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Yesware
Yesware is an all-in-one sales toolkit that helps you connect with prospects, track customer engagement, and close more deals
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.
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.
Funding history
Company financing events and reported valuations.
| Deal type | Date | Amount | Valuation | Investors | Source |
|---|---|---|---|---|---|
| ACQUISITION✓Exit | Oct 2022 | $0 | — | VendAsta | ↗ |
| LATE VC✓Equity / VC | Aug 2018 | $15M | $60M | Shea Ventures · Foundry · Battery Ventures · IDG Ventures | ↗ |
Growth signals
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.
Similar companies
Company identity and context are open; selected comparison metrics preview what is available on the platform.
Investments and acquisitions
Recent portfolio relationships for companies that also act as investors or acquirers.
Investors
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
Ridge Ventures
IDG Ventures
Battery Ventures
Series B and later1 investor entered at this stage
Shea Ventures
Other known investors4 additional known investors
VendAsta
Golden Ventures
GV
K2 Global
Source: Dealroom Talent Intelligence.
Global footprint
team presence
Market sentiment
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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