--- title: 'Senior Customer Success Manager at LinkSquares, Inc.' canonical: 'https://feeny.ai/job/senior-customer-success-manager-linksquares-inc-boston-839dd3a28a3c' type: 'job' last_seen: '2026-09-03' --- # Senior Customer Success Manager at LinkSquares, Inc. - **Company:** LinkSquares, Inc. - **Location:** Boston, MA - **Work type:** hybrid - **Posted:** 2026-07-23 - **Last confirmed live:** 2026-09-03 - **Apply:** https://linksquares.com/careers/open-positions/?gh_jid=4718008005 ## Job description About the company: LinkSquares is a Boston-based, AI-powered CLM SaaS leader trusted by organizations like DraftKings, Manscaped, and Vivid Seats. We automate the contracting process for legal, finance, and HR teams, helping them save time, cut costs, and improve business outcomes. For more information, visit[linksquares.com](https://linksquares.com). About the team: Join our Customer Experience organization, a detail-oriented and financially driven team dedicated to driving long-term value and growth. The Account Management team sits at the heart of our net retention strategy, transforming product usage data into strategic opportunities. We are a collaborative group that works closely with Marketing, Legal, and CS to navigate complex negotiations and ensure our customers—like TIME and Peregrine Hospitality—achieve their positive business outcomes. About the role: As a Sr. Customer Success Manager (CSM), you will serve as the primary guide and strategic partner for our customers throughout their entire lifecycle. From onboarding through renewal, you will help customers unlock the full potential of our AI-powered platform to achieve their unique business goals. This is a highly visible role where you will blend relationship-building, creative problem-solving, and a growth-oriented mindset to directly impact LinkSquares’ retention and revenue goals. Responsibilities: - Strategic Partnership: Understand customer goals and collaborate on customized success plans that drive measurable business value through the LinkSquares platform. - Relationship Management: Act as the primary point of contact for your portfolio, developing strong connections with key stakeholders through regular strategy calls and proactive outreach. - Retention & Growth: Manage the renewal process for your designated accounts while proactively identifying upsell and cross-sell opportunities that introduce new features and drive additional value. - Cross-Functional Advocacy: Connect customers with the right internal and external resources to resolve inquiries smoothly, collaborating closely with Product, Support, and Sales teams. - Value Realization: Continuously educate customers on product updates and best practices, ensuring deep adoption and alignment with their evolving operational needs. Requirements: - 5+ years of proven experience handling and negotiating renewals, upsells, and cross-sells in a high-performance SaaS environment. - Ability to build strategic relationships at various levels, both internally and externally. - Experience with Salesforce, Gong.io, Outreach, and Catalyst (or similar CRM/CS tools). - Must be highly organized, process-oriented, and capable of working to strict targets and deadlines. Compensation for this role includes an annual base salary between $90,000 to $105,000. On-target commissions for this role range between $13,000 to $15,500 annually, with an opportunity to earn more than the on-target commission by exceeding targets. LinkSquares takes into consideration a number of factors when determining an employee’s starting salary, including work location, job-related skills, and relevant education, experience and training. The recruiter assigned to this role will share more information about the specific compensation and benefit details associated with this role during the hiring process. Candidates are eligible to participate in the company’s benefit programs. LinkSquares’ benefits include but are not limited to medical, dental, and vision insurance, 401k retirement plan with a company match, equity awards (a new hire grant, along with opportunities for additional awards throughout your tenure), flexible paid time off, generous parental leave, life and disability insurances and more. LinkSquares is an Equal Opportunity Employer and does not discriminate based on any legally protected characteristics. ## About LinkSquares, Inc. ## Company Overview - **One-liner**: LinkSquares provides an all‑agentic, AI‑powered contract lifecycle management (CLM) platform that helps legal teams centralize, analyze, and manage contracts from drafting to renewal. - **Entity Type**: Private (Series B) - **Headquarters**: Boston, Massachusetts, United States - **Founded**: 2015 - **Founders**: Vishal Sunak (founder and board member) ## Core Business - **Primary industry**: Legal Technology / Contract Lifecycle Management (CLM) / AI‑Powered SaaS - **Target customers**: B2B – legal teams, general counsel, and legal operations within enterprises and mid‑market companies - **Mission or purpose**: Transform static contracts into dynamic, AI‑driven business assets to deliver deeper insights, minimize risk, and unlock greater efficiency and strategic value. ## Products & Services - **LinkAI (All‑Agentic CLM)**: The core platform that uses autonomous agents to proactively manage contract insights, surface risks and opportunities, and keep approvals moving without manual follow‑ups. Includes features for intake, review, execution, analysis, and renewal. - **Executive Insights Dashboard**: Transforms contract data into strategic business intelligence for leadership. - **AI‑Powered Risk Scoring Agent**: Automates contract risk assessment and flagging. ## Market Standing - **Valuation**: Not publicly available - **Key Metric**: Total Funding – **$163.7M** (across 7 rounds, including $40M Series B led by Sorenson Capital in July 2021); Annual Revenue – **$11.3M** (2025 estimate) - **Notable Investors/Partners**: Sorenson Capital (lead Series B), Jump Capital (lead Series A), Hyperplane (lead seed round). Customers include DraftKings, ProPharma, TIME. - **Growth Signals**: - 1,200+ customers - Named “Decision Management Company of the Year” in 8th Annual AI Breakthrough Awards (2025) - Launched multiple AI agents in 2025 (risk scoring, autonomous insights, executive dashboard) - Headcount: 222 employees (though down 9% YoY) ## Competitive Advantages - **Agentic AI CLM**: LinkSquares’ “all‑agentic” AI operates across the entire contract lifecycle, differentiating from legacy CLM tools that lack proactive, autonomous management. - **Over a decade of domain expertise**: Built specifically for legal teams, with deep understanding of contract workflows. - **Integrated intelligence**: Reads every contract and understands relationships between them, surfacing commitments, risks, and renewals in plain language. ## Strategic Focus - **AI‑First Product Development**: Continuously launching autonomous agents (risk scorer, insights dashboard, proactive alerts) to reduce manual work and drive adoption. - **Customer‑Driven Innovation**: Stated core value of listening to customers to shape product roadmap. - **Enterprise Scale**: Targeting large legal departments with a unified, governed contract repository. ## Why Work Here - **Work‑Life Balance**: Hybrid & remote work options, unlimited vacation policy. - **Benefits & Perks**: Parental leave, 401K match, medical/dental/vision, mental health benefits, stock options. - **Culture**: Core values “Team First,” “Customer Driven,” “Do What You Say,” and “All In.” DEI&B programs in place. - **Engineering Culture**: Trust‑based environment; emphasis on collaboration and ownership. - **Employee Ratings (Glassdoor‑style)**: 3.2/5.0 overall (215 reviews) – Work‑Life 3.2, Compensation 3.5, Culture 3.3, Career 3.2. - **Current Openings (as of mid‑2025)**: Sr. Marketing Campaign Manager, Account Manager, Director of Accounting. ## Sources 1. [linksquares.com](https://linksquares.com/) – Product description & core messaging 2. [linksquares.com/about-us](https://linksquares.com/about-us/) – Executive team, values, history 3. [linksquares.com/careers](https://linksquares.com/careers/) – Perks, culture, open positions 4. [linkedin.com/company/linksquares](https://www.linkedin.com/company/linksquares) – Financials, funding, headcount, employee data 5. [linkedin.com (company page)](https://www.linkedin.com/company/linksquares) – News, AI awards, product launches ## Other roles at LinkSquares, Inc. - [Graphic Designer](https://feeny.ai/job/graphic-designer-linksquares-inc-boston-jr53v7qjavfh) — Boston, MA - [Senior GTM Data Analyst](https://feeny.ai/job/senior-gtm-data-analyst-linksquares-inc-boston-05tv9k5ynxyq) — Boston, MA - [Sr. Director, Demand Gen & Field Marketing](https://feeny.ai/job/sr-director-demand-gen-field-marketing-linksquares-inc-boston-h0dn7pah6kve) — Boston, MA - [Accounting Associate](https://feeny.ai/job/accounting-associate-linksquares-inc-boston-qz7sjkvd76q3) — Boston, MA - [Senior Customer Success Manager](https://feeny.ai/job/senior-customer-success-manager-fyxer-london-dcbn04asgcmj) — London, United Kingdom - [Senior Customer Success Manager](https://feeny.ai/job/senior-customer-success-manager-benepass-united-states-6ndr2hjh9eg3) — United States - [Senior Customer Success Manager](https://feeny.ai/job/senior-customer-success-manager-recharge-remote-33v7yprxcn2s) - [Senior Customer Success Manager](https://feeny.ai/job/senior-customer-success-manager-braze-tokyo-69m2ygp7snfm) — Tokyo, Japan - [Senior Customer Success Manager](https://feeny.ai/job/senior-customer-success-manager-diligent-corporation-munchen-bavaria-f69sv174y0gn) — München Bavaria, Germany - [Senior Customer Success Manager](https://feeny.ai/job/senior-customer-success-manager-northbeam-new-york-9fare7rg10rx) — New York, NY