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Yesware

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Yesware is an all-in-one sales toolkit that helps you connect with prospects, track customer engagement, and close more deals

Boston, United StatesFounded 2010Other B2B Software
Valuation $0–100M Latest valuation · 2018
Headcount <100 Current team size
Total funding $10–50M Disclosed equity funding
Unlock exact values This page shows ranges. Dealroom has the exact numbers for Yesware and the history behind them.

About Yesware

Yesware provides a sales engagement platform tailored for business-to-business (B2B) sales teams seeking to enhance their email outreach without the complexity of enterprise-level software. Founded in 2010 by Matthew Bellows, Cashman Andrus, and Rajat Bhargava, the company originated from Bellows' experience as a sales manager, where he identified inefficiencies in how sales professionals used technology and managed data entry into CRM systems. Bellows, a seasoned entrepreneur with prior ventures including the co-founding of WGR Media with Andrus, brought over a decade of sales experience to shape Yesware's mission of helping salespeople close more deals.

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The company operates on a freemium and subscription-based business model, offering tiered pricing plans including Free, Pro, Premium, and Enterprise levels to cater to individuals, small businesses, and large teams. Revenue is generated from monthly or annual subscriptions for its premium features. Yesware's core product is an add-on for Gmail and Microsoft Outlook that integrates directly into the user's inbox. This tool equips sales representatives with features such as email tracking for opens and link clicks, customizable email templates, and automated follow-up campaigns that can include emails, phone call reminders, and LinkedIn InMail actions. The platform also offers a meeting scheduler to streamline booking, analytics to identify effective strategies, and seamless integration with CRM systems like Salesforce to automatically sync sales activities.

A significant milestone in the company's history was its acquisition by Vendasta in October 2022. This strategic move aimed to combine Yesware's sales enablement tools with Vendasta's broader platform, which serves small and medium-sized businesses through a network of channel partners. Prior to the acquisition, Yesware had secured $48 million in total funding from investors including Google Ventures, Battery Ventures, and Foundry Group. The platform serves a diverse client base, from solo entrepreneurs to large companies like Yelp and Experian, primarily in the Computer Software, Internet, and IT services industries.

Source: Dealroom company data

At a glance

Status
Acquired
Founded
2010
Headquarters
Boston, United States
Employees
71
Open positions
None listed
Dealroom signal
72.3/100
Industry
Telecom, Enterprise Software
Sector
Other B2B Software, SaaS, Developer Tools, Platform, Automated Technology
Business model
SaaS
Client focus
b2b
Investment activity
1 company, latest Nov 2013
Capital deployed
Preferred round
ACQUISITION

Latest news

Press, funding announcements and product moves mentioning Yesware.

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Funding history

8 recorded events

Company financing events and reported valuations.

Deal typeDateAmountValuationInvestorsSource
ACQUISITIONExit Oct 2022 $0 VendAsta
LATE VCEquity / VC Aug 2018 $15M $60M Shea Ventures · Foundry · Battery Ventures · IDG Ventures
Showing the latest 2 of 8 recorded eventsBook a demo for the full funding history →

Growth signals

Yesware website traffic

Latest recorded traffic for Yesware is 200K monthly website visits, down 13% over the last three months. Yesware's team grew 1.4% over the past year.

Latest monthly visits200K 3-month web change-13% 1-year team growth+1.4%
Summary metrics are public; monthly history is available with a demoCompare with peers →

Similar companies

Closest operating peers by Dealroom taxonomy

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Investments and acquisitions

Capital deployed

Recent portfolio relationships for companies that also act as investors or acquirers.

Investors

13 investors on the cap table

From Dealroom's funding and investor records, grouped by the round each investor first entered.

Seed5 investors entered at this stage

Series A3 investors entered at this stage

Series B and later1 investor entered at this stage

  • Shea Ventures

Other known investors4 additional known investors

  • VendAsta
  • Golden Ventures
  • GV
  • K2 Global
Team profiled 26 named & role-tagged
Founders Hidden — book a demo/100 quality score
Key operators 1 quality Hidden — book a demo/100
Potential founders Hidden — book a demo likely future founders
Startup mafia Hidden — book a demo alumni-founded startups
Talent movements Hidden — book a demo in · Hidden — book a demo out past 12 months

Source: Dealroom Talent Intelligence.

Global footprint

Workforce and web traffic by country
Workforce by country
1 countries with
team presence
🇺🇸 United States100%
1 country shown

Market sentiment

Posts on X, past 7 days

An AI-synthesised read of the highest-engagement posts about Yesware on X, ranked by likes and reposts, corporate channels excluded.

Reading the room on X — pulling top posts and synthesizing themes…

Source: X recent search ranked by engagement (likes + retweets) · Synthesis by Claude · Cached for 1 hour

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