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 | $1250/mo | $29/mo |
| Number of plans | 3 | 3 |
| Free plan | — | — |
| Free trial | — | |
| Pricing model | hybrid | per-seat |
Routing & Scheduling
- Instantly qualify, route and schedule leads from any web form
- Automated chat journeys that qualify and route visitors
- Inbound lead distribution and round-robin assignment
- Route and assign any Salesforce object
- SDR-to-AE handoff, without the dropped balls
- Funnel analytics
- Smart scheduling links for every rep
- SSO/SAML
- Access to Spam Checker and Meeting Prep Agents
- Re-engagement flows for visitors who didn't convert
Experiences
Popular- All that qualifies, routes, and converts 24/7
- Live calling from forms and handoffs, no waiting
- Account identification and ABM targeting based on account signals in Chat
- User provisioning and admin controls
- Access to new agents as they ship
Chili Data Platform
- Upcoming magic. Book a demo to learn more.
Basic
- Easy-to-use editor
- E-signatures
- Document tracking
- Content library
Team
Popular- Integrations and automations
- Metrics
- Custom fields & variables
- Pricing catalog
Business
- User roles & permissions
- Approval workflows
- SSO (Okta, Azure, Salesforce)
- API access
- Multiple workspaces
- Onboarding options available
Chili Piper vs Proposify FAQ
- Which one is cheaper?
- Proposify is the cheaper option, starting at $29/mo vs $1250/mo for Chili Piper.
- Can I use either one for free?
- Neither has a free plan. But Proposify offers a free trial.
- How do they charge?
- Different approach here. Chili Piper uses hybrid pricing, while Proposify goes with per-seat. That changes the math depending on your team size and usage.
- Which one is a better deal?
- Depends on what you need. Chili Piper: Chili Piper plants itself firmly in premium territory — a $1,250/mo floor with no free trial or free plan filters out anyone testing the waters, which tells you they're chasing mid-market and enterprise RevOps teams with real budget, not SMBs or solo SDRs. This isn't a self-serve land-and-expand play; it's a sales-assisted, contract-first sell. Proposify: Proposify sits mid-market — pricier than bare-bones e-signature tools like PandaDoc's entry tier, but cheaper than enterprise CPQ suites. They're chasing small-to-mid sales teams who've outgrown Google Docs/PDF proposals but aren't ready for a heavyweight quoting platform.
Still deciding? See the best Chili Piper alternatives or the best Proposify alternatives, ranked with verified pricing.
Keep tabs on both.
We'll monitor pricing changes for Chili Piper and Proposify and let you know when something moves. See how competitor pricing monitoring works.