Full-Time

Account Executive

LinkSquares

LinkSquares

201-500 employees

Subscription-based contract lifecycle management platform

Compensation Overview

$75k - $115k/yr

+ OTE 50/50 base/commission + Equity Awards

Boston, MA, USA

Hybrid

Category
Sales & Account Management (1)
Required Skills
Sales
Cold Calling
Salesforce
Requirements
  • Proven experience in a full-cycle sales role (managing a deal from lead generation through to close)
  • Previous experience in B2B software sales is a plus, particularly with deals in the $20k–$40k range
  • You take initiative and are comfortable building your own book of business through consistent outreach and follow-up
  • Adaptability: The ability to move quickly between different tasks—from a cold call to a high-level demo—without losing momentum
  • Familiarity with Salesforce, Gong, LinkedIn Sales Navigator, or ZoomInfo is highly preferred

LinkSquares offers a cloud-based contract lifecycle management platform for in-house legal teams. It helps draft, review, and approve contracts in one system using customizable templates and dynamic workflows. The platform also includes legal project management to track tasks and ownership, accessible to both legal and non-legal users. Its goal is to standardize contract operations, shorten cycle times, and scale with a subscription model.

Company Size

201-500

Company Stage

Series C

Total Funding

$263.7M

Headquarters

Boston, Massachusetts

Founded

2015

Simplify Jobs

Simplify's Take

What believers are saying

  • Forrester study confirms 360% ROI, saving customers 800,000 hours on 13 million contracts in 2025.
  • G2 2025 Grid ranks LinkSquares #1 in Mid-Market CLM with top satisfaction for four quarters.
  • Ramp integration unifies legal-finance workflows, automating approvals and ensuring compliance.

What critics are saying

  • Ironclad's generative AI negotiations erode LinkSquares' advantage, causing 20-30% churn in 6-12 months.
  • DocuSign CLM undercuts pricing by 40%, capturing LinkSquares' 1,300 clients in 12-18 months.
  • Interim CEO Bill Hewitt signals acquisition by Thomson Reuters at 30-50% discount in 18-24 months.

What makes LinkSquares unique

  • LinkSquares delivers first all-agentic CLM platform automating drafting to execution via LinkAI.
  • Agentic AI agents proactively monitor contracts, score risks, and trigger workflows autonomously.
  • Finalizes third-party paper contracts with AI-powered summaries, redlining, and obligation tracking.

Help us improve and share your feedback! Did you find this helpful?

Benefits

Stock options

Medical and dental plans with flex spending and dependent care

Matching 401k plan

Unlimited vacation

Health & wellness programs

Paid parental leave

Growth & Insights and Company News

Headcount

6 month growth

2%

1 year growth

0%

2 year growth

-1%
LinkSquares
Apr 9th, 2026
LinkSquares recognized on the Financial Times Fastest Growing Companies in The Americas' 2026 list.

LinkSquares recognized on the Financial Times Fastest Growing Companies in The Americas' 2026 list. LinkSquares outpaces industry benchmarks for growth and innovation with proven results, earning a spot among the Americas' most dynamic companies. LinkSquares has been named to the Financial Times list of The Americas' Fastest Growing Companies 2026. This prestigious award is presented by Financial Times and Statista Inc., the world-leading statistics portal and industry ranking provider. "Securing a position on The Americas' Fastest Growing Companies list by The Financial Times validates the extraordinary value we deliver for our customers," said Bill Hewitt, Interim CEO of LinkSquares. "Our growth proves that when you deliver AI-first contract lifecycle management solutions that actually work, the market responds. We remain committed to delivering a complete solution driven by innovation and a customer-centered culture." The Americas' Fastest Growing Companies 2026 ranking identifies companies with the strongest revenue growth between the years 2021 and 2024 in North and South America. The rankings were based on the following criteria: * Revenue of at least US $100,000 generated in 2021. * Revenue of at least US $1.5M generated in 2024. * The company is independent (the company is not a subsidiary or branch office of any kind). * The company is headquartered in one of 20 American countries. * Revenue growth was primarily organic between 2021 and 2024. Statista publishes hundreds of worldwide industry rankings and company listings with high-profile media partners. This research and analysis service is based on the success of statista.com, the leading data and business intelligence portal that provides statistics, relevant business data, and various market and consumer studies and surveys. About Statista Statista publishes hundreds of worldwide industry rankings and company listings with high-profile media partners. This research and analysis service is based on the success of statista.com, the leading data and business intelligence portal that provides statistics, relevant business data, and various market and consumer studies and surveys. About the Financial Times: Americas' Fastest-Growing Companies 2026 The Financial Times: Americas' Fastest-Growing Companies 2026 ranks the top 300 companies across North and South America based on compound annual growth rate (CAGR) in revenue between 2021-2024. The list highlights companies that have demonstrated significant business expansion and innovation in their respective industries. For more information, visit www.ft.com. Justin McGetrick is a Sr. Marketing Campaign Associate at LinkSquares.

