Chili Piper
Scheduling and lead-routing software built specifically for B2B revenue teams.
why this verdict
Downgrade — pay for the workflow, not the AI
Calendly and Cal.com cover the headline feature free, so the $15/mo is now paying for the workflow around it.
- A named launch, not a vibe named, unlinked
- Autonomous AI SDR agents that book and route their own meetings, bypassing dedicated scheduling software. OpenAI, April 14, 2025 — no announcement link recorded yet.
- How much of the job it covers headline only editorial call
- The headline feature, but not the workflow, data or integrations around it.
- Is there a free way to do it? yes
- 2 of 3 listed replacements have a usable free tier: Calendly and Cal.com.
- What the call is worth $180/yr
- $15/mo at the entry paid tier — $180 a year per seat.
- Threatened by
- OpenAI
- Since
- April 14, 2025
- List price
- $15/mo
- Per year
- $180
The backstory
Chili Piper made instant meeting booking and round-robin routing a standard part of inbound sales, letting a form-fill turn into a booked demo in seconds. Fully autonomous AI SDR agents that qualify and schedule leads themselves now threaten to make a separate routing layer redundant, since the agent can just check a calendar API directly. Chili Piper still holds ground with revenue teams that need complex routing rules across territories and reps, but the simpler booking use case is increasingly handled inside the AI agent stack itself.
Escape hatches
switching could free up $180/yrGeneral scheduling with routing forms and workflows
calendly.com open_in_newOpen-source scheduling infrastructure for developers
cal.com open_in_newScheduling links with a more flexible booking experience
savvycal.com open_in_new2 of 3 replacements have a usable free tier.