Fundraising Fox

LinkSquares

Boston, US · Founded 2015 · Delaware corporation · 235 employees on LinkedIn · 8 known investors

LinkSquares provides an AI-powered contract lifecycle management platform for enterprises that automates contract intake, review, execution, analysis, and renewal. The platform combines automation and intelligence to surface contract data and deliver real-time insights for legal and business teams.

Also known as LinkSquares, Inc.

Founders & leadership

LinkSquares was founded in 2015 by Chris Combs and Vishal Sunak.

CCChris Combs
Chris CombsinFounder & CEO2024–2026He has built expertise in document processing and analytics across multiple ventures, including two companies he co-founded, and focuses on product development and business operations.
VSVishal Sunak
Vishal SunakinCo-founder · Interim CEO and Board MemberHe has experience scaling growth-stage software companies through product development, operations, and strategic transactions.

Investors · 8

Reported raises · per SEC filings

Form D private placements

$160.2M disclosed across 6 of 8 rounds · 2017–2025

$100MraisedApr 2022 · 14 investors · Other Technology
Rule 506(b)
Officers, directors & promoters on the filing
  • Danielle SheerDirector
  • Chris CombsExecutive Officer
  • Vishal SunakExecutive Officer, Director
  • Saurabh SharmaDirector
  • William HewittDirector
  • Brady BroadbentDirector
Offering amount
$100M
Amount sold
$100M
First sale
Mar 2022
Incorporated
Corporation, Delaware
Federal exemptions
06b
Full filing on SEC EDGAR ↗
$40MraisedJul 2021 · 17 investors · Other Technology
Rule 506(b)
Officers, directors & promoters on the filing
  • Saurabh SharmaDirector
  • Danielle SheerDirector
  • Vishal SunakExecutive Officer, Director
  • Chris CombsExecutive Officer
  • Brady BroadbentDirector
  • William HewittDirector
Offering amount
$40M
Amount sold
$40M
First sale
Jun 2021
Incorporated
Corporation, Delaware
Federal exemptions
06b
Full filing on SEC EDGAR ↗
$12MraisedFeb 2020 · 11 investors · Other Technology
Rule 506(b)
Officers, directors & promoters on the filing
  • Vishal SunakExecutive Officer, Director
  • John MurphyDirector
  • Jeremiah T. DoyleDirector
  • Saurabh SharmaDirector
Offering amount
$12M
Amount sold
$12M
First sale
Feb 2020
Incorporated
Corporation, Delaware, 2015
Federal exemptions
06b
Full filing on SEC EDGAR ↗
$2.5MraisedDec 2019 · 4 investors · Other Technology
Rule 506(b)
Officers, directors & promoters on the filing
  • Jeremiah T. DoyleDirector
  • Vishal SunakExecutive Officer, Director
  • John MurphyDirector
Offering amount
$2.5M
Amount sold
$2.5M
First sale
Nov 2019
Incorporated
Corporation, Delaware, 2015
Federal exemptions
06b
Full filing on SEC EDGAR ↗
$4.8MraisedMar 2019 · 11 investors · Other Technology
Rule 506(b)
Officers, directors & promoters on the filing
  • Vishal SunakExecutive Officer, Director
  • John MurphyDirector
  • Jeremiah T. DoyleDirector
Offering amount
$5M
Amount sold
$4.8M
First sale
Dec 2018
Incorporated
Corporation, Delaware, 2015
Federal exemptions
06b
Full filing on SEC EDGAR ↗
$850KraisedNov 2017 · 28 investors · Other Technology
Rule 506(b)
Officers, directors & promoters on the filing
  • Chris CombsDirector
  • Vishal SunakExecutive Officer, Director
Offering amount
$1.5M
Amount sold
$850K
First sale
Nov 2017
Incorporated
Corporation, Delaware, 2015
Federal exemptions
06b
Full filing on SEC EDGAR ↗

Source: SEC EDGAR Form D. Amounts as filed; amended filings shown once at their latest values.

Company profile

researched Aug 2026

LinkSquares develops an enterprise-grade, AI-powered contract lifecycle management (CLM) platform that spans the full contract lifecycle, from intake and review through execution, analysis, and renewal. The platform centralizes agreements in a single governed repository, applies AI to read and interpret contracts, and returns information on commitments, risks, obligations, and renewal dates. Reported capabilities include extraction of more than 120 dates and clauses from agreements, reporting and dashboards built on that extracted data, unlimited agreement templates and workflows, automated approval workflows, AI-generated summaries, and AI-assisted redlining. Drafting and self-service workflows can be initiated from the LinkSquares application or directly from Salesforce, and the product includes pre-built integrations with tools such as Salesforce, Slack, and Microsoft Word.

The company has extended beyond core CLM into enterprise legal management. It launched LinkSquares Prioritize, a legal task management and intake tool, as part of LinkSquares Cloud, an ELM platform, and has announced generative AI capabilities for redlining and project management. The company positions its AI engine, LinkAI, as a proprietary mix of predictive and generative models trained specifically on legal documents rather than a general-purpose large language model.