Valdosta Daily Times
Mar 31st, 2026
LinkSquares ranks on the 2026 Inc. Regionals list of fastest-growing private companies in the Northeast for 4th time.

LinkSquares ranks on the 2026 Inc. Regionals list of fastest-growing private companies in the Northeast for 4th time. PR Newswire Today at 7:05am PDT Recognition reaffirms LinkSquares as a top performer, with companies on the Inc. Regionals: Northeast list achieving a median growth rate of 73 percent. BOSTON, March 31, 2026 /PRNewswire/ - Inc., the leading media brand and playbook for the entrepreneurs and business leaders shaping the future, today revealed that LinkSquares has been ranked No. 48 on its sixth annual Inc. Regionals: Northeast list - the most prestigious ranking of the fastest-growing privately held companies in the Northeast. The region includes Pennsylvania, New York, Vermont, New Hampshire, Maine, Massachusetts, Connecticut, Rhode Island, and New Jersey. An extension of the national Inc. 5000 list, the Regionals list offers a data-driven look at the independent businesses driving growth across the Northeast economy. Companies on this year's list demonstrate exceptional revenue expansion, resilience, and job creation during a challenging economic period. "A spot on the Inc. Regionals Northeast list is powerful validation of our team's relentless dedication and innovative spirit driving LinkSquares," said Bill Hewitt, Interim CEO of LinkSquares. "Our rapid growth fueled by the trust of our customers inspires each of us to deliver real business value through our AI-centric contract management solutions. Between 2022 and 2024, these 151 private companies had a median growth rate of 73 percent; by 2024, they'd also added 6,779 jobs and $2.3 billion to the region's economy. Complete results of the Inc. Regionals: Northeast, including company profiles and an interactive database sortable by industry and metro area, will be available beginning March 31 at: https://www.inc.com/regionals/northeast. "The honorees on this year's Inc. Regionals list achieved exceptional growth at a time when the odds were against them. Amid inflation, supply chain disruptions, and ongoing economic uncertainty, they didn't just persevere - they innovated, adapted, and thrived. Their resilience made them standouts in their industries and true growth engines in their regions," said Bonny Ghosh, editorial director at Inc. More about Inc. and the Inc. Regionals Methodology The Inc. Regionals lists are ranked according to percentage revenue growth over two years. To qualify, companies must have been founded and generating revenue by March 31, 2022. They had to be U.S.-based, privately held, for-profit, and independent - not subsidiaries or divisions of other companies - as of December 31, 2024. (Since then, a number of companies on the list may have gone public or been acquired.) The minimum revenue required for 2022 is $100,000; the minimum for 2024 is $1 million. As always, Inc. reserves the right to decline applicants for subjective reasons. About Inc. Inc. is the leading media brand and playbook for the entrepreneurs and business leaders shaping our future. Through its journalism, Inc. aims to inform, educate, and elevate the profile of its community: the risk-takers, the innovators, and the ultra-driven go-getters who are creating the future of business. Inc. is published by Mansueto Ventures LLC, along with fellow leading business publication Fast Company. For more information, visit www.inc.com. About LinkSquares LinkSquares is the leading AI-powered contract lifecycle management platform, trusted by more than 1,000 customers, including DraftKings, ProPharma, and TIME. LinkSquares' advanced AI engine is uniquely designed with a proprietary blend of predictive, generative, and agentic AI, specifically trained to excel with legal documents. LinkSquares revolutionizes contract management by delivering powerful analytics, minimizing organizational risk, and enhancing the speed and precision of contract workflows at every stage - unlocking greater efficiency, reliability, and strategic value for teams across the business. SOURCE LinkSquares, Inc. This is a paid placement. For further inquiries, please contact PR Newswire directly.

PR Newswire
Mar 24th, 2026
LinkSquares CLM earns top satisfaction rating in G2 Spring Grid(R) Report for CLM.

