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VP, Head of Data

Cars Commerce
Remote

About The Position

We are seeking a strategic and execution-oriented Head of Data to lead our enterprise data organization through its next stage of modernization and integration. Reporting to the CTO and partnering closely with the CEO and Executive Leadership Team, the Head of Data will unify Data Engineering, Data Science, Revenue Analytics, and Business Intelligence into a cohesive, high-performing organization. This leader will drive architectural stabilization, governance clarity, and improved decision velocity across the company. This is a transformation mandate grounded in pragmatic execution: stabilizing and rationalizing a fragmented data environment while delivering measurable business value along the way. The Head of Data serves as the executive integrator across data pillars, aligning technical architecture with business priorities.

Requirements

  • 15+ years of progressive data leadership experience, with 5+ years at the VP/SVP level leading multidisciplinary organizations across data engineering, analytics, and data science
  • Demonstrated history influencing C-suite leaders and public company Boards to secure investment and deliver enterprise-scale data transformation initiatives
  • Strong foundational experience in database architecture, data engineering, or data platform design, with the ability to deeply understand data pipelines, schema design, and system-level data integrity
  • Demonstrated ability to steer and evaluate enterprise data platform decisions across storage, compute, orchestration, and semantic modeling, prioritizing long-term architectural integrity over tool familiarity
  • Proven track record guiding teams toward trusted, high-integrity data pipelines and “single source of truth” environments
  • Experience selecting and evolving data stack components based on business needs and scalability requirements, without being dependent on any single vendor ecosystem
  • Comfort engaging in detailed architectural reviews while maintaining executive-level perspective
  • Working understanding of the systems, data infrastructure, and experimentation frameworks required to enable scalable AI/ML initiatives
  • Experience supporting rapid model experimentation and productionization environments, without needing to serve as a hands-on modeler
  • Bachelor’s degree in Computer Science, Engineering, Mathematics, or a related technical discipline, or equivalent practical experience

Nice To Haves

  • Advanced degree (e.g., MS, MBA) is a plus but not required

Responsibilities

  • Establish a trusted single source of truth for core enterprise metrics
  • Define and execute a multi-year enterprise data roadmap spanning engineering, analytics, and science
  • Align data capabilities to support marketplace growth, revenue expansion, and operational excellence
  • Accountable for defining and enforcing enterprise-wide standards for data definitions, metric integrity, and stewardship across all business functions
  • Own the identification and mitigation of enterprise data risks, including metric inconsistency, governance gaps, architectural fragility, and compliance exposure
  • Establish clarity across departments on trusted performance indicators
  • Execute a multi-year modernization plan to democratize data consumption across the company with a high degree of confidence behind the metrics
  • Deliver meaningful business utility within the first 6 months while driving long-term architectural integrity
  • Rationalize a highly fragmented legacy data schema into scalable, domain-oriented models with clear sources of truth
  • Establish instrumentation and data contracts that enforce trust, and support near real-time experimentation and optimization
  • Establish engineering excellence standards that improve data reliability observability, and deployment rigor across the platform.
  • Establish architectural foundations capable of supporting event-driven intelligence and AI readiness
  • Drive the evolution from static reporting to near real-time, decision-ready intelligence across marketplace performance, revenue operations, and executive KPIs
  • Transition data from a reporting function to a revenue-driving capability by building trust around metrics and quality drivers that ensure accuracy
  • Improve time-to-insight for revenue, dealership performance, and marketplace KPIs
  • Enable reliable forecasting, pricing optimization, and experimentation frameworks
  • Advise the CEO and Executive Leadership Team on data-related capital allocation, technology investments, and risk tradeoffs, ensuring disciplined ROI and long-term platform sustainability
  • Enable a “culture of acceleration” across the Cars Commerce business that increases velocity and impact over time through democratized, trusted data
  • Integrate and align multidisciplinary data functions under a unified operating model
  • Build an “accelerating organization” that increases delivery velocity and technical rigor over time
  • Serve as executive sponsor for data-related investment strategy, vendor partnerships, and cloud spend optimization
  • Recruit, develop, and retain top-tier data leadership talent
  • Oversee applied data science initiatives including predictive modeling, optimization, and experimentation
  • Ensure models integrate directly into product and revenue workflows
  • Balance long-term AI readiness with practical business impact
  • Establish pragmatic data governance and stewardship frameworks, working across the enterprise to ensure coordination with appropriate business, legal, information security and finance partners
  • Ensure data accuracy, availability, security, and compliance
  • Drive clarity on metric ownership and accountability across the enterprise

Benefits

  • Medical, Dental & Vision Healthcare Plans
  • New Hire Stipend for Home Office Set-Up
  • Generous PTO
  • Paid Holidays, Floating Holiday, Volunteer Day, Recharge Day

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