// Scheduling
Scheduling software that books meetings in one click
The meeting scheduler built for B2B revenue teams: real availability, routing-aware booking links, automatic reminders, and rescheduling that doesn't cost a thread.
The secret sauce behind high-performing GTM teams at
// Why it matters
Calendar admin is the tax your reps pay on every deal
Finding a time, resending availability, rebuilding an invite because one guest changed, chasing a no-show, none of it advances a deal, and all of it lands on your most expensive people. Scheduling should take one click from either side.
// How it works
How scheduling software works
Connect your calendars
Two-way sync with Google Calendar and Office 365 keeps availability accurate across the team, including reserved meeting times.
Share availability anywhere
Booking links for personal, round-robin, ownership, or group meetings, or drop real time slots straight into an email body with ChiliCommand (CMD + M).
Let the meeting hold
Automated email and text reminders, one-click rescheduling, and automatic CRM updates as things change.
// What you get
What's included in Chili Piper's scheduling software
01
One-click booking
Prospects see live availability and confirm a time in a single click, no proposing slots, no waiting for a reply to find out it's taken.
02
Times in the email, not a link
Insert real, clickable time slots directly into the email body instead of pasting a scheduling link, with the recipient's time zone detected automatically.
03
Flexible meetings that self-heal
Open extra availability as flexible meetings. If a customer books over one, ChiliCal automatically finds that meeting a new time instead of leaving you to sort it out.
04
Multi-person and team meetings
Pull a sales engineer or manager into the invite using combined availability, and book on a teammate's behalf by finding their link from your own inbox.
05
Reminders and rescheduling
Unlimited automated reminders before or after the meeting, by email or text, and guests can reschedule in one click instead of restarting the thread.
06
Routing-aware links
Booking links respect the routing rules you already run, so a prospect lands on the correct rep's calendar rather than whoever sent the link.
The hottest GTM teams run on Chili Piper
Your logo belongs here
“70% lift in demo request form conversions. 5x increase in the number of demo requests. Frictionless buyer experience.”
Noa Farber
Director of Marketing AutomationGong
Common questions
Which calendars does it support?
Google Calendar and Office 365, with two-way sync so availability reflects what's actually on the calendar, including reserved meeting times you want held open.
How is this different from a personal booking link?
Personal links book whoever owns the link. Chili Piper links respect your routing rules, so the meeting lands on the right rep's calendar based on territory, account ownership, or round-robin, and the meeting is written back to your CRM.
Can we reduce no-shows?
Automated email and text reminders go out before the meeting, and guests can reschedule in one click instead of dropping off. For meetings that still slip, re-engagement can follow up automatically.
Does it handle meetings with several attendees?
Yes. Group meetings account for multiple reps' availability, and multi-person meetings can be booked in one click without manually rebuilding the invite.
What is round robin scheduling?
Round robin scheduling distributes new meetings across a team automatically, so bookings rotate fairly instead of piling onto one calendar. Chili Piper's round robin supports weighting, meeting calibration for no-shows and cancellations, and CRM-aware rules like account ownership, so the rotation stays fair and the meeting still lands on the right rep.
What makes scheduling software right for sales teams?
Sales teams need more than a personal booking link: routing rules that respect territories and account ownership, round-robin distribution, CRM write-back for every meeting and reschedule, and reminders that protect show rates. That's the difference between a calendar tool and scheduling software built for revenue teams — Chili Piper meetings average a 92% show rate.