Customers cited by the company include Twilio, Fitbit, VMware, DraftKings, Wayfair, TIME, ProPharma, the Boston Celtics, and Commvault. LinkSquares is headquartered in Boston, Massachusetts."]

Founding story

LinkSquares was co-founded by Vishal Sunak and Chris Combs, who observed that growing businesses struggle to keep up with the historical information contained in their executed agreements. That observation led them to build a business around helping companies create, manage, and report on their key business agreements; the company has worked on AI-powered contract and legal document analytics since 2015.

Business model

LinkSquares sells a software platform to companies, centered on its CLM product and an ELM offering (LinkSquares Cloud, including LinkSquares Prioritize). Customers are onboarded by in-house implementation consultants with a stated 90-day time to go live, and each customer is assigned a dedicated Customer Success Manager with access to training, a knowledge base, and LinkSquares Academy.

The company operates as a SaaS business selling its contract lifecycle management and legal project management platform to corporate customers; the CEO has publicly discussed growing the company from $1M to $10M in annual recurring revenue in two years.

Traction

LinkSquares reported 300% year-over-year growth in 2019 and a customer list that then included Twilio, Fitbit, VMware, and DraftKings. By February 2024 the company said its technology supported more than 1,200 legal teams and more than 1,000 companies; it publicly announced surpassing the 1,000-customer milestone in 2023. As of May 2025 a co-founder described over 300 employees and almost a thousand customers, and the company has cited a 4.7 rating from more than 300 reviews.

Latest developments

The company markets an "agentic" CLM positioning and has announced generative AI capabilities for redlining and legal project management, including a Microsoft Word add-in for intake-to-redline workflows. Its about page lists Bill Hewitt, a returning board member and former CEO of CLM provider Exari, as Interim Chief Executive Officer, alongside a leadership team including Chief Product Officer Andrew Leverone, Chief Customer Officer Kellie Snyder, Chief Marketing Officer Biju Muduli, SVP of Finance David Learoyd, SVP of Revenue Lyle McCutcheon-Schour, and VP of Legal Jonathan Greenblatt.

Full profile — market position, technology, go-to-market, geography, history, risks & controversies

Market position

LinkSquares competes in the contract lifecycle management category and has been named a leader in contract lifecycle management in a Forrester Wave evaluation. Its growth has been recognized on the 2023 Inc. 5000 list (No. 18 in Massachusetts, No. 549 overall, a third consecutive year), the 2022 Deloitte Technology Fast 500 (No. 100), and the Financial Times 2023 ranking of the Americas' fastest-growing companies, where it placed in the top ten percent.

The company positions itself on ease of use without unnecessary complexity, implementation within 90 days using in-house consultants rather than third-party integrators, ongoing customer success support, and an AI engine trained specifically for legal documents rather than generic large language models. It contrasts its platform with legacy contract tools by combining automation with contract intelligence and analytics.

Technology

The platform is built on LinkAI, described by the company as a proprietary combination of predictive and generative AI models trained specifically on legal documents rather than general-purpose LLMs. It performs contract analysis and extraction of over 120 dates and clauses, generates contract summaries, supports AI-assisted redlining, and powers analytics, reports, and dashboards. Templates, workflows, and automated approvals sit alongside integrations with Salesforce, Slack, and Microsoft Word, including a Word add-in.

Go-to-market

LinkSquares markets directly through demo requests on its website, content such as guides and webinars on CLM and legal AI, review-site presence (G2 and Gartner Peer Insights ratings), and analyst recognition. Distribution is extended through integrations that place contract workflows inside Salesforce, Slack, and Microsoft Word.

In-house legal teams and legal operations groups at mid-sized and large enterprises, along with adjacent functions such as procurement and sales that consume contract data. Named customers span technology, consumer, media, sports, and life sciences organizations, including Twilio, Fitbit, VMware, DraftKings, Wayfair, TIME, ProPharma, the Boston Celtics, and Commvault.

Geography

Headquartered in Boston, Massachusetts, with a Boston-based team; customers include organizations across North America and the platform is marketed internationally.

History

After early work on automated contract analysis, LinkSquares raised a $14.5M Series A announced in February 2020, led by Jump Capital, following a year in which the company reported 300% year-over-year growth. The company subsequently raised additional rounds, with the CEO publicly describing $161 million raised across five rounds of venture capital, including a $100 million Series C. It expanded from CLM into enterprise legal management with the launch of LinkSquares Prioritize and LinkSquares Cloud, surpassed 1,000 customers in 2023, and grew to a stated 400 employees at one point and over 300 employees as of 2025. Founder Vishal Sunak served as CEO through at least early 2024; the company's about page lists Bill Hewitt as Interim Chief Executive Officer and a member of the board.

Risks & controversies

The company is led by an interim chief executive officer following the tenure of co-founder Vishal Sunak as CEO, indicating leadership transition at the top of the organization.

Compiled by commissioned research from 8 cited public sources — announcements, filings, and press listed under research sources below.

Key figures

latest reported
Contract dates and clauses extractedJan 2026120 fields
Customer review ratingJan 20264.7 rating
EmployeesMay 2025300 employees
Implementation timeJan 202690 days
Legal teams supportedFeb 20241,200 legal teams
Total capital raisedAug 2024$161M
Year-over-year growthJan 2019300%

Company-reported or press-reported figures, each dated to when it was claimed — not independently audited.

