LinkSquares
LinkSquares sells AI-powered contract management software to legal teams, with over 1,200 customers including DraftKings and TIME. The company has raised $161M, most recently a Series C in 2022.
The growth story
LinkSquares grew from 123 to 233 employees between 2021 and 2026, raising $161M along the way, most recently a Series C in April 2022.
About
LinkSquares provides software that helps corporate legal teams manage contracts using AI. It analyzes agreements to extract terms and reduce manual review work, primarily serving general counsel and legal operations leaders at mid-to-large companies.
The company has 233 employees and counts Oracle and Constant Contact as key talent sources. Its $161M in funding suggests strong investor confidence in legal tech automation, though headcount growth data is unavailable.
Founders and leadership
Sales is the largest department with 55 employees, indicating a focus on customer acquisition. The company has a median tenure of 2 years, typical for venture-backed SaaS firms.
The LinkSquares org chart
Biju Muduli (Chief Marketing Officer) leads 60 mapped leaders with 9 direct reports. Click +N to expand a team; names link to the person’s public profile.
Departments, and which ones grew
Headcount by function: Sales 60 (+15% YoY), Engineering 40 (-29% YoY), Information Technology 26 (-16% YoY), Customer Success and Support 22 (-15% YoY), Marketing 15 (-6% YoY), Business Development 14 (0% YoY).
Talent flow
LinkSquares recruits heavily from Oracle (10 hires) and Constant Contact (7). Alumni frequently move to OnRamp (6 departures) and Datadog (5). University of Massachusetts Amherst is the top feeder school.
Most common previous employers of LinkSquares staff: Oracle (10), Constant Contact (7), Salsify (6), Datto (4), True Fit (4), SessionM (4). Former LinkSquares employees most often moved to OnRamp (6), Datadog (5), Workvivo by Zoom (4), ADP (3), Rally (3), MongoDB (3).
Alumni worth knowing
The LinkSquares mafia
8 alumni have founded companies, including Validation Cloud (28 employees) and Sprout Labs (17 employees). The most creatively named spinout is Activate the Magic with 9 staff.
8Alex N., was Investor - Board Observer until 2022Sean Lindsay, was SVP, Engineering until 2026Michael Barrasso, was Account Executive until 2023Jacki Leahy, was Revenue Operations until 2020Eddie SanMarco, was Software Engineering Manager / Principal Engineer until 2023Amanda Burton, was Chief Of Staff until 2023
Laura Miyakawa, was Senior Vice President Of Engineering until 2020
Michael Chase, was Web Developer II until 2025Hiring now
Web traffic
Traffic mix: 48% direct, 12% search, 3% social, 2% paid.
What this company is made of
Most common skills at LinkSquares: Leadership (97), Microsoft Excel (82), Customer Service (79), Microsoft Office (78), Communication (67), Sales (64), Microsoft Word (63), Microsoft PowerPoint (63).
Where the team actually sits
LinkSquares people are concentrated in Massachusetts, United States (89), Greater Boston (57), United States (8), New Hampshire, United States (5).
Search footprint
LinkSquares attracts about 1,568 organic search visits a month, traffic worth roughly $28K a month if bought through ads. It gained 609 ranking keywords and lost 479 in the last period.
What employees say
- Compensation
- 3.30 / 5
- Career opportunities
- 2.60 / 5
- Senior management
- 2.30 / 5
- Work-life balance
- 3.00 / 5
Frequently asked
LinkSquares has 233 employees as of September 2026.
LinkSquares has raised $161M in total, most recently a Series C round in April 2022.
LinkSquares was founded in 2015 by Vishal Sunak.
Biju Muduli (Chief Marketing Officer) sits at the top of LinkSquares's reporting structure, with 9 direct reports.
The most common previous employers of current LinkSquares staff are Oracle (10 people), Constant Contact (7 people), Salsify (6 people).
Former LinkSquares employees most often move to OnRamp (6), Datadog (5), Workvivo by Zoom (4).
At least 8 companies have a founder who previously worked at LinkSquares, including Validation Cloud, Sprout Labs, WealthReach.
LinkSquares attracts about 1,568 organic search visits a month, worth roughly $28K a month in equivalent ad spend.
The most common skills among LinkSquares staff are Leadership, Microsoft Excel, Customer Service, Microsoft Office, Communication.
LinkSquares staff are concentrated in Massachusetts, United States (89), Greater Boston (57), United States (8).
LinkSquares has about 60 people in Sales, up 15% over the past year, as of September 2026.
LinkSquares has about 40 people in Engineering, down 29% over the past year, as of September 2026.
Computed from 192 current and 256 former LinkSquares profiles, as of September 2026. Source: Crustdata.
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