Employee Housing Administrative Supervisor - Year Round

About the role

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.

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.
• Cook up 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.
• Cook up 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.
• Aid in 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 escalate 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.
• Aid in 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.
• 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.
• Aid in 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.

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.

Education & Experience Requirements

• High School diploma required.
• College degree preferred.
• 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.
• Two to three (2-3) years' experience developing and managing a department budget.
• Property management experience very desirable.