Senior GTM Data Analyst

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 SVP of Revenue and GTM executives, answering three critical questions: What is happening? Why is it happening? What should we do about it?

Increasingly, the answer to that third question is an AI agent. You will use your analysis to decide where agents belong in our GTM systems, work with Engineering to build them, and measure whether they work. This is an ideal role for an analyst who enjoys technical depth, commercial judgment and hands-on execution.

Responsibilities:

•   Strategic Analysis: 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 and downside scenarios and leading indicators of risk to improve predictability.
•   Executive & Board Support: Own the analytical development of recurring executive and Board reporting, 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), with strong data quality and lineage. This is the governed data our agents will run on.
•   GTM Agent Product Ownership: Use funnel and process analysis to identify the GTM workflows where agents can save time or lift conversion (for example lead routing, signal-based prospecting, deal-desk support, and renewal and expansion alerts). Write requirements and acceptance criteria, prioritize by revenue impact and effort, and partner with Engineering and RevOps to build, launch and iterate.
•   Agent Measurement & Governance: Define how each agent is measured (time saved, accuracy, conversion lift, adoption), report results regularly, and set guardrails for data access, human review, error handling and escalation.
•   Analytics Innovation & AI: Use 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, Engineering, and Finance to challenge assumptions, guide roadmap prioritization, and act as a trusted advisor on major GTM decisions.

Requirements:

•   B2B SaaS Experience: 5+ 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 & Agent Interest: 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. Hands-on experience building or deploying agents or workflow automation is a plus. We care most about real examples of what you've built or tested and what you learned.
•   Product Mindset: Some exposure to product work, formal or informal, such as writing requirements, prioritizing requests, or working with engineers to ship something. A desire to grow into agent product management.
•   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, Engineering) 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.