kitio.aiPipedrive vs Chief
A side-by-side look at pricing plans, free tiers, features, pros and cons, updated for 2026. Pipedrive has the lower starting price: about $24 a month, against $150 for Chief.
At a glance
Best for
Pricing model
Starting price
Free plan
Made by
Based in
Rating
Key features
- Visual pipeline
- AI Sales Assistant
- Workflow automation
- Email sync
- Sales reporting
- Plain-language assignments
- Deal risk detection
- Prepared CRM updates
- Drafted buyer follow-ups
- Approval before execution
| Feature | Pipedrive | Chief |
|---|---|---|
| Best for | Visual pipeline CRM for small sales teams with AI assistant | AI that runs a B2B sales playbook and prepares actions for approval |
| Category | Sales | Sales |
| Pricing model | Free trial | Paid |
| Starting price | $24/mo | $150/mo |
| Free plan | No, 14-day trial | No |
| Made by | Pipedrive | Chief |
| Based in | United States | United States |
| Rating | No ratings yet | No ratings yet |
| Key features |
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Pricing compared
Pipedrive has the lower starting price: about $24 a month, against $150 for Chief.
Free plan
Cheapest paid plan
Top plan
Free trial
4 plans
Lite
$24/mo
- Per seat
- Lead and deal management
- Customizable pipelines
Growth
$49/mo
- Per seat
- Email sync and automations
- Meeting scheduling
Premium
$79/mo
- Per seat
- Revenue forecasts
- Lead routing
Ultimate
$99/mo
- Per seat
- Advanced permissions
- Phone support
2 plans
Pro
$150/mo
- Per user
- Full Chief platform
- Sales and success teams
Enterprise
Custom
- Multiple teams
- Custom integrations
- Company-wide rollout
Prices in USD, checked Oct 28, 2026 or later. Plans change often, so confirm on each tool's site before you buy.
Pros and cons
Pipedrive
- Very easy to use
- Clear pipeline view
- Affordable entry plan
- Key features are paid add-ons
- Reporting is limited on low tiers
Chief
- Human approval on every action
- Pulls signals from several tools
- Jobs defined in plain words
- No free plan or self-serve trial
- Per-user price is high for small teams
- Demo call required to start
Which one should you choose?
Choose Pipedrive if you want:
- Very easy to use
- Clear pipeline view
- Affordable entry plan
Watch out: key features are paid add-ons.
Choose Chief if you want:
- Human approval on every action
- Pulls signals from several tools
- Jobs defined in plain words
Watch out: no free plan or self-serve trial.
Pipedrive vs Chief FAQ
What is the difference between Pipedrive and Chief?
Pipedrive: Visual pipeline CRM for small sales teams with AI assistant. Chief: AI that runs a B2B sales playbook and prepares actions for approval. Both are sales tools.
Is Pipedrive or Chief cheaper?
Pipedrive has the lower starting price: about $24 a month, against $150 for Chief.
Do Pipedrive and Chief have free plans?
Pipedrive: No, 14-day trial. Chief: No.
Who makes Pipedrive?
Pipedrive is made by Pipedrive, based in United States.
Who makes Chief?
Chief is made by Chief, based in United States.
Which should I choose, Pipedrive or Chief?
Choose Pipedrive if you value very easy to use and clear pipeline view. Choose Chief if you value human approval on every action and pulls signals from several tools.