Chili Piper

Chili Piper

Automates meeting scheduling for revenue teams

Overview

Chili Piper provides Meeting Lifecycle Automation for revenue teams, focusing on speeding up how inbound meetings are scheduled and managed. The platform offers instant booking, booking links, and calendar integrations so leads can book meetings quickly and routes them to the right sales rep. It works by integrating with calendars and CRMs, using booking links or embedded scheduling flows, automatically selecting the first available times, and coordinating the right rep and meeting details through the pipeline. This differentiates Chili Piper from competitors by its emphasis on end-to-end meeting workflows and seamless CRM/calendar connectivity, designed to cut scheduling time and improve conversion. The company’s goal is to help sales and marketing teams convert more inbound inquiries into booked meetings and, ultimately, close more deals by saving time spent on scheduling.

About Chili Piper

Simplify's Rating
Why Chili Piper is rated
B-
Rated B on Competitive Edge
Rated B on Growth Potential
Rated C on Differentiation

Industries

Enterprise Software

Company Size

201-500

Company Stage

Series B

Total Funding

$54.4M

Headquarters

New York City, New York

Founded

2016

People at Chili Piper

People at Chili Piper who can refer or advise you

Simplify Jobs

Simplify's Take

What believers are saying

  • Chili Piper hit $30M+ pipeline with just 2 marketers in 2025 while cutting costs by 50%.
  • The company acquired KosmoTime to build next-generation smart calendars for better time management.
  • Chili Piper launched an all-in-one Event Meetings Management solution to maximize ROI from conferences.

What critics are saying

  • Cal.com's superior flexibility and 50% lower pricing directly erodes Chili Piper's sales-only positioning within 6–12 months.
  • RevenueHero's AI-powered lead-to-account matching at a fraction of Chili Piper's cost displaces mid-market B2B clients in 9–15 months.
  • HubSpot Meetings enables native scheduling without third-party tools, eliminating Chili Piper need in HubSpot-centric orgs within 6–12 months.

What makes Chili Piper unique

  • Chili Piper excels at booking meetings and routing leads for mid-market and enterprise companies.
  • The platform reduces scheduling time to increase selling time for revenue teams globally.
  • Its AI agents engage, qualify, route, and re-engage website visitors to turn them into pipeline.

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Funding

Total Funding

$54.4M

Meets

Industry Average

Funded Over

4 Rounds

Notable Investors:
Series B funding is typically for startups that have proven their business model and need more funding to expand rapidly—often by entering new markets or adding more products. Investors are usually venture capital firms that specialize in later-stage investments.
Series B Funding Comparison
Meet Average

Industry standards

$35M
$33M
Chili Piper
$45M
Linktree
$65M
Substack
$100M
ClickUp

Benefits

Unlimited Paid Time Off

Health Insurance

Dental Insurance

Vision Insurance

Professional Development Budget

Stock Options

Company Social Events

Remote Work Options

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

0%

2 year growth

0%
Exclaimer
Dec 6th, 2024
Simplify meeting bookings with new Chili Piper integration

It's with this in mind that Exclaimer Group is excited to announce its new integration with the leading demand conversion platform, Chili Piper.

The Saleroom
Dec 20th, 2022
Alina Vandenberghe is the Co-founder of Chili Piper

In 2021, Chili Piper received a $33 million dollar investment led by Tiger Ventures at close to a $1 billion dollar valuation.

Rally UXR
Sep 12th, 2022
Chili Piper, Inc. hires Taylor Jennings as Senior UX Researcher

Before Taylor Jennings joined Chili Piper as a Senior UX Researcher and their first research hire, the product team was handling research.

Special Events
Sep 16th, 2021
Chili Piper launched Chili Events on Sep 16th 21'.

Chili Piper, the leading inbound conversion platform for sales and marketing teams, today announced the launch of Chili Events, an all-in-one Event Meetings Management solution for generating more meetings and maximizing ROI from in-person conferences and trade shows.

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