Director, Data Services & Analytics

Director, Data Services & Analytics

ConnectWise is seeking an exceptional leader to oversee our enterprise data ecosystem and drive the next generation of data-driven decision making. The Director of Data Services & Analytics will own the end-to-end data lifecycle from infrastructure and pipelines to advanced analytics, financial modeling, and AI / ML initiatives.

This leader will shape how ConnectWise leverages data to guide strategic priorities, enable SaaS metric-driven insights, and transform business cases into scalable execution. The ideal candidate is a proven data visionary who combines technical depth with business acumen, and thrives in a fast-paced SaaS environment.

Essential Duties and Responsibilities :

• Lead the architecture, development, and governance of ConnectWise's enterprise data warehouse, pipelines, integrations, and analytics platforms.
• Ensure a modern, scalable data infrastructure with Snowflake at its core, supported by best-in-class tools (dbt, Airflow, Fivetran, ADF).
• Oversee system performance, data quality, and reliability for critical business operations.
• Build and operationalize AI / ML models that improve forecasting, customer insights, partner retention, and operational efficiency.
• Partner with Finance, Product, and Operations to deploy predictive and prescriptive analytics that drive measurable impact.
• Stay at the forefront of emerging tools such as Google Vertex AI, Azure ML, or Palantir Foundry to expand capabilities.
• Connect strategic business cases to data execution translating executive priorities into measurable data initiatives.
• Build financial and operational models tied to SaaS KPIs (GRR, NRR, LTV / CAC, churn analysis, pricing elasticity).
• Partner with FP&A and Corporate Strategy to ensure insights directly support growth, profitability, and long-term value creation.
• Build, mentor, and scale a high-performing team of data engineers, analysts, and data scientists.
• Act as the executive thought partner for data strategy, influencing the ELT and board-level discussions with fact-based insights.
• Establish data as a competitive advantage and cultural foundation across the company.

Knowledge, Skills, and / or Abilities Required :