LinkSquares CLM earns top satisfaction rating in G2 Spring Grid(R) Report for CLM. Mar 24, 2026, 09:45 ET LinkSquares ranked #1 in User Satisfaction in G2 Spring Mid-Market Grid(R) for CLM BOSTON, March 24, 2026 /PRNewswire/ - LinkSquares has been recognized as a Leader in G2's Spring 2026 Grid for Contract Lifecycle Management (CLM). G2, the world's largest and most trusted software marketplace, awarded this distinction based on genuine user feedback from its CLM Grid Report. This marks the continuation of an impressive streak, as LinkSquares has secured Leader status every quarter for the past five years. "Being recognized as a Leader in G2's Spring 2026 Grid(R) Report for CLM and earning the #1 spot in User Satisfaction in the Mid-Market is a testament to the impact we're making for our customers," said Kellie Snyder, Chief Customer Officer at LinkSquares. "At LinkSquares, our mission is to empower teams across an organization with the clarity, speed, and automation they need to tackle their most critical contract challenges. This recognition is a reflection of our customers' trust and feedback, which inspire us to continue innovating and delivering solutions that truly make a difference. We share this honor with our customers, whose success drives everything we do." LinkSquares achieved Leader recognition through positive reviews from verified users compared to similar products in the CLM category. For inclusion in the report, a product must have received 10 or more reviews. "I love how LinkSquares holds all of our contract workflows and serves as our central contract repository in Analyze. LinkSquares provides organized workflows and makes progress tracking easy. The Word plug-in offers accurate assistance and adds invaluable input on new agreements, making it efficient to review all documents. The reporting features and data are easily accessible for each new and stored contract. I also found the initial setup very easy, especially with the guidance from the LinkSquares onboarding team," cites one LinkSquares' review from a Contracts Manager via G2. Highlights from the G2 2026 Winter Grid(R) Report for CLM: 99% of users gave LinkSquares 4 or 5 stars. 97% of users believe the product is moving in the right direction. 93% of users said they would recommend LinkSquares to others. "At G2, our quarterly Market Report rankings are grounded in transparent data and verified reviews from real customers," said Godard Abel, co-founder and CEO, G2. "Congratulations to LinkSquares on earning a placement among this season's reports - a reflection of the trust and satisfaction they've built with their customers." LinkSquares' status as Leader in G2's Spring Grid(R) Report for CLM highlights the organization's commitment to delivering solutions that make a real difference. With purpose-built AI features and robust customer onboarding and support, LinkSquares enables customers to centralize their work, accelerate deal cycles, and unlock powerful data-driven insights. As a trusted partner, LinkSquares empowers teams across departments to accelerate deal cycles and prove their strategic business value. This recognition underscores the trust business teams place in the platform to streamline their workflows. LinkSquares remains committed to innovation, with a strong focus on advancing AI capabilities to further simplify and enhance the user experience. About LinkSquares LinkSquares is the leading AI-powered contract lifecycle management platform, trusted by more than 1,000 customers, including DraftKings, ProPharma, and TIME. LinkSquares' advanced AI engine is uniquely designed with a proprietary blend of predictive and generative AI, specifically trained to excel with legal documents. LinkSquares revolutionizes contract management by delivering powerful analytics, minimizing organizational risk, and enhancing the speed and precision of contract workflows at every stage - unlocking greater efficiency, reliability, and strategic value for teams across the business. G2 is the world's largest and most trusted software marketplace. More than a million people annually - including employees at all Fortune 500 companies - use G2 to make smarter software decisions based on authentic peer reviews. Thousands of software and services companies of all sizes partner with G2 to build their reputation and grow their business - including Salesforce, HubSpot, Zoom, and Adobe. To learn more about where you go for software, visit www.g2.com. SOURCE LinkSquares, Inc.

LinkSquares
Mar 24th, 2026
LinkSquares CLM earns top satisfaction rating in G2 Spring Grid(R) Report for CLM.

