Compare Chili Piper and Vendasta Yesware 
At a Glance
Market Segments
Mid-Market (63.0% of reviews)
Small-Business (45.3% of reviews)
Entry-Level Pricing
$15.00 1 Users Per Month
$15.00 1 Seat Per Month
Chili Piper
Star Rating
(732)4.6 out of 5
Market Segments
Mid-Market (63.0% of reviews)
Pros & Cons
Entry-Level Pricing
$15.00 1 Users Per Month
Browse all 6 pricing plansVendasta Yesware
Star Rating
(821)4.4 out of 5
Market Segments
Small-Business (45.3% of reviews)
Pros & Cons
Entry-Level Pricing
$15.00 1 Seat Per Month
Browse all 4 pricing plansSummary
AI Generated Summary
AI-generated. Powered by real user reviews.
- G2 reviewers report that Chili Piper excels in user support, with many users praising their Customer Success Managers (CSMs) for being proactive and helpful. One user highlighted how their CSM provided valuable guidance after a team member left, making the transition smoother.
- Users say that Vendasta Yesware is particularly effective for cold-email automation, with reviewers noting its reliability in sending and scheduling emails. This makes it a strong choice for teams focused on outreach and managing larger volumes of email communication.
- Reviewers mention that Chili Piper's user experience is simple and intuitive, which contributes to a smaller learning curve. Users appreciate how easy it is to scale their operations once they familiarize themselves with the platform's features.
- According to verified reviews, Vendasta Yesware offers a comprehensive solution for managing customer journeys, which is beneficial for businesses looking to handle various stages of customer engagement effectively. However, some users feel it could improve in matching specific workflow needs.
- G2 reviewers highlight that while both products have similar entry-level pricing, Chili Piper's overall satisfaction ratings are higher, indicating a stronger market presence and user approval, particularly in the mid-market segment.
- Users report that Vendasta Yesware has a quick implementation process, with many finding the onboarding straightforward. However, some users feel that it could benefit from enhanced support options compared to Chili Piper, which has received higher marks for quality of support.
Pricing
Entry-Level Pricing
Chili Piper
ChiliCal Teams
$15.00
1 Users Per Month
Smart scheduling links for revenue reps
- One click instant booking (Salesforce required).
- Round-robin between reps on your team.
- Schedule on behalf of others.
Vendasta Yesware
Pro
$15.00
1 Seat Per Month
For solo sales professionals & small businesses
- Unlimited email open tracking
- Unlimited email link tracking
- Unlimited attachment tracking
Free Trial
Chili Piper
No trial information availableVendasta Yesware
Free Trial is available
Ratings
Meets Requirements
9.2
462
8.7
731
Ease of Use
9.0
468
8.8
737
Ease of Setup
8.0
168
8.9
166
Ease of Admin
8.2
160
8.7
161
Quality of Support
9.3
423
8.5
587
Has the product been a good partner in doing business?
8.9
158
8.7
154
Product Direction (% positive)
9.1
397
7.9
730
Features by Category
Messenger
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Channels
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Customers
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Agentic AI - Conversational Marketing
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Lead Facilitation
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Organization
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Performance Analysis
Not enough data
Not enough data
Not enough data
Not enough data
Sales Analysis
Not enough data
Not enough data
Not enough data
Not enough data
Generative AI
Not enough data
Not enough data
Not enough data
Not enough data
Agentic AI - AI Sales Assistant
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Integrated Workflows
Not enough data
7.9
113
|
Verified
Not enough data
9.1
171
|
Verified
Not enough data
6.7
58
Not enough data
7.6
80
|
Verified
Not enough data
8.3
119
|
Verified
Not enough data
7.6
33
Not enough data
7.2
24
Repeatability and Reportability
Not enough data
8.2
111
|
Verified
Not enough data
8.3
110
|
Verified
Not enough data
8.2
115
|
Verified
Not enough data
7.6
71
Not enough data
5.8
18
AI and Automation
Not enough data
Feature Not Available
Not enough data
Feature Not Available
Not enough data
Feature Not Available
Not enough data
Feature Not Available
Not enough data
Feature Not Available
Generative AI
Not enough data
Feature Not Available
Agentic AI - Sales Engagement
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Matching
9.0
120
Not enough data
8.9
105
Not enough data
8.7
98
Not enough data
Routing
9.1
131
Not enough data
