Working at InsightSquared | Glassdoor

InsightSquared Overview

Boston, MA
51 to 200 employees
Company - Private
Computer Hardware & Software
Unknown / Non-Applicable
InsightSquared is the most-awarded provider of sales intelligence solutions for high-growth technology companies. InsightSquared helps revenue operations professionals make better decisions by equipping them with actionable, real-time intelligence on sales and marketing ... Read more

Mission: The InsightSquared Values:
We trust that the best results come from insights, a variety of perspectives, and openness. As a team, we work hard to empower our colleagues, customers, and community with a means to drive greater impact and always aim higher.

Company Updates

  • InsightSquared raises $23M to give sales and marketing organizations more sophisticated tools to make better decisions

    Xconomy: InsightSquared Scores $23M to Advance Sales and Marketing Software

    Here's an update on a quintessential Boston tech startup. InsightSquared, which got started in 2011, said Wednesday it has pulled in $23 million in Series D funding. The round was led by Tola Capital, with previous investors Accomplice, DFJ, Two Sigma Ventures, and NextView Ventures also participating. The new money

See AllSee All

InsightSquared – Why Work For Us?

InsightSquared was named #1 overall for Sales Analytics as well as #1 in satisfaction and usability for Business Intelligence by user reviews site G2 Crowd.

Fast-growing technology companies recognize the strategic value of sales operations — but delivering that value first requires ops leaders to break the cycle of spreadsheets.

Enter: InsightSquared. We provide visual, actionable reporting on virtually all sales KPIs to empower sales operations to help leadership forecast more accurately, better manage sales pipeline, equip sales managers with the insights needed to provide individualized rep coaching, and advise executives on planning and analysis.

We’re headquartered in Boston, MA, where we are consistently named one of the best places to work.

Who are we?

We’re a team of driven, problem-solvers. We’re positive. We work hard to “get to yes.”  We care deeply about sales analytics, data visualization, SaaS, and Boston sports. We’re also hiring!

Why InsightSquared

InsightSquared is a Boston-based growing startup that's reinventing the way businesses are run and at the same time dominating the traditional BI establishment.

  • Multi Award winner for BBJ best place to work and Boston Globe Top Place to Work 3 years running!
  • We're established, with a SaaS product that has hundreds of customers and is bringing in real revenue.
  • Active sponsor with non-profits supporting local entrepreneurs and startups.
  • We're funded by a team of great investors who believe in our vision.
  • Actively involved in community outreach by working with partners like TUGG and supporting the local Boston startup scene through work with Resiliant Coders, and ICW.
  • We've built a place where our team members want and love to be.

InsightSquared Reviews

Rating TrendsRating Trends
Recommend to a friend
Approve of CEO
(no image)
Fred Shilmover
38 Ratings
  • Featured Review

    "Amazing place to build a career"

    • Work/Life Balance
    • Culture & Values
    • Career Opportunities
    • Comp & Benefits
    • Senior Management
    Former Employee - Sales in Boston, MA
    Former Employee - Sales in Boston, MA
    Positive Outlook
    Approves of CEO

    I worked at InsightSquared (Less than a year)


    -Culture of learning and development
    -A reinvigorated focus on learning and development
    -They are on the cutting edge of industry trends (account based marketing and customer journey, for example)
    -Fantastic reputation and brand
    -Really smart tech and a great target buyer to work with
    -Even after all these years, they still bring the perks
    -CEO genuinely cares
    -I’ve made lifelong friends at this company
    -They run such a smart process that you leave so much better equipped for your career than if you’d chosen another company to work for
    -I’ve seen lots of people advance their career here; some leveling up 3-4 times
    -They promote from within
    -They take diversity and personal safety/happiness very seriously
    -You just learn so much here


    No matter what a company does to try and make it easier, startups are hard. Don’t do startups of you can’t handle the daily struggles, changes, and slips that these companies face.

See All 48 Reviews

InsightSquared Photos

InsightSquared photo of: Kickball Playoffs
InsightSquared photo of: No Shave November!
InsightSquared photo of: Account Management Team
InsightSquared photo of: Marketing Analytics Launch Day!
InsightSquared photo of: Marketing Analytics Launch Day!
InsightSquared photo of: Marketing Analytics Launch Day!
See All PhotosSee All

InsightSquared Interviews



Getting an Interview

Getting an Interview




  1. Featured Interview

    Helpful (1)  

    BDR Interview

    Anonymous Employee in Boston, MA
    Accepted Offer
    Positive Experience
    Average Interview


    I applied through an employee referral. I interviewed at InsightSquared (Boston, MA) in July 2017.


    A phone call with HR, describing fit and the role.
    An intelligence test and personality test.
    An on-site interview with 4 people: two managers, one BDR, and the director of people ops
    Two phone calls with C levels

    Overall it was a professional and fast process. (2-3 weeks) The interviewers were thoughtful and you can tell they really care about finding the right hire. They asked questions that were pretty curveballs really. That doesn't mean you can just come into the interview unprepared. Make sure your answers are concise, clear, and to-the-point.

    Interview Questions

See All 20 Interviews

InsightSquared Awards & Accolades

  • Best Places to Work(Small Company), Boston Business Journal, 2014
  • Best Places to Work, Boston Business Journal, 2013
  • International Business Awards - Best New Product or Service of the Year - Business-to-Business Products(Bronze Winner), Stevie Awards, 2012
  • Business Intelligence Solution - New Version(Silver Stevie Winner), Stevie Awards, 2014
  • Best Places to Work - Medium-Sized Company)(1), Boston Business Journal, 2015
See More

Pledges & Certifications

Veteran Hiring Commitment

Committed to helping America's military veterans find work

Diversity Commitment

Has programs that support a diverse and inclusive workforce

Work at InsightSquared? Share Your Experiences

  • Star
  • Star
  • Star
  • Star
  • Star
Click to Rate