LinkSquares CLM earns top satisfaction rating in G2 Spring Grid(R) Report for CLM. LinkSquares has been named a Leader in G2's Spring 2026 Grid for Contract Lifecycle Management (CLM). G2, the world's largest and most trusted software marketplace, awarded this distinction based on genuine user feedback from its CLM Grid Report. This marks the continuation of an impressive streak, as LinkSquares has secured Leader status every quarter for the past five years. "Being recognized as a Leader in G2's Spring 2026 Grid(R) Report for CLM and earning the #1 spot in User Satisfaction in the Mid-Market is a testament to the impact we're making for our customers," said Kellie Snyder, Chief Customer Officer at LinkSquares. "At LinkSquares, our mission is to empower businesses with the clarity, speed, and automation they need to tackle their most critical contract challenges. This recognition is a reflection of our customers' trust and feedback, which inspire us to continue innovating and delivering solutions that truly make a difference. We share this honor with our customers, whose success drives everything we do." LinkSquares achieved Leader recognition through positive reviews from verified users compared to similar products in the CLM category. For inclusion in the report, a product must have received 10 or more reviews. "I love how LinkSquares holds all of our contract workflows and serves as our central contract repository in Analyze. LinkSquares provides organized workflows and makes progress tracking easy. The Word plug-in offers accurate assistance and adds invaluable input on new agreements, making it efficient to review all documents. The reporting features and data are easily accessible for each new and stored contract. I also found the initial setup very easy, especially with the guidance from the LinkSquares onboarding team." cites one LinkSquares' review from a Contracts Manager via G2. Highlights from the G2 2026 Winter Grid(R) Report for CLM: * 99% of users gave LinkSquares 4 or 5 stars. * 97% of users believe the product is moving in the right direction. * 93% of users said they would recommend LinkSquares to others. "At G2, our quarterly Market Report rankings are grounded in transparent data and verified reviews from real customers," said Godard Abel, co-founder and CEO, G2. "Congratulations to LinkSquares on earning a placement among this season's reports - a reflection of the trust and satisfaction they've built with their customers." LinkSquares' status as Leader in G2's Spring Grid(R) Report for CLM highlights the organization's commitment to delivering solutions that make a real difference. With purpose-built AI features and robust customer onboarding and support, LinkSquares enables customers to centralize their work, accelerate deal cycles, and unlock powerful data-driven insights. As a trusted partner, LinkSquares empowers teams across departments to accelerate deal cycles and prove their strategic business value. This recognition underscores the trust business teams place in the platform to streamline their workflows. LinkSquares remains committed to innovation, with a strong focus on advancing AI capabilities to further simplify and enhance the user experience. Learn more about what real users have to say on G2's LinkSquares review page! About G2 G2 is the world's largest and most trusted software marketplace. More than a million people annually - including employees at all Fortune 500 companies - use G2 to make smarter software decisions based on authentic peer reviews. Thousands of software and services companies of all sizes partner with G2 to build their reputation and grow their business - including Salesforce, HubSpot, Zoom, and Adobe. To learn more about where you go for software, visit www.g2.com. Justin McGetrick is a Sr. Marketing Campaign Associate at LinkSquares. Stay up to date on best practices for GCs and legal teams, current events, legal tech, and more.

LinkSquares
Mar 18th, 2026
LinkSquares is now integrated with Ramp: unifying legal and financial workflows.

LinkSquares is now integrated with Ramp: unifying legal and financial workflows. The path to compliant, efficient corporate spend is often fractured. In most organizations, the process of committing company funds requires a messy dance between Finance, Procurement, and Legal. Finance is focused on the budget, Procurement on the vendor relationship, and Legal on the contract risk and terms. Unfortunately, these three critical functions often operate in silos. Finance works within their financial management platform, while Legal is in their Contract Lifecycle Management (CLM) system, leading to: * Manual coordination: Constant emails, meetings, and follow-ups to ensure everyone is aligned on the status of a contract and the related spend approval. * Approval bottlenecks: Spend is committed before the legal contract is finalized, or vice-versa, causing delays, rework, and compliance risks. * Lack of transparency: No single source of truth connecting the financial commitment to the corresponding legal obligation. Introducing the LinkSquares Integration for Ramp Today, LinkSquares, Inc is thrilled to announce the launch of the LinkSquares Integration for Ramp, connecting your CLM directly to Ramp's modern, AI-driven financial platform. This powerful integration eliminates the operational friction between Legal, Finance, and Procurement, establishing a single, unified workflow for managing financial commitments compliantly and efficiently. With this integration, you can now take advantage of: * Complete End-to-End Workflows: Contract approvals are automatically triggered within Ramp's spend program approval process, ensuring the right people are engaged exactly when needed. This eliminates the need for manual handoffs and follow-up. * Controlled Spend and Seamless Compliance: Finance gains confidence that every financial commitment is fully compliant with company policy, as contract review and approval is a mandatory step in the spend workflow. A digital audit trail tracks the contract, the spend approval, and the resulting obligation. * Command Over Risk and Obligations: By aligning spend programs with legal agreements, you gain proactive, real-time insights into risk and future financial obligations, directly tied to the underlying legal terms. How It Works: Creating a Single Source of Truth The LinkSquares Integration for Ramp is designed to keep your teams aligned and your data transparent: * Unified Workflows: As a spend request moves through Ramp's approval process, the corresponding contract negotiation status in LinkSquares is automatically monitored. The spend approval process is seamlessly blocked or advanced based on the contract's legal status. * Intelligent Oversight: The right approvers in Legal are brought into the process at the optimal time, ensuring contract terms are reviewed and approved before spend is committed. The system provides assurance that the financial commitment aligns with the executed contract. * Cross-Platform Visibility: Connecting procurement workflows and the contract repository, teams seamlessly navigate between spend requests, approvals, and the underlying legal agreements directly within their flow of work. The LinkSquares Integration for Ramp is now available for LinkSquares Finalize customers who are also Ramp Procurement customers. Stop playing catch-up between your financial and legal systems. It's time to empower your Legal, Finance, and Procurement teams with a single, intelligent workflow. Contact your Customer Success Manager to learn more and enable the feature today! Mike Fogarty is a Product Marketing Manager at LinkSquares. Stay up to date on best practices for GCs and legal teams, current events, legal tech, and more.