Regional IT Director, East Region

Alterra Mountain Company•Stratton, VT

About The Position

The Regional IT Director provides technical and managerial leadership for the IT teams at every destination in Alterra Mountain Company’s East Region. Reporting to the Vice President, IT Resort Operations, the role is accountable for the performance, cost, and reliability of resort technology and serves as the senior IT partner to each resort’s President and COO. The Director translates business strategy into technology outcomes, represents resort needs within enterprise IT and Shared Services, and sets direction across IT Operations, Infrastructure, System Administration, and Business Application Management. The role leads a distributed team of on-site technicians and specialists alongside regional systems and network administrators, manages regional operating and capital budgets, and oversees integration of newly acquired resorts. Success is measured by technology stability, resiliency, operational efficiency, and effective business partnership across multiple sites. The position oversees the East Region and may be based at Stratton Mountain Resort or Sugarbush Resort in Vermont. Regular travel is required, including periodic trips to Alterra’s Denver corporate office and resorts in the region for leadership meetings and team engagement.

Requirements

At least 8 years of progressive experience and demonstrated growth in Information Technology.
At least 5 years leading IT professionals; multi-site leadership experience is relevant to the role.
Bachelor’s degree required.
Technical proficiency with Windows Server, TCP/IP networking and routing, Azure or AWS cloud infrastructure, virtualization such as VMware, Microsoft 365, and telecommunications.
Experience delivering technology for hospitality, recreation, or multi-site operations, including financial systems, Point-of-Sale, RFID and guest-experience technology, e-commerce, business intelligence, mobile, and infrastructure.
Demonstrated success leading M&A integration and enterprise-wide change.
Familiarity with ITSM/ITIL service management and security/compliance frameworks, including PCI and DR/BCP.
Excellent communication and negotiation skills.
Ability to work independently and collaboratively across business lines, vendors, and enterprise teams.
Regular travel to the Denver corporate office and resorts within the assigned region.

Nice To Haves

Ski-industry or resort-operations experience.
Bachelor’s degree in Computer Science or a related field.
MBA.
ITIL, PMP, or comparable certification.

Responsibilities

Set the region’s technology vision and multi-year roadmap, and chair resort IT Steering Committees to align investment with business strategy.
Advise resort Presidents and COOs on business-process improvement, operational efficiency, and productivity opportunities.
Represent the region in OneIT executive strategy, shaping enterprise standards and platforms while advocating for resort needs.
Lead enterprise initiatives across the region and direct teams to deliver consistent outcomes at each resort.
Own regional operational performance, including system and network uptime, mean time to remediate, and project delivery; maintain common SLAs and service standards grounded in ITIL practices.
Improve operational efficiency and cost-to-serve, tracking year-over-year labor against work volumes such as tickets, servers, and infrastructure.
Direct escalation management for significant regional incidents and ensure clear communication with business stakeholders and enterprise teams.
Oversee IT Operations, including desktop, Point-of-Sale, guest-experience technology, and networking/server support; Infrastructure; System Administration; and Business Application Management, including product setup, configuration, and pricing across resort business areas.
Direct long-term regional infrastructure capital planning for networking, servers, and on-site guest technology.
Partner with Capital Development and real-estate teams to incorporate IT standards into resort expansion and development projects.
Manage vendor relationships for server operating systems, database technologies, backup and recovery solutions, and storage/server hardware; lead long-term contract negotiations as needed.
Own regional OpEx and CapEx budgets by forecasting needs, building annual budgets, managing expenditures, analyzing variances, and initiating corrective action.
Optimize the technology portfolio through hardware and software audits and licensing strategy.
Lead IT due diligence and integration for regional mergers and acquisitions, bringing acquired resorts onto common standards, platforms, and the regional operating model.
Lead change management for implementations and upgrades, driving adoption while minimizing disruption to resort operations.
Improve security tooling, disaster recovery, and business-continuity planning in coordination with the enterprise Security & Compliance team; design DR/BCP plans and conduct readiness drills.
Support corporate initiatives to maintain PCI compliance across the region.
Recruit, mentor, and develop a high-performing multi-site team of on-site technicians and specialists and regional systems and network administrators.
Establish consistent staffing models, on-site coverage, and escalation paths across regional resorts.
Set OKRs, KPIs, and metrics; conduct performance reviews; and perform supervisory duties, including hiring, assigning and directing work, appraising performance, and resolving issues in accordance with company policy and applicable labor law.
Establish, implement, and enforce safety standards in accordance with company policy and applicable law.
Deliver monthly status reports and manage work to quarterly objectives.
Travel regularly to resorts in the region and periodically to Alterra’s Denver corporate office for in-person leadership meetings and team engagement.

Benefits

Free Ikon Pass for eligible employees and additional free skiing/riding privileges at Alterra Mountain Company resorts for eligible employees and dependents.
Discounted skiing/riding for friends and family at Alterra Mountain Company resorts.
Flexible Time Off (FTO) and Paid Time Off (PTO) policies for eligible employees.
Discounts on outdoor gear, apparel, rental cars, and other items.
Medical, dental, vision, life, AD&D, short-term disability, and long-term disability insurance.
Employee Assistance Program (EAP), Health Savings Accounts (HSAs), and Flexible Spending Accounts (FSAs).
401(k) plan with company match.
Paid parental leave of up to 6 weeks for eligible employees.
Commuter benefits for Denver employees only.
Hybrid workplace policy encouraging regular in-person collaboration for eligible employees at the Denver headquarters.