8.8
108
Not enough data
8.9
111
Not enough data
9.2
133
Not enough data
Platform Operations
8.7
99
Not enough data
8.6
100
Not enough data
8.9
104
Not enough data
8.9
85
Not enough data
8.8
116
Not enough data
9.2
132
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Calendar View
9.1
130
Not enough data
9.2
136
Not enough data
Shared Calendar
9.2
137
Not enough data
9.2
131
Not enough data
Accessibility
9.1
109
Not enough data
9.0
92
Not enough data
Integration
9.3
99
Not enough data
9.1
114
Not enough data
9.3
149
Not enough data
Notifications
9.4
139
Not enough data
9.3
107
Not enough data
Generative AI
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Agentic AI - Calendar
Not enough data
Not enough data
Notifications
Not enough data
9.3
10
Not enough data
9.4
9
Not enough data
9.4
9
Settings
Not enough data
8.8
8
Not enough data
9.2
8
Not enough data
9.0
8
Personalization
Not enough data
4.3
5
Not enough data
8.2
11
Integrations
Not enough data
8.1
7
Not enough data
Feature Not Available
Not enough data
Feature Not Available
Not enough data
Not enough data
Not enough data
Feature Not Available
Generative AI
Not enough data
Feature Not Available
Not enough data
Feature Not Available
Not enough data
Feature Not Available
Not enough data
Feature Not Available
Not enough data
Feature Not Available
Agentic AI - Online Appointment Scheduling
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Integrations
9.4
90
Not enough data
9.5
150
Not enough data
9.5
134
Not enough data
9.5
102
Not enough data
9.4
148
Not enough data
Branding & Customizatio
9.3
139
Not enough data
9.3
142
Not enough data
9.1
111
Not enough data
Automatic Rules & Configurations
9.4
154
Not enough data
9.5
143
Not enough data
9.2
133
Not enough data
Agentic AI - Business Scheduling
Not enough data
Not enough data
Not enough data
Not enough data
Generative AI
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Communication
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Internal Use
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Agentic AI - Salesforce AppExchange Apps
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Agentic AI - Email Tracking
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Not enough data
Analytics
Not enough data
8.7
373
Not enough data
8.5
348
Not enough data
8.4
325
Customizations
Not enough data
8.6
328
Not enough data
8.7
324
Not enough data
8.6
350
Not enough data
8.4
161
Not enough data
8.5
334
Generative AI
Not enough data
Feature Not Available
Categories
Categories
Shared Categories
Chili Piper and Vendasta Yesware are categorized as Business Scheduling
Unique Categories
Chili Piper is categorized as Conversational Marketing, AI Sales Assistant, Lead-to-Account Matching and Routing, Live Chat, and Calendar
Vendasta Yesware is categorized as Sales Engagement, Email Tracking, Salesforce AppExchange Apps, and Online Appointment Scheduling
Reviews
Reviewers' Company Size
Chili Piper
Small-Business(50 or fewer emp.)
Mid-Market(51-1000 emp.)
Enterprise(> 1000 emp.)
Vendasta Yesware
Small-Business(50 or fewer emp.)
Mid-Market(51-1000 emp.)
Enterprise(> 1000 emp.)
Small-Business
(50 or fewer emp.)
Mid-Market
(51-1000 emp.)
Enterprise
(> 1000 emp.)
Reviewers' Industry
Computer Software
41.9%
Information Technology and Services
12.9%
Marketing and Advertising
6.6%
Financial Services
6.0%
Internet
2.6%
Other
29.9%
Computer Software
21.0%
Internet
14.6%
Information Technology and Services
13.6%
Marketing and Advertising
12.3%
Financial Services
3.1%
Other
35.5%
Alternatives
Discussions
Is there anyway to automatically offer up times based off multiple participants' calendars?
2 Comments
DC
Hey Matt,
Chili Piper has this feature. You can create a meeting type that includes multiple people, you could even use suggested times to include...Read more
Is video conferencing for meetings included in all packages?
2 Comments
Official Response from Chili Piper
Yes! Zoom, GoToMeeting, and other video conferencing is included in all subscriptions. The difference in Concierge Live is that it allows for real-time...Read more
What counts as a user?
1 Comment
Official Response from Chili Piper
A user is anyone that is booking a meeting, assigned a meeting, or an admin/manager who needs access to the application.Read more
Mac OS X + Office 365
2 Comments
DM
We only support O365 when it is on the backend.
Yesware currently works on the Microsoft Outlook desktop application for Outlook 2010, 2013 on Windows 7...Read more
Is yesware safe?
1 Comment
TR
Yes it is safe, it allows you do email tracking. Has great support and it is easy to useRead more
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