Senior GTM Data Analyst

About the company:

Link Squares is a Boston-based, AI-powered CLM SaaS leader trusted by organizations like Draft Kings, 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
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 Link Squares' 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.

• 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.

• 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…