Vice President, Data & AI Strategy

Role Description

PadSplit 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.

Qualifications

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

Requirements

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

Benefits

• Fully remote position - we swear!
• Competitive compensation package including an equity incentive plan and company-wide bonus opportunity.
• National medical, dental, and vision healthcare plans.
• Company provided life insurance policy.
• Optional accidental insurances, FSA, and DCFSA benefits.
• Unlimited paid-time (PTO) policy with eleven (11) company-observed holidays.
• 401(k) plan.
• Twelve (12) weeks of paid time off for both birth and non-birth parents.
• The opportunity to do what you love at a company that is at the forefront of solving the affordable housing crisis.
• $240,000 - $275,000 a year.
• Compensation is based on the role's scope, national market benchmarks, the person's expertise and experience, and the impact of their contributions to our business goals.