Product Reports Resources Pricing Login Book a demo

Yesware

Other B2B Software · Boston, United States · Founded 2010

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

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.

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.

Keywords: sales engagement, email outreach, sales productivity, CRM integration, email tracking, sales automation, lead nurturing, Outlook add-on, Gmail extension, sales analytics

Talent graph

Yesware's talent

Book a demo to see the people
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.

Investors

9 investors on Yesware's cap table

Sourced from Dealroom's funding history. Investor profile links are shown where available.

Seed 5 investors entered at this stage
Golden Venture Partners
Will Herman
Converge Venture Partners
Techstars
Foundry
Series A 3 investors entered at this stage
Ridge Ventures
IDG Ventures
Battery Ventures
Series B+ 1 investor entered at this stage
Shea Ventures

Global footprint

Where Yesware has talent and traffic

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

Market sentiment

What the market is saying about Yesware

An AI-synthesized read of the highest-engagement posts about Yesware on X over the past 7 days. We rank by likes & retweets, ignore corporate channels, and surface the themes that broke out from real people.

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

See Yesware on the full Dealroom platform

Live deal flow, founder pedigree, hiring signals, revenue trajectory, and the full cap table.