Employee Housing Administrative Supervisor - Year Round

Year Round Who We Are At 67 miles away, Winter Park is the closest ski resort to Denver. With easy access to 765,000 acres of public land, Winter Park is home to endless adventures. Whether you are looking to have your first taste of a winter season or to build a long‑term career, we have something for everyone. Perks & Benefits Free season pass to Winter Park and all Alterra Resorts Discounted friends & family tickets Medical, dental, vision, life, paid parental leave and more for eligible employees 401(k) plan with 100% company match – up to 4% Mental health resources for all employees Food & beverage and retail discounts On‑site employee childcare based on availability Discounted equipment rentals, pro‑deals, and more Position Summary The Administrative Supervisor – Employee Housing helps ensure daily administrative housing functions run smoothly within the employee housing office. This role oversees administrative processes, coordinates resident and department needs, manages key systems and reporting, and ensures housing policies are followed consistently. The position works closely and serves as a central coordination point between residents, housing staff, maintenance, cleaning, and internal departments. Wage Hourly pay range: $28+. The range listed is just one component of Winter Park Resorts' total compensation package for employees. Other rewards may include many region‑specific benefits. Essential Duties Oversee move‑in and move‑out processes for employees and approved non‑employees, including assignment coordination, key distribution, unit readiness, and documentation review. Monitor daily system activity and housing workflows to ensure tasks and processes are completed accurately and on time. Coordinate with Recruiting and hiring managers to understand workforce plans, housing needs, and support assignment and monitoring of seasonal housing allotments. Manage scheduling and task assignment for the administrative team, ensuring coverage of daily housing office functions, workflow completion, and timely handling of resident and administrative requests. Coordinate workload distribution and follow up on task completion to support efficient office operations. Use and oversee housing systems including Rent Manager (property management system), RTP (payments and refunds), and DNA Fusion/Engage (key and access systems) to maintain accurate records and support housing operations. Run and review reports related to occupancy, revenue, security deposits, housing agreements, and operational performance. Support payroll deduction housing payment processes in coordination with a dedicated housing specialist and HR payroll partners, including review of prorated move‑in and move‑out calculations, property‑based rate adjustments, and accelerated payroll repayment plans for residents with outstanding balances. Ensure accuracy, proper documentation, and timely completion of all payroll‑related housing transactions in accordance with resort finance procedures. Review move‑out inspection reports and supporting documentation to determine eligibility for security deposit deductions or forfeitures. Coordinate with maintenance and facilities teams to resolve discrepancies, validate findings, and ensure accurate documentation prior to final processing in accordance with resort procedures. Assist with tracking housing‑related expenses, maintaining records, and organizing documentation to support financial reporting and reconciliation. Respond to and document resident housing concerns, including roommate disputes, behavior issues, noise complaints, and other day‑to‑day housing matters. Support resolution efforts, assist in mediation when appropriate, and elevate issues to management when needed. Review available documentation and surveillance footage when necessary to help clarify incidents. Serve as a resource for residents, HR, and departments regarding housing policies and procedures. Serve as point of contact for Homeowners Associations (HOAs), tracking dues, assessments, invoices, and property‑related updates. Attend HOA meetings as needed and communicate key updates and action items to leadership and internal teams. Manage key and access control processes, including issuance, tracking, and coordination with access systems. Provide day‑to‑day support, coaching, and guidance to administrative staff. Assist with onboarding, training, performance discussions, and ongoing development in partnership with the Senior Employee Housing Manager. Develop and maintain SOPs and housing workflows to ensure consistency, compliance, and operational clarity. Support adherence to housing regulations, safety standards, and internal audit requirements. Oversee mail tracking and processing within the housing office, ensuring the admin team receives, logs, distributes, and tracks incoming and outgoing mail and resolves any discrepancies or follow‑up needs. Support parking compliance processes by documenting violations, communicating parking‑related information to residents, and coordinating enforcement tracking with operations and security teams. Support coordination of donated items, lost and found items, and resident‑provided resources through intake, tracking, communication, and placement into designated areas in coordination with applicable departments. Assist with resident communications related to fire code compliance, including notifications regarding removal of items from egress routes, hallways, and other required clearances in accordance with safety standards. Responsibilities may adjust based on housing demand, seasonal staffing, and operational needs. This role is expected to adapt priorities within established procedures and in coordination with the Senior Employee Housing Manager. Maintains a positive and professional working environment, demonstrating adaptability and a collaborative approach while working with colleagues, residents, and cross‑functional teams. Supports cleanliness and organization of shared administrative and housing office spaces. Education & Experience Requirements Education: High School diploma required. College degree preferred. Experience: Minimum of two (2) years in a supervisory position or equivalent. Demonstrated experience in conflict resolution and managing difficult situations to reach a mutually beneficial outcome. 2‑3 years’ experience developing and managing a department budget. Property management experience very desirable. Qualifications, Knowledge, Skill, and Ability Requirements General knowledge of basic bookkeeping or accounting. Proficient in MS Office programs; advanced Excel use is very desirable. e‑mail/Internet operation and demonstrated ability to learn other programs quickly is required. Excellent time management skills. Excellent oral and written communication skills. Valid Colorado driver’s license. Other Duties As Assigned This position description is an overview of the scope of responsibilities for the role described above. With the evolution of Winter Park Resort, the responsibilities of this position may change as may the dates associated with many of the tasks. During these times of change, this position requires the flexibility and willingness to accept new responsibilities and potentially transfer others. It will also be the responsibility of any employee of Winter Park Resort to be a positive influence on the transformation of the resort and its associated lines of business. Equal Opportunity Employer Winter Park Resort is an Equal Opportunity Employer and is dedicated to the principles of equal employment opportunity in any term, condition, or privilege of employment. Application Deadline Recruiting timelines vary by position, however, all Winter Park Resort positions accept applications for a minimum of 3 business days from the posting date listed above. This position is open and still accepting applications. E‑Verify Participation. Right to work. #J-18808-Ljbffr Schweitzer