Compliance Helpdesk Support Specialist (Remote)

Posted Tuesday, August 11, 2026 at 4:00 AM | Expires Wednesday, August 26, 2026 at 3:59 AM At WinnCompanies, our work starts with people — the residents who call our communities home, the neighborhoods we help strengthen, and the 4,600+ team members across 28 states, Washington, D.C., and Puerto Rico who make it all possible. As an award-winning owner, developer, and manager of high-impact, mixed-income apartment communities, we are proud to be one of the nation’s leading managers of multifamily housing and one of the largest operators of affordable housing communities. We bring together people who care about quality housing, meaningful service, and making a difference every day. Through our innovative resident services platform and commitment to exceptional communities, we offer career opportunities for individuals who want their work to create lasting impact. Interested in learning more? Visit WinnCompanies to explore our benefits , mission, communities, and career opportunities. WinnCompanies is looking for a Compliance Helpdesk Support Specialist to join our Corporate team. As a Compliance Helpdesk Specialist, you will be an expert on both Affordable Housing Compliance and the utilization of the Property Management Software used in the day-to-day operations of Winn Residential. You will assist with Helpdesk inquiries related to Compliance independently, escalating when inquiries need director level approval and review. In this role, you will generate detailed reports regarding the nature of tickets submitted to the Compliance Helpdesk along with possible root causes and solutions for strategic planning. T his opportunity is offering a pay range of $69,072.74-$86,633.60 annually based on experience. This position offers a typical business work schedule - Monday through Friday 8:00 AM - 5PM based on the time zone this person resides in. Please note that this is a 100% remote job, and applicants must reside in a state that Winn operates in . Applications will be accepted until May 28th, 2026 at 5:00PM EST. Responsibilities: Continuously triage ticket categories for appropriate prioritization of ticket responses. Evaluate individual tickets, formulate plans for resolution/completion and execute within standard SLA. Escalate tickets as necessary to ensure completion. Coordinate, execute, and document all Compliance HelpDesk activity to ensure accuracy, and repeatable resolution. Analyze Helpdesk ticket activity to provide insight to training needs of the organization in an overall effort to reduce ticket volumes. Provide monthly reporting on ticket categories and resolution time Various other administrative duties as assigned Requirements: High School Diploma or GED. 3-5 years of related work experience. NAHP, SHCM, COS or equivalent certification. Strong experience in all compliance programs. Experience with computer systems, particularly Microsoft Office Suites. Must have prior Customer Service experience. Experience with property management software. Proficient in the administration of multiple affordable housing program types. Outstanding verbal and written communication skills. Ability to plan, organize, and prioritize work. Excellent customer service skills, positive attitude, and a strong work ethic. Preferred Qualifications: Bachelor’s degree. OneSite and RealPage Suite experience. Our Benefits: Regular full-time US employees are eligible to participate in the following benefits: Generous time off policies (including 11 paid holidays (12 for MA employees); Generous Accrued Time Off increasing with years of service; Generous paid sick time; Annual day of service; Floating Holiday) 401(k) plan options with a company match Various Comprehensive Medical, Dental, & Vision plan options Flexible Spending Account, Dependent Care Flexible Spending Account, Health Savings Account options with HSA annual employer contribution Long Term Disability and voluntary Short Term Disability; Basic Term Life Insurance and AD&D optional supplemental life insurance Health Expense Reimbursement program (including gym memberships, equipment, and subscriptions) Tuition Reimbursement program and continuous training and development opportunities Wellbeing program (group challenges, seminars, opportunities to earn points to reduce medical premiums), Employee Assistance Program, & Commuter and Parking Reimbursement options Employee Corporate Discount Programs Flexible and/or Hybrid schedules are available for certain roles Employee Relief Program supporting employees with unexpected hardships that place undue financial stress on them and their families To learn more, visit winnbenefits.com Why WinnCompanies? A job you can be proud of : WinnCompanies is a nationally recognized leader in apartment community management and development. Our team members are committed to helping people in the communities we serve and making a positive difference in their lives. A job that challenges you : Our employees are responsible for our growth and success, and we challenge our team members to always be their best in our fast-paced, dynamic and rewarding workplace. A job you can learn from : We offer multi-faceted leadership and learning opportunities to support our team members’ career growth and professional development. A team that cares : We value teamwork, innovation, diversity and mutual respect. Through our recognition and rewards programs, we’re committed to celebrating and uplifting our team members. About Us: WinnCompanies is a mission-driven, national business focused on building and operating top quality affordable housing communities for individuals and families of all incomes, including members of the U.S. Armed Forces and their families. Our people are the source of our success – 4,300+ team members working together to create the best possible living communities in 27 states, Washington, D.C., and Puerto Rico. Whether your skills are in operations, maintenance, leasing, compliance, marketing, IT, HR, accounting or finance, there’s a role for you at WinnCompanies. Your passion for excellence can help us make a positive impact in the lives of real people every day. If you are a California Resident, please see our Notice of Collection here . It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability. Salary will vary based on job responsibilities and scope, geographic location, candidate’s relevant experience, and other factors. Internal candidates, please apply here: Internal Careers Hub