Director, Data Services & Analytics

ConnectWise is an industry and Global leading software company with over 3,000 colleagues in North America, EMEA and APAC. As a community-driven software company dedicated to the success of technology solution providers, our suite helps over 45,000 of our partners manage their businesses better, sell more efficiently, automate service delivery, and remotely control technology so they can consistently deliver amazing customer experiences.

Our company is powered by our connections, our colleagues, and our community. And, we accept all kinds.

Game-changers, innovators, culture-lovers—and humankind.

We invite discovery and debate. We recognize key moments as milestones.

We see you and value you for your unique contributions. Our inclusive, positive culture lays the foundation to ensure every colleague is valued for their perspectives and skills, giving you the choice of how YOU make a difference.

Curious? Read this opportunity to learn how YOU can make a difference at ConnectWise!

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 acumen,and thrives in a fast-paced SaaS environment.

Essential Duties and Responsibilities:

Data Ecosystem Ownership

• 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. 

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.

• Bachelor’s 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. 

ConnectWise is an Equal Opportunity Employer, dedicated to building a diverse and inclusive workforce and providing a workplace free from discrimination and harassment. ConnectWise provides equal employment opportunities to all employees and applicants without regard to race, ethnicity, color, religion, age, sex (including pregnancy), sexual orientation, gender, gender identity or expression, ancestry, national origin, citizenship status, physical or mental disability, genetic information, military/veteran status, marital status, familial or parental status, or any other characteristic or status protected by applicable federal, state and local laws.

The statements above are intended to describe the general nature and level of work being performed by individuals assigned to this job. Other duties may be assigned as needed. Reasonable accommodations may be made to enable qualified individuals with disabilities to perform the essential functions of the job and/or to receive other benefits and privileges of employment. If you need a reasonable accommodation for any part of the application and hiring process, please contact us at View email address on swooped.co or View phone number on swooped.co.