IT System Administrator - Year Round
About The Position
The IT Systems Administrator is a senior technical contributor responsible for designing, implementing, maintaining, troubleshooting, and supporting Winter Park Resort’s IT infrastructure. This includes servers, cloud services, identity systems, point-of-sale platforms, mobile devices, telecommunications, storage, and related technologies. Working under the direction of the Sr. Infrastructure Manager and in partnership with the IT Operations Manager, the role provides advanced operational support, handles escalated complex technical issues, and participates in local and Enterprise-level projects and initiatives. The position requires technical expertise, independent judgment, strong customer service, and the ability to balance daily operations with strategic technology work. The IT Systems Administrator follows Winter Park Resort, Alterra, and applicable regulatory policies and procedures. The primary work location is Winter Park, Colorado. Occasional travel to Denver-area facilities, Alterra resorts, and other business locations may be required. The schedule is standard, with flexibility needed for evenings, weekends, holidays, maintenance windows, and emergency support. The role supports a 24/7 resort operation and participates in on-call rotations.
Requirements
- High school diploma or equivalent required.
- At least 5 years of experience installing, maintaining, and supporting computer systems and software.
- At least 3 years of experience in systems administration, server infrastructure, or network administration.
- Demonstrated ability to independently troubleshoot complex technical issues in high-availability environments.
- Valid Colorado Driver’s License required.
- Strong troubleshooting, analytical, and problem-solving abilities.
- Experience with Microsoft Windows, Windows Server, Active Directory, Group Policy, Entra ID, and Microsoft 365.
- Working knowledge of PowerShell scripting and automation.
- Experience with virtualization technologies such as VMware, Nutanix, or Hyper-V.
- Experience supporting mobile devices, including iOS, Android, and Windows.
- Knowledge of network technologies including TCP/IP, DNS, DHCP, VLANs, Wi-Fi, switching, and routing.
- Experience with storage technologies (NAS/SAN), VoIP systems, and low-voltage cabling.
- Familiarity with cloud platforms, SaaS applications, enterprise server systems, and infrastructure monitoring tools.
- Ability to work flexible hours for evenings, weekends, holidays, maintenance windows, and emergency support.
- Ability to lift and move up to 40 pounds with assistance.
- Ability to travel throughout resort properties by walking, driving, skiing/riding, snowmobile, or ATV as needed.
- Ability to work indoors and outdoors in high-altitude mountain environments.
- Manual dexterity and visual and auditory acuity for operating computers, mobile devices, and technical equipment.
- Ability to sit, stand, walk, bend, kneel, reach, and carry equipment for extended periods as required.
Nice To Haves
- A degree in Information Systems, Computer Science, or a related field; equivalent experience is accepted.
- Familiarity with Linux/Unix systems.
- Experience with point-of-sale systems, PCI compliance, and SOX controls.
Responsibilities
- Administer, maintain, monitor, and support assigned technology platforms, including servers, networking, wireless, storage, backup, telecommunications, cloud, and SaaS/IaaS solutions.
- Serve as a subject matter expert for designated infrastructure systems and manage their lifecycle.
- Provide advanced troubleshooting and resolution of incidents and service requests.
- Participate in on-call rotations and support a 24/7 resort operation.
- Maintain compliance with ITIL-based service management processes and ticketing standards.
- Develop, maintain, review, and troubleshoot PowerShell scripts and automation solutions.
- Participate in proof-of-concept testing, system evaluations, and technology recommendations.
- Support implementation of new technologies, upgrades, and infrastructure improvements.
- Work closely with IT leadership, resort departments, Enterprise IT teams, and vendors.
- Maintain system documentation, inventory records, operational procedures, and technical standards.
- Participate in Enterprise working groups and project teams supporting resort and corporate initiatives.
- Communicate effectively with technical and non-technical stakeholders.
- Follow company policies, standards, security requirements, and operational procedures.
- Perform additional duties as assigned.
Benefits
- Free season pass to Winter Park and all Alterra Resorts.
- Discounted friends and family tickets.
- Medical, dental, vision, and life insurance for eligible employees.
- Paid parental leave for eligible employees.
- 401(k) plan with 100% company match up to 4%.
- Mental health resources for all employees.
- Food and beverage and retail discounts.
- Onsite employee childcare based on availability.
- Discounted equipment rentals and pro-deals.
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What This Job Offers
Job Type
Full-time
Career Level
Senior
Education Level
High school or GED
