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Chili Piper

Scheduling

Chili Piper is an inbound revenue platform that qualifies, routes, and books meetings the moment a prospect raises their hand. It sits between your forms, your CRM, and your reps' calendars, turning slow inbound handoffs into instant pipeline.

Most B2B teams treat inbound speed as a marketing metric. It is a revenue metric. The lead who books a meeting in the same browser session converts at multiples of the one who gets a confirmation email and a wait. Chili Piper exists because that gap, between form submission and meeting booked, is where most mid-market pipelines leak.

What Chili Piper Does

Chili Piper is the inbound conversion layer that connects your forms, your CRM, and your reps' calendars. Instead of a thank-you page and a hand-off email, the qualified prospect sees the right rep's calendar inline and books on the spot. Routing logic, fairness rules, and account ownership all run in the same engine.

  • Form Concierge: qualifies form submissions in real time and surfaces a booking widget if the lead meets criteria.
  • Distro: routes inbound leads from forms, webinars, and content downloads to the right rep using ownership, territory, segment, and round-robin rules.
  • Handoff: lets SDRs book directly into an AE's calendar live on a call, with built-in fairness logic so no rep gets overloaded.
  • Chat AI: a qualifying chat agent that answers questions, scores intent, and books meetings 24/7 without an SDR online.
  • ChiliCal: one-click scheduling links with automatic rescheduling rules so high-priority meetings get protected.
  • Re-engagement: catches no-shows, form abandons, and cancellations, then triggers automated recovery flows.
  • Spam Checker and Meeting Prep: filters fake meetings and pushes context to the rep before every call.

Chili Piper's AI

Chili Assist is the AI layer that turns plain-language instructions into routing rules, qualification logic, and meeting workflows. RevOps teams describe what they want ("route deals over $100k ARR with an existing opportunity to the AE owner, fall back to round-robin within the enterprise segment") and Chili Assist builds the underlying logic. The same AI fabric powers Chat AI for qualification, the Email Composer for automated follow-up when prospects do not book, and Meeting Prep for context delivery seconds before a call. It is less an AI feature and more the engine sitting under the routing system.

Automations We Build with Chili Piper

Chili Piper out of the box is a scheduler with routing rules. The real return shows up when you wire it into the rest of the stack. We build the connective tissue: CRM-to-calendar logic, Slack-native rep workflows, enrichment-fed qualification, and downstream signals that fire when meetings happen.

  • Enrichment-driven qualification: pipe Clearbit, ZoomInfo, or Apollo data into the form submission, then let Form Concierge decide who gets a calendar and who gets nurtured.
  • Slack-native rep notifications: meeting booked, prospect joined, AE no-show, all pushed to the right Slack channel with deal context and Gong recording links.
  • Closed-loop attribution: stamp the meeting source, routing decision, and qualifying signals onto the Salesforce opportunity so marketing can see which campaigns produced booked pipeline, not just MQLs.
  • PLG-to-sales triggers: when a self-serve account hits an expansion threshold in your product, auto-create a Chili Piper handoff to the right AE with the usage data preloaded.
  • No-show recovery sequences: detect the no-show in real time, fire a personalised reschedule email through Outreach or HubSpot, escalate to a manual task if no rebook within 48 hours.
  • Account-based routing overrides: maintain a named-accounts list in Google Sheets or Snowflake, sync it to Salesforce, and let Distro route those accounts to specific senior AEs regardless of round-robin.
  • Forecast hygiene: when meetings are held, auto-update the opportunity stage and next steps in the CRM so the RevOps team is not chasing reps to log activity.

Why Teams Choose Chili Piper

  • Speed to lead measured in seconds: a qualified inbound lead can be booked into an AE calendar in under five seconds, which is the window that actually matters for conversion.
  • CRM-native routing logic: ownership, territory, account match, segment, and round-robin all run against live Salesforce or HubSpot data, not a stale export.
  • Built for inbound at scale: companies like Gong, Toast, and Twilio run their entire demo motion through Chili Piper because the routing engine holds up under volume.
  • Premium positioning versus Calendly: Chili Piper assumes you have a sales team, a CRM, and a routing problem, not a freelancer who needs a calendar link.
  • Fairness logic that AEs actually trust: the round-robin and weighted assignment rules account for capacity, time zones, and account ownership without manual rebalancing.

Chili Piper integrates natively with Salesforce, HubSpot, Marketo, Outreach, Slack, Gong, Google Calendar, and Microsoft 365. Routing and Scheduling starts around $15,000 per year with 15 seats included (pricing verified May 2026, indicative), and additional seats run around $45 per seat per month. That is the platform. The build we do is everything that turns it into a real inbound engine: enrichment, routing logic, Slack workflows, attribution, and the recovery flows that keep no-shows from quietly killing your pipeline.

Use cases

Inbound Demo Pipeline at Scale

Route every high-fit demo request to the right rep in under five seconds, with qualification logic baked into the form itself. Marketing stops praying that SDRs follow up fast, and pipeline meetings get booked while the prospect is still hot.

Account-Based Routing for Enterprise Leads

Match incoming form fills against named accounts in Salesforce or HubSpot, then route owned accounts to their AE and unowned ones to the segment specialist. No more enterprise leads landing in a generic SDR queue.

Live Handoff from SDR to AE

When an SDR qualifies a prospect on a cold call, Handoff lets them book the AE's calendar live without leaving the call. The meeting is on the books before the prospect hangs up, with full context handed over.

Re-Engaging No-Shows and Form Abandons

Automatically detect when a prospect bails on a form or no-shows a meeting, then trigger re-engagement flows with one-click rebooking. Recovered meetings stop being a manual SDR chore.

PLG Expansion Triggers

Watch product-qualified accounts hit usage or feature thresholds, then push them into a sales motion with the right rep booked automatically. The handoff from self-serve to sales-assisted happens without anyone forwarding emails.

Industries we automate this for

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