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Jobs at LinkSquares (Now Hiring) — 2 open

LinkSquares logoLinkSquares

Senior Customer Success Manager

Boston, Massachusetts, United States · Hybrid

$90k–$105k/yr

Senior$161M raised

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, hel…

Skills: Renewal Negotiation, Upselling, Cross-selling, Relationship Management, Strategic Planning

LinkSquares logoLinkSquares

Customer Success Manager

Boston, Massachusetts, United States · Hybrid

$80k–$120k/yr

Mid level$161M raised

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, hel…

Skills: Renewal Negotiation, Upselling, Cross-selling, Relationship Management, Strategic Planning

LinkSquares logo

Senior Customer Success Manager

LinkSquares

Boston, Massachusetts, United States • Hybrid

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Senior

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  • $90k–$105k/yr
  • Full-time
  • Medical Insurance, Dental Insurance, Vision Insurance, 401k Retirement Plan With Company Match, Equity Awards, Flexible Paid Time Off
  • Posted 3d ago
  • ~40 hrs/week

Responsibilities

Serve as the primary strategic partner for customers to drive platform adoption and achieve business goals throughout their lifecycle. Manage the renewal process while identifying growth opportunities and collaborating cross-functionally to ensure customer success.

Requirements

Requires over 5 years of experience in SaaS renewals, upsells, and cross-sells. Proficiency with CRM and CS tools like Salesforce and Gong.io is essential, along with strong organizational skills.

Full 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.

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.

Related keywords

SaaSCLMAI-powered PlatformNet RetentionCustomer LifecycleOnboardingRenewal ProcessUpsellCross-sellSalesforceGong.ioOutreachCatalystCRMCustomer Success ManagementStrategic Partnership

About LinkSquares

LinkedInVisit site

The first and only Agentic CLM platform that transforms contracts into active drivers for your business.

Industry
Software Development
Company size
201-500 employees
Founded
2015
Headquarters
Boston, Massachusetts
LinkedIn followers
22,507
Total funding
$161M

LinkSquares is the leading AI-powered contract lifecycle management platform, trusted by more than 1,200 customers, including DraftKings, ProPharma, and TIME. Built on more than a decade of experience partnering with general counsel and legal operations leaders, LinkSquares' all-agentic AI platform sets a new standard for how AI operates across the contract lifecycle. LinkSquares revolutionizes contract management by transforming them from static documents into dynamic, AI-driven business assets –– delivering deeper insights and analytics, minimizing organizational risk, unlocking greater efficiency and reliability, and driving more strategic value for teams across the business. For more information, visit www.linksquares.com

Offices: 60 State Street, Suite 1200, Boston, Massachusetts 02109, US

LegalContract ManagementMachine LearningAISaaSContract ReviewLegal OperationsLegalOpsAnalyticsContract Review
View all jobs at LinkSquares

About LinkSquares

LinkedInVisit site

The first and only Agentic CLM platform that transforms contracts into active drivers for your business.

Industry
Software Development
Company size
201-500 employees
Founded
2015
Headquarters
Boston, Massachusetts
LinkedIn followers
22,507
Total funding
$161M

LinkSquares is the leading AI-powered contract lifecycle management platform, trusted by more than 1,200 customers, including DraftKings, ProPharma, and TIME. Built on more than a decade of experience partnering with general counsel and legal operations leaders, LinkSquares' all-agentic AI platform sets a new standard for how AI operates across the contract lifecycle. LinkSquares revolutionizes contract management by transforming them from static documents into dynamic, AI-driven business assets –– delivering deeper insights and analytics, minimizing organizational risk, unlocking greater efficiency and reliability, and driving more strategic value for teams across the business. For more information, visit www.linksquares.com

Offices: 60 State Street, Suite 1200, Boston, Massachusetts 02109, US

LegalContract ManagementMachine LearningAISaaSContract ReviewLegal OperationsLegalOpsAnalyticsContract Review
View all jobs at LinkSquares

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