InsightSquared
acquired by MediaflyBoston, US · Founded 2010 · Delaware corporation · 2 known investors
Analytics and forecasting solutions for revenue teams. Acquired by Mediafly.
Founders & leadership
InsightSquared was founded in 2010 by Frederick Shilmover.
FS
Frederick ShilmoverFounder
CC
Courtland CunninghamNamed on SEC filing
Board
JF
Investors · 2
Reported raises · per SEC filings
Form D private placements$42.5M disclosed across 4 rounds · 2014–2021
▶$4MraisedJul 2021 · 2 investors · Other TechnologyRule 506(b)
▶$4MraisedJul 2021 · 2 investors · Other Technology
Rule 506(b)Officers, directors & promoters on the filing
- Jeff FagnanDirector
- Frederick ShilmoverExecutive Officer, Director
- Todd AbbottExecutive Officer, Director
- Aaron FleishmanDirector
- Offering amount
- $6M
- Amount sold
- $4M
- First sale
- Jun 2021
- Incorporated
- Corporation, Delaware
- Federal exemptions
- 06b
▶$6.8MraisedNov 2019 · 12 investors · Other TechnologyRule 506(b)
▶$6.8MraisedNov 2019 · 12 investors · Other Technology
Rule 506(b)Officers, directors & promoters on the filing
- Frederick ShilmoverExecutive Officer, Director
- Aaron FleishmanDirector
- Jeff FagnanDirector
- Amount sold
- $6.8M
- First sale
- Nov 2019
- Incorporated
- Corporation, Delaware
- Federal exemptions
- 06b
▶$21.1MraisedMay 2018 · 12 investors · Other TechnologyRule 506(b)
▶$21.1MraisedMay 2018 · 12 investors · Other Technology
Rule 506(b)Officers, directors & promoters on the filing
- Jeff FagnanDirector
- Frederick ShilmoverExecutive Officer, Director
- Courtland CunninghamDirector
- Offering amount
- $23.1M
- Amount sold
- $21.1M
- First sale
- May 2018
- Incorporated
- Corporation, Delaware
- Federal exemptions
- 06b
▶$10.5MraisedNov 2014 · 6 investors · Other TechnologyRule 506(b)
▶$10.5MraisedNov 2014 · 6 investors · Other Technology
Rule 506(b)Officers, directors & promoters on the filing
- Courtland CunninghamDirector
- Frederick ShilmoverExecutive Officer, Director
- Jeff FagnanDirector
- Offering amount
- $20M
- Amount sold
- $10.5M
- First sale
- Nov 2014
- Incorporated
- Corporation, Delaware, 2010
- Federal exemptions
- 06b
Source: SEC EDGAR Form D. Amounts as filed; amended filings shown once at their latest values.
Founder mafia
3 people who came through InsightSquared went on to found or lead other companies.
Competitors · 10
by search overlapDealHub163 shared keywordsDealHub provides a revenue platform that manages sales engagement touchpoints to improve buyer experience and sales team efficiency.
Zendesk159 shared keywordsThis is Zendesk's internal belonging/diversity and inclusion program page, not a company profile page for an external company. It describes Zendesk's internal culture initiatives and leadership development programs.
Pipedrive142 shared keywordsPipedrive is a cloud-based customer relationship management (CRM) platform designed for small and medium-sized businesses to manage sales pipelines, track leads, and automate sales processes. The platform provides visual sales funnel management, email marketing integration, customer tracking, and reporting tools to help sales teams close more deals efficiently.
Highspot98 shared keywordsHighspot operates a sales enablement platform that helps go-to-market teams manage sales content, deliver training and coaching, and engage buyers with analytics on what works. Founded in Seattle in 2012, the company serves enterprise revenue teams and has raised venture funding from investors including Iconiq Growth, Madrona, Sapphire Ventures, OpenView, Salesforce Ventures, Tiger Global, and B Capital.
Close86 shared keywordsClose is a CRM platform that provides sales software for businesses, emphasizing communication features and automated data entry to improve sales representative productivity.
SalesLoft83 shared keywordsSalesloft provides an AI-powered revenue orchestration platform that consolidates buyer signals across a company's tech stack to coordinate sales engagement from initial contact through renewal. The platform serves B2B sales teams seeking to improve revenue growth efficiency and predictability.
Netezza83 shared keywordsIBM is a global technology company whose business spans enterprise software (including Red Hat, HashiCorp, and Confluent), IT infrastructure such as mainframes, servers, and storage, and IT consulting services. The company is also investing heavily in quantum computing and AI-based enterprise offerings, including its Lightwell open-source software security clearinghouse and the Anderon quantum wafer foundry.
Revenue Grid78 shared keywordsRevenue Grid is a relationship intelligence platform that automatically captures and syncs client interactions (emails, meetings, contacts, documents) into Salesforce and applies AI agents to surface risks, opportunities, and next best actions. It serves revenue and sales teams, particularly in trust-driven industries, to improve pipeline visibility, forecasting, and customer engagement.
Good Meetings76 shared keywordsGoodMeetings builds a sales productivity platform aimed at making sales interactions and meetings more effective for customer-facing revenue teams. The company focuses on improving sales operations and reducing operational burdens for sales teams.
Clari73 shared keywordsClari, merged with Salesloft, provides an AI-powered system for revenue prediction and optimization serving enterprise customers. The platform enables companies to forecast, interpret, and act on revenue signals across their operations.
Companies competing with InsightSquared for the same Google search keywords, organic and paid, via search-intersection analysis.
Frequently asked questions
- What does InsightSquared do?
- Analytics and forecasting solutions for revenue teams. Acquired by Mediafly.
- Who founded InsightSquared?
- InsightSquared was founded by Frederick Shilmover in 2010.
- Who are InsightSquared's investors?
- InsightSquared's investors include Tola Capital, Accomplice.
- How much funding has InsightSquared raised?
- InsightSquared has disclosed $42.5M raised across 4 rounds.
- Who acquired InsightSquared?
- InsightSquared was acquired by Mediafly.
- Where is InsightSquared headquartered?
- InsightSquared is headquartered in Boston, US.