Project Manager/Executive Assistant to VP of Engineering (ConnectWise)

• Design, implement, and maintain dashboards and scorecards to reflect the progress toward strategic objectives
• Define, refine, and evolve KPIs, SLAs, OKRs, and other metrics frameworks in collaboration with engineering, product, operations, and business teams
• Aggregate, cleanse, and correlate data from multiple systems (e.g. JIRA, monitoring, data warehouse, internal tools, and financial systems)
• Analyze trends, variances, and anomalies. Perform root cause analyses, and propose actions or changes to processes or focus
• Produce regular reports (weekly, monthly, quarterly) for the VP, the executive team, and cross-functional stakeholders
• Partner with stakeholders to vet and align on metric definitions, reporting cadences, and data interpretations
• Assist in setting targets, thresholds, and goals for key metrics, and monitor progress toward them
• Monitor the health of metrics (data quality, signal stability, outlier detection, alerting) and drive remediation when issues arise
• Identify gaps in current measurement capabilities; propose and drive enhancements, including new instrumentation, tooling, or process changes
• Serve as the “go-to” analytics/metrics liaison between the VP and various teams (engineering, product, operations, finance)
• Assist in preparing executive-level narratives and presentations, translating complex data into impactful stories
• Stay abreast of industry best practices in metrics, observability, dashboards, and data analytics. Implement innovations and continuous improvements

• 6+ years of experience in a technical or data-oriented roles (e.g. analytics, reporting, technical product management, program management with a strong focus on metrics)
• Strong experience working with cross-functional engineering, product, or operations teams
• Experience analyzing large data sets, identifying trends and anomalies, and performing root cause analysis
• Excellent verbal and written communication skills, with ability to simplify complex analyses into digestible narratives for Senior audiences
• Strong stakeholder management skills, with ability to influence across multiple teams without direct authority
• Comfortable working in ambiguous, fast-moving environments
• Experience in defining and refining KPIs, SLAs, OKRs, and similar measurement frameworks
• Advanced level of English

WILL BE A PLUS

• Bachelor’s degree in computer science, engineering, data science, statistics, business analytics, or a related field (or equivalent experience)
• Experience in technical domains (e.g. cloud, infrastructure, SaaS, and dev tools)
• Familiarity with data warehouses, ETL processes, instrumentation, event tracking, observability, and monitoring systems
• Experience working with program management tools (e.g. Azure DevOps, Jira, Confluence, and Asana)
• Prior experience reporting to Senior executives or being part of an executive-facing analytics and insights team
• Prior experience with metrics governance (defining metric ownership, ensuring metric consistency, handling metric versioning, and maintaining metric catalogs)
• Experience in tooling improvements for measurement (e.g. instrumenting new metrics, automating data collection, and adopting of data-quality tooling)

PERSONAL PROFILE

• High level of self-organization
• Attention to detail
• Structured work approach
• Excellent communication skills