Founder mafia

2 people who came through LinkSquares went on to found or lead other companies.

Competitors · 7

by search overlap
Ironclad314 shared keywordsIronclad is an AI platform for digital contract management that helps companies execute faster deals, reduce contract surprises, and measure value. The platform serves enterprise and mid-market organizations managing contract lifecycles.
Juro276 shared keywordsJuro provides an intelligent contract automation platform that enables business teams to agree and manage contracts end-to-end while giving legal teams control over the process. The platform embeds automation and AI into tools business teams use daily, serving legal and business departments across organizations.
PandaDoc256 shared keywordsPandaDoc is a document management platform for creating, managing, tracking, and eSigning business documents such as proposals and agreements, with support for signature and payment workflows. It targets teams that handle sales and business documents and integrates with other business tools.
LegalZoom.com, Inc.231 shared keywordsThis is an educational article on the LegalZoom website explaining what a limited liability company (LLC) is, including its types, tax treatment, formation process, and legal considerations. LegalZoom provides online legal services to help small and mid-size businesses register and manage LLCs and other business structures.
ContractSafe204 shared keywordsContractSafe offers AI-powered contract management software that automates data extraction, search, and review tasks for legal teams. The platform helps users quickly locate contracts, extract key terms, and analyze contracts against custom playbooks without manual data entry.
Aline190 shared keywordsAline is a contract lifecycle management platform that drafts, redlines, signs, and analyzes agreements using AI, built for small legal teams. It provides automated contract intake, portfolio management, e-signature capabilities, and enables non-legal teams to query contracts within defined guardrails.
BuzzFeed183 shared keywordsBuzzFeed is a digital media company that produces entertainment, news, and content across pop culture, food, and commerce for online audiences. The company operates multiple brands and platforms including BuzzFeed, HuffPost, and Tasty, with recent expansions into social media and AI-driven content experiences.

Companies competing with LinkSquares for the same Google search keywords, organic and paid, via search-intersection analysis.

Timeline · 14

launches, deals, and filings
May 2025
LinkSquares secures $100 million Series C

A co-founder described securing $100 million in the company's latest Series C round, run on the Ansarada deal platform.

$100M source ↗

Jan 2023
CFO Luigi Testa named among the Top 25 CFOs of Massachusetts and a BBJ CFO of the Year

source ↗

Jan 2023
Named a Leader in Contract Lifecycle Management by Forrester Wave

source ↗

Jan 2023
Placed in the top ten percent of the Financial Times ranking of the Americas' Fastest Growing Companies

source ↗

Jan 2023
Ranked No. 549 overall and No. 18 in Massachusetts on the Inc. 5000

Third consecutive year on the Inc. 5000 list of America's fastest-growing companies.

source ↗

Jan 2023
Shortlisted for Best SaaS Product for Law and Legal Services in the 2023 SaaS Awards

source ↗

Jan 2023
LinkSquares surpasses 1,000 customers

source ↗

Jan 2023
First generative AI capabilities for redlining and project management

source ↗

Jan 2023
LinkSquares launches ELM platform with LinkSquares Prioritize

LinkSquares unveiled LinkSquares Prioritize, a legal task management and intake tool, as part of LinkSquares Cloud, a new enterprise legal management platform and the company's first offering beyond CLM.

source ↗

Jan 2022
CEO Vishal Sunak named to Boston Business Journal 40 Under 40

source ↗

Jan 2022
Ranked No. 100 on the Deloitte Technology Fast 500

source ↗

Jan 2021
CEO Vishal Sunak named an EY Entrepreneur Of The Year

source ↗

Feb 2020
LinkSquares raises $14.5M Series A led by Jump Capital

Announced on the company blog; Jump Capital led, with new investor First Ascent Ventures and existing investors Hyperplane Venture Capital and MassMutual Ventures participating. Jump Capital's Saurabh Sharma joined the board as a director.

$14.5M source ↗

Feb 2020
Saurabh Sharma of Jump Capital joins board of directors

source ↗

Dated company events from announcements, filings, and press; legal rows summarize public dockets and regulator releases.

Legal entities · 1

corporate structure
LinkSquaresDelaware

In the news

Research sources · 8

primary sources listed

8 public sources were cited for this profile; the first-party ones are listed here.

Frequently asked questions

What does LinkSquares do?
LinkSquares is a Boston-based provider of AI-powered contract lifecycle management software for in-house legal teams.
Who founded LinkSquares?
LinkSquares was founded by Chris Combs, Vishal Sunak in 2015.
Who are LinkSquares's investors?
LinkSquares's investors include G Squared, Jump Capital, Catalyst Investors, Cerity Partners Ventures, Fairhaven Capital Partners, G2 Venture Partners, MassMutual Ventures, Hyperplane Venture Capital.
How much funding has LinkSquares raised?
LinkSquares has disclosed $160.2M raised across 6 of its 8 known rounds.
Where is LinkSquares headquartered?
LinkSquares is headquartered in Boston, US.