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InsightSquared

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InsightSquared provides data intelligence, analysis and forecasting for small and medium businesses

Cambridge, United StatesFounded 2010AI
Valuation $25–50M Last recorded · 2021
Headcount <100 Current team size
Total funding $50–100M Disclosed equity funding
Unlock exact values This page shows ranges. Dealroom has the exact numbers for InsightSquared and the history behind them.

About InsightSquared

InsightSquared, founded in 2011 by Fred Shilmover, Mike Volpe, and Sam Clemens, emerged from the recognition that sales leaders needed more accessible and actionable data from their CRM systems. The founders brought a potent combination of experience to the venture; Shilmover's background was in venture capital and enterprise software, Volpe was a marketing executive at HubSpot, and Clemens was a software architect. This collective expertise directly addressed the challenge of extracting meaningful business insights from complex datasets, a common pain point for rapidly growing companies. The company's primary offering is a revenue intelligence platform designed to provide sales, marketing, and customer success teams with a clearer view of their performance and forecasting accuracy. It integrates with existing CRM platforms, such as Salesforce, to automatically pull data and present it through a suite of dashboards and reports. This allows managers to analyze sales cycles, track team performance against quotas, and generate more reliable sales forecasts without the need for manual data manipulation in spreadsheets.

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The business operates on a software-as-a-service (SaaS) model, generating revenue through subscriptions to its platform. Its target market consists of B2B companies, particularly those with established sales operations looking to optimize their revenue-generating activities. Key features of the platform include advanced sales forecasting, which uses historical data and activity metrics to predict future outcomes, and pipeline management tools that help identify at-risk deals and coaching opportunities for sales reps. By providing a unified view of the entire revenue funnel, from marketing leads to closed deals, the platform enables organizations to make data-driven decisions to accelerate growth. A significant milestone in the company's journey was its acquisition by Mediafly in 2019, which integrated InsightSquared's analytics capabilities into Mediafly's broader sales enablement platform. This merger created a more comprehensive solution, combining content management and sales training with powerful revenue intelligence and forecasting tools.

Source: Dealroom company data

At a glance

Status
Acquired
Founded
2010
Headquarters
Cambridge, United States
Employees
20
Open positions
None listed
Dealroom signal
67.2/100
Sub-industry
Marketing Analytics
Sector
AI, Analytics, Market Intelligence, Data Analytics, CRM, Business Intelligence, Core AI, Hard Tech, AI Applications
Technology
Artificial Intelligence, Deep Tech, Machine Learning
Business model
SaaS
Client focus
b2b
Investment activity
1 company, latest Oct 2019
Capital deployed
—
Preferred round
ACQUISITION

Funding history

7 recorded events

Company financing events and reported valuations.

Deal typeDateAmountValuationInvestorsSource
ACQUISITIONOther financing Dec 2021 $0 — Mediafly ↗
LATE VCOther financing Jul 2021 $11M $43M Undisclosed —
Showing the latest 2 of 7 recorded eventsBook a demo for the full funding history →

Growth signals

InsightSquared website traffic

Latest recorded traffic for InsightSquared is 2.5K monthly website visits, down 39% over the last three months. InsightSquared's team declined 66.7% over the past year.

Latest monthly visits2.5K 3-month web change-39% 1-year team growth-66.7%
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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Showing 8 of the closest matchesCompare every metric →

Investments and acquisitions

Capital deployed

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

Investors

14 investors on the cap table

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

Seed6 investors entered at this stage

Series A3 investors entered at this stage

Series B and later4 investors entered at this stage

Other known investors1 additional known investor

  • Mediafly
Team profiled 55 named & role-tagged
Founders Hidden — book a demo/100 quality score
Key operators 2 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 InsightSquared 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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