--- title: 'Senior GTM Data Analyst at LinkSquares, Inc.' canonical: 'https://feeny.ai/job/senior-gtm-data-analyst-linksquares-inc-boston-05tv9k5ynxyq' type: 'job' last_seen: '2026-09-03' --- # Senior GTM Data Analyst at LinkSquares, Inc. - **Company:** LinkSquares, Inc. - **Location:** Boston, MA - **Work type:** hybrid - **Posted:** 2026-08-17 - **Last confirmed live:** 2026-09-03 - **Apply:** https://linksquares.com/careers/open-positions/?gh_jid=4724820005 ## 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 Revenue Operations organization, the central engine of our Revenue Team that sits at the intersection of marketing strategy, sales execution, and AI innovation. We are a detail-oriented and financially driven team dedicated to driving long-term value and growth by transforming internal processes into strategic advantages. We prioritize a "learn and get better" mentality, where you will not only execute proven processes but actively help refine them for the next generation of LinkSquares' growth. About the role: As the Senior GTM Data Analyst, you will shape how we understand and optimize our growth engine by owning the analytical truth layer across the entire revenue organization. In this high-impact role, you will function as an internal revenue economist and independent partner to the VP of Revenue Operations and GTM executives, answering three critical questions: What is happening? Why is it happening? What should we do about it? You’ll join a collaborative team where you have the autonomy to evolve an existing foundation while building new, scalable data models, KPI architectures, and executive reporting systems that directly influence strategic decisions. Sitting at the intersection of revenue analytics, analytics engineering, business intelligence, and strategic decision support, this is an ideal role for a strategic thinker who enjoys the balance of technical depth, commercial judgment, and hands-on execution. Responsibilities: - Serve as an independent analytical partner to GTM leadership, analyzing performance across the full customer lifecycle (pipeline creation, conversion, bookings, retention, expansion, and churn) to surface emerging trends, quantify business impact, and recommend strategic actions. - KPI Architecture & Dashboards: Own the Revenue organization's KPI architecture, metric definitions, and calculation logic across Sales, CX, Marketing, Product, and Finance. Rationalize reporting, reduce dashboard sprawl, and create trusted, scalable reporting. - Planning & Scenario Analytics: Develop models that support revenue planning, pipeline coverage, conversion, velocity, push/slip, and productivity analysis. Model upside/downside scenarios and leading indicators of risk to improve organizational predictability. - Executive & Board Support: Own the analytical development of recurring executive and Board reporting, ensuring outputs are grounded in reconciled metrics, consistent business logic, and clear, decision-ready frameworks. - Data Modeling & Architecture: Own, build, and optimize durable transformation and semantic models across the modern data stack for core GTM concepts (accounts, pipeline, bookings, ARR, retention, expansion, churn, and customer lifecycle) while ensuring data quality and lineage. - Analytics Innovation & AI: Leverage AI tools and automation to accelerate analytical workflows, investigation, documentation, quality assurance, and insight generation while establishing responsible AI governance and patterns. - Cross-Functional Partnership: Collaborate closely with Revenue Operations, Sales, Marketing, Customer Experience, Product, and Finance to challenge assumptions, guide roadmap prioritization, and act as a trusted advisor on major GTM decisions. Requirements: - B2B SaaS Experience: 6+ years supporting a B2B SaaS or recurring-revenue business, with deep fluency in SaaS/GTM economics, unit economics, and full customer lifecycle analysis across Marketing, Sales, and Customer Experience. - Technical & Modeling Depth: Advanced proficiency in SQL, Snowflake, dbt, Fivetran, Looker (or comparable BI tool), Git, semantic-layer design, ETL/ELT concepts, and data quality monitoring, alongside strong familiarity with Salesforce and GTM data structures. - AI Integration: Demonstrated proficiency using AI tools to accelerate analytical workflows, documentation, automation, and insight generation, with a strong ability to critically evaluate and validate AI-generated outputs against governed data. - Analytical & Commercial Mindset: Experience building and governing enterprise KPI frameworks, pipeline/forecasting models, and executive/Board reporting with the ability to translate complex technical findings into actionable commercial insights. - Collaborative Leadership: A track record of working across departments (Operations, Finance, Sales, CX, Product) to align on metric definitions, establish single-source-of-truth frameworks, and drive consensus. - Adaptability & Rigor: High standard of intellectual independence and curiosity, with the ability to bring clear recommendations—not just data—in a fast-paced, evolving environment. Compensation for this role includes an annual base salary range between $150,000 to $175,000. The estimated compensation range listed in this job posting reflects base salary only. This role may include additional forms of compensation such as a bonus. 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 - [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-linksquares-inc-boston-839dd3a28a3c) — Boston, MA