Vice President, Data & AI Strategy; Fully Remote

The Role We Need

Pad Split is looking for a Vice President, Data & AI Strategy to transform data, machine learning, and artificial intelligence into a strategic advantage that improves outcomes for our members, hosts, and business. Reporting directly to the CTO, this leader will oversee our Analytics, Machine Learning, and AI functions while driving responsible AI adoption across the company. This role will ensure our data and AI investments generate measurable business impact while maintaining the trust and ethical standards our mission demands.

We are looking for an experienced executive who has successfully led integrated data, analytics, and machine learning organizations and has personally driven AI adoption  ideal candidate combines strong technical judgment with business acumen, helping leaders separate meaningful opportunities from hype while translating complex concepts into action. They are a pragmatic, mission‑driven leader who can influence executives, develop teams, and ensure data and AI are deployed responsibly to improve people’s lives.

• AI Strategy Leadership
  :
  Define and execute Pad Split’s company‑wide AI strategy, including adoption goals, governance standards, enablement programs, and business impact measurement.
• Organization Leadership
  :
  Lead the Analytics, Business Intelligence, Machine Learning, and AI enablement teams as a unified data and AI organization.
• Roadmap Ownership
  :
  Drive the machine learning and predictive analytics roadmap, including pricing optimization, risk modeling, search relevance, and future AI‑powered capabilities.
• Data Platform Management
  :
  Oversee the health, quality, governance, scalability, and cost efficiency of Pad Split’s data ecosystem.
• Responsible AI Governance
  :
  Partner with Legal and executive stakeholders to establish ethical AI standards and responsible deployment practices.
• Product Partnership
  :
  Collaborate with Product teams to build data‑driven experiences and predictive features that improve member and host outcomes.
• Executive Decision Support
  :
  Translate data and analytics into actionable insights that influence decisions across Product, Finance, Marketing, and Operations.
• Technology Evaluation
  :
  Assess emerging AI and machine learning technologies and determine where they can create meaningful business value.

• Executive Leadership
  : 10+ years of experience in data, analytics, machine learning, or AI leadership roles, including experience managing managers.
• Integrated Team Leadership
  :
  Proven success leading both analytics and machine learning functions within a single organization.
• AI Deployment Experience
  :
  Demonstrated track record implementing AI solutions at scale and measuring business outcomes.
• Technical Expertise
  :
  Strong understanding of modern data platforms, machine learning systems, analytics tooling, and AI technologies such as Snowflake, dbt, and Hex.
• Ethical AI Perspective
  :
  Clear point of view on AI governance, responsible deployment, bias mitigation, and customer impact.
• Executive Communication
  :
  Ability to influence senior leaders, present to boards, challenge assumptions, and simplify complex technical concepts.
• Cross-Functional Partnership
  :
  Experience working across Product, Finance, Marketing, Legal, and Operations to deliver business outcomes through data.
• Data Platform Stewardship
  :
  Hands‑on familiarity with modern data stacks and experience managing data quality, governance, and platform costs.

• Your application will be reviewed for possible next steps by the Hiring Manager.
• If you meet eligibility requirements, the next step would be a phone call with a member of the People Ops team for about thirty (30) minutes.
• If warranted, the next step would be a video interview with our CTO for one (1) hour.
• If warranted, the next step would be a video panel interview with members of our leadership team for one (1) hour.
• If warranted, the next step would be a video panel interview with key stakeholders at Pad Split for two (2) hours.
• The panel interview will require a candidate to work on a data assessment where you will…