Regional IT Director, East Region

Alterra•Stratton, VT

8d•$170,000 - $195,000

About The Position

The Regional IT Director provides direct 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 Director 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 role translates business strategy into technology outcomes and represents resort needs within Alterra’s enterprise IT and Shared Services organizations. Across multiple sites, the Director sets direction for resort IT Operations, Infrastructure, System Administration, and Business Application Management. The role leads a distributed regional team, owns regional operating and capital budgets, and oversees integration of newly acquired resorts. Success is measured through stability, resiliency, operational efficiency, and effective business partnership at scale. The East Region Director may be based at Stratton Mountain Resort or Sugarbush Resort in Vermont. Regular travel is required, including periodic travel to Alterra’s Denver corporate office and resorts in the assigned region for in-person leadership meetings and team engagement.

Requirements

8 or more years of progressive Information Technology experience with demonstrated growth.
5 or more years leading IT professionals; multi-site leadership is desirable.
Bachelor’s degree required.
Technical proficiency with infrastructure technologies such as 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 areas such as 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.
Excellent communication and negotiation skills, with the ability to listen closely and help business leaders identify high-impact technology opportunities.
Ability to work independently and collaboratively across business lines, vendors, and enterprise teams.

Nice To Haves

Ski-industry or resort-operations experience.
Bachelor’s degree in Computer Science or a related field.
MBA.
Familiarity with ITSM/ITIL service management and security/compliance frameworks, including PCI and DR/BCP.
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 resort business strategies.
Advise resort Presidents and COOs on technology opportunities for business-process improvement, operational efficiency, and productivity.
Represent the region in OneIT executive strategy, shaping enterprise standards and platforms while advocating for resort needs.
Lead regional delivery of enterprise initiatives and consistent outcomes across resorts.
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 best practices.
Improve operational efficiency and cost-to-serve, measured against labor and work volumes such as tickets, servers, and infrastructure.
Direct escalation management for significant regional incidents and ensure clear stakeholder communication.
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 infrastructure capital planning for networking, servers, and on-site guest technology.
Partner with Capital Development and real-estate teams to incorporate IT standards early in 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, including forecasting, annual budget development, expenditure management, variance analysis, and 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 regional security tooling, disaster recovery, and business-continuity planning with the enterprise Security & Compliance team; design DR/BCP plans and conduct readiness drills.
Support corporate initiatives to maintain PCI compliance across the region.
Build and develop a high-performing, multi-site regional organization, recruiting, mentoring, and developing on-site technicians and specialists and regionalized systems and network administrators.
Establish consistent staffing models, on-site coverage, and escalation paths across resorts.
Set OKRs, KPIs, and metrics; conduct performance reviews; and carry out 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 reporting and manage to quarterly objectives.
Travel regularly to the Denver corporate office and resorts in the assigned region for leadership meetings and team engagement.

Benefits

Free Ikon Pass for eligible employees and additional free skiing/riding privileges at Alterra resorts for eligible employees and their dependents.
Discounted skiing/riding for friends and family at Alterra resorts for eligible employees.
Flexible Time Off and Paid Time Off 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; EAP; HSAs; and 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 dog-friendly Denver headquarters.
Short-term and long-term incentives may be available as part of total compensation.