Director, Data Services & Analytics

General Summary:

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 acumenand thrives in a fast-paced SaaS environment.

Essential Duties and Responsibilities:

Data Ecosystem Ownership

• Lead the architecture development and governance of ConnectWises 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.

Advanced Analytics & AI/ML

• 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.

Business Alignment & SaaS Metrics

• 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.

Leadership & Influence

• 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:

To perform this job successfully an individual must be able to perform each essential duty satisfactorily. The requirements listed below are representative of the knowledge skill and/or ability required. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.

• Bachelors degree in Computer Science Engineering Finance or related field; advanced degree preferred.

• 10 years of progressive experience in data analytics or related functions with at least 5 years in SaaS or technology businesses.

• Deep expertise in Snowflake SQL Power BI and dbt.

• Strong knowledge of Airflow and other modern orchestration tools; experience with ML platforms (Vertex AI Azure Palantir Foundry) preferred.

• Demonstrated success building and scaling enterprise-grade data platforms that integrate multiple data sources (ERP CRM billing product telemetry etc.) into a single source of truth.

• Hands-on experience designing and optimizing data models for both financial analysis and SaaS operational metrics.

• Proven track record implementing AI/ML models that deliver measurable business outcomes (e.g. churn prediction pricing optimization forecasting).

• Strong grounding in SaaS business models and metrics; ability to translate between technical execution and strategic financial impact.

• Excellent leadership communication and storytelling skills able to distill technical complexity into actionable insights for executives and non-technical stakeholders.
• Executive presence with the ability to influence at all levels from technical teams to board-level discussions.