Our mission is to create the Experience of a Lifetime for our employees, so they can, in turn, create the Experience of a Lifetime for our guests. We own and operate the most renowned destination resorts in the world as well as regional and local ski areas outside major cities, and connect them all through one unrivaled network. We are looking for ambitious leaders, innovators and creators to join our talented team. If you’re ready to pursue your fullest potential, we want to get to know you!
Candidates for year-round positions are reviewed on a rolling basis. Applications will be accepted up to 90 days after the posting date, or until the position is filled (whichever is first).
Job Summary:
The Director, Finance AI & Automation will lead the design, build, deployment, and adoption of AI-enabled capabilities that transform how Finance plans, closes, controls, reports, and makes decisions. This is a hands-on leadership role for a builder who can identify high-value use cases, personally prototype and ship agentic AI solutions, and partner across Finance, Technology, Data, and business teams to scale solutions safely and effectively.
This leader will shape and execute a multi-year Finance AI and automation roadmap across data, workflow optimization, reporting, forecasting, reconciliation, variance commentary, review materials, inquiry response, and decision support. Success will be measured by business impact: productivity gains, cycle-time reduction, reporting quality, control strength, decision effectiveness, and measurable enterprise value not technology novelty or hours saved alone.
The role requires Finance process expertise, technical fluency, and a strong control mindset. The successful candidate will be able to translate complex financial and technical concepts into clear executive recommendations, build practical solutions, establish standards for prototype-to-pilot handoff, and design governance, auditability, human-in-the-loop approvals, and knowledge grounding from inception.
Job Responsibilities:
Finance AI Roadmap & Value Realization
- Shape and execute the multi-year Finance AI and automation roadmap across data, automation, AI, reporting, and workflow optimization, sequencing work by addressable value and business impact.
- Identify high-value AI use cases across FP&A
- Establish and track value-realization metrics, including productivity gains, cycle-time reduction, reporting quality improvements, control effectiveness, and decision support impact.
Hands-On AI Agent & Automation Build
- Personally build working AI agents and automations against core Finance production workflows, including data sourcing, reconciliation, report production, variance commentary, review stack preparation, and inquiry response.
- Move solutions from idea to prototype to pilot with clear business ownership, testing discipline, adoption plans, and measurable outcomes.
- Define the prototype-to-pilot handoff pattern and technical standards Technology teams will use to productionize solutions for enterprise scale.
- Assess build-versus-buy decisions with discipline, recommending external platforms only when they create differentiated value and scalable enterprise outcomes.
Governance, Controls & Scalable Standards
- Design governance, audit, controls, and compliance into every solution from inception, including evaluation patterns, approval checkpoints, audit trails, access controls, and knowledge grounding.
- Build and own the Finance agent register and control-tiering framework, ensuring each agent has a named owner, defined control classification, and sufficient evidence for internal and external audit.
- Establish standards for Finance-built automation, including version control, testing, change management, data lineage, access management, documentation, and human-in-the-loop design.
- Ensure AI solutions use governed financial dimensions and approved data sources rather than creating fragmented or private definitions of key metrics.
Finance Data, Technology Partnership & Platform Integration
- Partner with Technology, Data, Finance Systems, and external partners on platform selection, architecture, security, and integration with ERP, EPM, reporting, and enterprise data environments.
- Identify and improve Finance data assets, quality, lineage, and accessibility to unblock AI delivery and enable reliable, governed automation.
- Translate Finance process requirements into technical patterns that can be scaled by Technology teams without compromising control, accuracy, or speed.
Leadership, Adoption & Capability Building
- Lead and develop a small team of highly technical Finance professionals while transferring capability into the wider Finance organization.
- Drive adoption through clear communication, stakeholder engagement, training, operating model design, and change management.
- Communicate for impact, translating financial and technical complexity into clear recommendations for executives, Finance leaders, Technology partners, and cross-functional stakeholders.
Leadership Expectations
- Builder first: credibility comes from what has been shipped, adopted, controlled, and measured.
- Strategic thinker with strong commercial and financial acumen, able to distinguish an interesting use case from a material one.
- Rarely satisfied with current-state processes and willing to challenge conventional thinking while maintaining strong partnership and practical execution.
- Able to hold a technical conversation with engineers and a P&L, close, control, or capital conversation with Finance executives in the same hour.
- Operates with urgency, quality, humility, and team orientation, building capability that remains in the organization rather than dependency on one person.
Job Requirements:
- Bachelor’s degree in Finance, Accounting, Computer Science, Engineering, or a related quantitative field required; MBA, CPA, CMA, CFA, or advanced technical degree preferred.
- 8+ years of progressive experience with a genuine blend of Finance and Technology, including hands-on experience building automation, analytics, or AI-enabled solutions preferred.
- Demonstrated experience owning or transforming financial processes in one or more areas such of FP&A.
- Hands-on expertise building and deploying AI agents, automations, or advanced analytics solutions into production or scaled business use, with measurable outcomes a plus.
- Technical fluency in AI agent design and workflow orchestration
- Experience with enterprise data platforms, BI tools, MS Office, APIs, and modern AI development environments preferred.
- Strong executive communication, business case development, value quantification, stakeholder influence, coaching, and talent development skills.
The expected Total Compensation for this role is $145,000 - $175,000 + Annual Bonus + Equity. Individual compensation decisions are based on a variety of factors.
Job Benefits
- Ski/Mountain Perks! Free passes for employees, employee discounted lift tickets for friends and family AND free ski lessons
- MORE employee discounts on lodging, food, gear, and mountain shuttles
- 401(k) Retirement Plan
- Employee Assistance Program
- Excellent training and professional development
Full Time roles are eligible for the above, plus:
- Health Insurance; Medical Insurance, Dental Insurance, and Vision Insurance plans (for eligible seasonal employees after working 500 hours)
- Free ski passes for dependents
- Critical Illness and Accident plans
Vail Resorts offers a ‘Hybrid’ work environment where employees living within 50 miles of the Broomfield office work on-site Tuesday, Wednesday, Thursday and have flexibility to work off-site on Mondays and Fridays. Employees living outside of a commutable distance can work remotely from British Columbia, Washington D.C., and the 16 U.S. states* in which we currently operate. This includes: California, Colorado, Indiana, Michigan, Minnesota, Missouri, New Hampshire, New York, Nevada, Ohio, Pennsylvania, Utah, Vermont, Washington State, Wisconsin, and Wyoming.
Please note that the ability to work in person or off-site, and the particulars related to such work, are subject to change at any time; and, accordingly, the Company reserves the right to change its policies and/or require in-person/in-office work or off-site work at any time in its sole discretion.
In completing this application, and when submitting related documentation, applicants may redact information that identifies their age, date of birth, and/or dates of attendance at or graduation from an educational institution.
We follow all federal, state, and local laws including restrictions on child/minor labor. Minors hired into this position will not be asked or permitted to engage in any activities restricted to adult workers.
Vail Resorts is an equal opportunity employer. Qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, sexual orientation, gender identity, disability, protected veteran status or any other status protected by applicable law.
Requisition ID 518872
Reference Date: 11/14/2026
Job Code Function: Finance
