo billed yearly ($72)
- Unlimited AI drafts
- Up to 5 accounts
- Outlook Calendar integration
Team
Custom
- Team seats and admin
- Shared reply identities
Prices in USD, checked Nov 5, 2026 or later. Plans change often, so confirm on each tool's site before you buy.
Pros and cons
Chiefy
- Works with both Gmail and Outlook
- Drafts use calendar context
- Free plan to start
- Full features need the Pro plan
- Needs broad access to your mailbox
Replai
- Free reply generator with no signup
- Learns your personal tone
- Supports Gmail, Outlook and IMAP
- Free plan capped at 10 drafts a day
- Free meeting recordings limited to 1 minute
- Needs inbox access for full features
Which one should you choose?
Choose Chiefy if you want:
- Works with both Gmail and Outlook
- Drafts use calendar context
- Free plan to start
Watch out: full features need the pro plan.
Choose Replai if you want:
- Free reply generator with no signup
- Learns your personal tone
- Supports Gmail, Outlook and IMAP
Watch out: free plan capped at 10 drafts a day.
Chiefy vs Replai FAQ
What is the difference between Chiefy and Replai?
Chiefy: AI email assistant for Gmail and Outlook that sorts and drafts replies. Replai: Email assistant that drafts replies in your own writing style. Both are productivity tools.
Is Chiefy or Replai cheaper?
Chiefy starts at $29.99/mo and Replai starts at See pricing page. Check both pricing pages for current plans.
Do Chiefy and Replai have free plans?
Chiefy: Yes. Replai: Yes.
Who makes Chiefy?
Chiefy is made by Chiefy.
Who makes Replai?
Replai is made by Replai.
Which should I choose, Chiefy or Replai?
Choose Chiefy if you value works with both gmail and outlook and drafts use calendar context. Choose Replai if you value free reply generator with no signup and learns your personal tone.