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Chilipiper

Sales & Customer Relationship Management (CRM)chilipiper.com

Chili Piper is a SaaS company that provides scheduling and calendar management solutions for sales and customer success teams to streamline appointment booking and improve customer engagement.

Entry price

$50

Experiences · /mo

Plans tracked

1 add-on

Pricing changes

Latest Wk 40 '26

Pricing model

Subscription

No free tier

Pricing Change History

14 changes

202614 changes

Sep 28, 2026

Improvement

Weekly

Chilipiper brings live calling and chat down to Routing & Scheduling

Routing & Scheduling now includes 'Concierge Live and Handoff Live' calling and 'Live Chat with a team member,' both previously Experiences-exclusive; removed from Experiences' list and upgrade pitch.

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Jul 2, 2026

Packaging

Quarterly

Chili Piper: full pricing model overhaul to bundled annual tiers

Replaced per-product a la carte pricing ($30/user/mo + $150-$1,500/mo platform fees per product) with two bundled annual tiers: Routing & Scheduling ($15k/yr, 15 seats) and Experiences ($42k/yr, 30 seats), plus a new AI-credits system.

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May 11, 2026

Packaging

Weekly

Chilipiper reveals AI credit limits: 3,750 and 12,500/month by plan

AI credits allocation revealed for Routing & Scheduling (3,750/month) and Experiences (12,500/month) plans, replacing 'Details coming soon' placeholders.

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May 4, 2026

Improvement

Weekly

Chilipiper upgrades Routing & Scheduling plan to Dedicated CSM support

Routing & Scheduling plan support tier upgraded from Pooled support to Dedicated CSM, aligning it with the Experiences plan support level.

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Apr 27, 2026

Improvement

Weekly

Chilipiper bundles AI agents into new seat-inclusive pricing tiers

Experiences tier adds 24/7 AI qualification/routing, live calling from forms, ABM account identification, re-engagement flows, user provisioning, and new AI agents — bundled at $3,500/mo (30 seats). Billing unit changed to seat-inclusive bundles: Routing & Scheduling $45/seat/mo beyond 15 included seats; Experiences $50/seat/mo beyond 30 included seats. Prior model was $30/user/month per product.

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Apr 20, 2026

Packaging

Weekly

Chilipiper elevates Chat to standalone tier at $30/user/month

Chat product promoted from hidden Concierge sub-section to a standalone pricing tab ($30/user/month + $1,000/month platform fee); Demand Conversion Platform bundle updated to explicitly include Chat.

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Apr 13, 2026

Packaging

Weekly

Chilipiper folds Chat into Concierge, simplifies pricing lineup

Chat product removed as a standalone pricing tab from the Salesforce CRM view; Chat features merged into Concierge card. Demand Conversion Platform headline no longer lists Chat as a separate component.

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Apr 1, 2026

Packaging

Weekly

Chilipiper Elevates Chat to Core Offering in Pricing Restructure

Chat product added to combined bundle offering. Platform now bundles Chat with Concierge, Handoff, and Distro in unified platform pricing. Product pricing page reorganized with Chat repositioned as core offering. Chat moved before Distro and Handoff in main pricing table.

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Apr 3, 2026

Improvement

Quarterly

Chilipiper Adds Chat AI to Demand Conversion Platform Bundle

Demand Conversion Platform bundle updated to include Chat AI: now 'ChiliCal + Concierge + Chat + Handoff + Distro'. Previously did not include Chat in the bundle.

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Jan 13, 2026

Packaging

Quarterly

Chilipiper Launches Chat AI Product with Flat Annual Pricing for 24/7 Intelligent Engagement

Chat AI product added with flat annual pricing of $20,000/year plus platform fee - enables 24/7 intelligent engagement without per-user licenses

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Jan 13, 2026

Packaging

Quarterly

Chilipiper Introduces 40% Savings with New 4-Year Contract Discount

Pricing page restructured: removed prominent ChiliCal Free/Teams section from top, now presenting Demand Conversion Platform products first 2-year contract discount increased from 5% to 15%

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Jan 13, 2026

Improvement

Quarterly

Chilipiper Removes Salesforce Requirement for One-Click Instant Booking in ChiliCal Teams

ChiliCal Teams: Salesforce requirement removed for one-click instant booking

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Jan 13, 2026

Packaging

Quarterly

Chilipiper Introduces ChiliCal Free Plan with Smart Scheduling and Increases Annual Billing Discount to 50%

Instant Booker renamed to ChiliCal Teams with same $15/user/month yearly pricing for smart scheduling links ChiliCal Free plan introduced with smart scheduling links, auto-reschedule, time zone detection, and AI Co-Pilot (always free)

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Jan 13, 2026

Improvement

Quarterly

Chilipiper Introduces Lead Conversion Feature to Distro Plan, Enhancing Sales Efficiency

Automatic sync with calendar for working hours/vacation feature added to Distro plan Lead Conversion feature added to Distro plan

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