Chili Piper vs Proposify Pricing (2026)
How do these two stack up on price? Here's what each one costs, what you get, and where the value sits.
| Chili Piper | Proposify | |
|---|---|---|
| Starts at | Custom | $29/mo |
| Number of plans | 0 | 3 |
| Free plan | — | — |
| Free trial | — | |
| Pricing model | N/A | per-seat |
Basic
- Unlimited document sends
- E-signatures
- Document tracking
- Unlimited templates
- Content library
- Embed images & videos
- Custom domain
- Online signatures
- Interactive quoting
- Client input forms
- Document Sends
- Collaborator seats
- Notifications & metrics
- PDF export
- Reports
- Email & chat support
Team
Popular- Unlimited document sends
- E-signatures
- Document tracking
- Document analytics
- Integrations and automations
- Custom fields & variables
- Unlimited templates
- Content library
- Embed images & videos
- Custom domain
- Online signatures
- Interactive quoting
- Client input forms
- Document Sends
- Collaborator seats
- Notifications & metrics
- PDF export
- Reports
- Integrations
- Automations
- Email & chat support
Business
- User roles & permissions
- SSO (Okta, Azure, Salesforce)
- API access
- Multiple workspaces
- Onboarding options available
- Unlimited templates
- Content library
- Embed images & videos
- Custom domain
- Online signatures
- Interactive quoting
- Client input forms
- Document Sends
- Collaborator seats
- Notifications & metrics
- PDF export
- Reports
- Integrations
- Automations
- Single sign-on (SSO)
- Salesforce integration
- Aspire integration
- Custom fields & variables
- Roles & permissions
- Approval workflows
- Workspaces
- API Access
- Email & chat support
- Phone & Zoom support
- Success manager
- Premium integration support
- Custom template design
Chili Piper vs Proposify FAQ
- Which one is cheaper?
- One or both use custom pricing, so it depends on your specific needs.
- Can I use either one for free?
- Neither has a free plan. But Proposify offers a free trial.
- How do they charge?
- Check each product's pricing page for the latest details on how billing works.
- Which one is a better deal?
- Depends on what you need. Proposify: They're mid-market priced — not trying to undercut PandaDoc or Docusign on entry cost, but not positioned as enterprise-first either. The $3,900/yr Business floor signals they're chasing teams with real sales infrastructure, not freelancers or early-stage startups.
Keep tabs on both.
We'll monitor pricing changes for Chili Piper and Proposify and let you know when something moves.