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Occupancy Specialist II (Patrick Sullivan Apartments)

WinnCompanies
WinnCompanies Salary
Chicago, IL Full Time
POSTED ON 3/4/2026
AVAILABLE BEFORE 5/3/2026

WinnCompanies is searching for a Occupancy Specialist II position at Patrick Sullivan Apartments, a 479 unit affordable housing community in Chicago, IL. 

 

In this role, you will be responsible for assisting the Property Manager with the initial, interim, and annual tenant recertifications at the property by working with multilayered affordable programs.

 

Please note that the pay range for this position is $19.00 to $21.00 per hour, depending on experience. The selected candidate will adhere to the following schedule: Monday through Friday from 8:00AM to 5:00PM and every other Saturday from 8:00AM to 12:00PM.

 

 

Responsibilities:

  • Process initial, interim, and annual recertifications.
  • Notify residents of their impending recertifications using notices supplied by Property Management Software.
  • Conduct the recertification interviews with residents.
  • Review each recertification to ensure that all checklist items are complete.
  • Send recertification verification forms to the appropriate agencies (e.g., Social Security Administration, place of employment, welfare agency, Veterans Administration) relevant banks, and other organizations (e.g., drug stores).
  • Complete the recertification worksheet necessary to prepare the voucher (i.e., Form 50059) for the local HUD office, state agency, or local housing authority.
  • Assist the Property Management staff with preparing for the property review by owners, regulatory agencies, auditors, etc., as necessary.
  • Ensure all information is accurate and entered in the Property Management Software.
  • Comply with company policies regarding the proper treatment of Tax Credit and Resident files.
  • Assist the Property Management staff with all facets of the move-in process.
  • Ensure that files comply with the regulations of all funding/regulatory agencies.
  • Ensure recertifications are fully completed and executed with Property Manager and resident signatures by the date due.
  • Ensure that the recertification reporting calendar is followed and that all recertification reports and letters to tenants are run and delivered timely.
  • Ensure all prospect information is maintained and managed in a waitlist and in compliance with regulations, including but not limited to: completing guest cards, purging the waitlist at periodic intervals to ensure active and available prospects are at the top of the list, keeping in contact with the top prospects to ensure interest continues when vacancies become available, etc.
  • Show vacant apartments or take prospects on property tours to solidify interest and pre-qualify applicants as necessary explaining income qualifications and required documentation for certification process.
  • Perform special assignments as necessary.

 

Requirements:

  • High school diploma or GED equivalent.
  • 3-5 years of relevant work experience.
  • Previous experience working with affordable housing.
  • Previous experience completing recertifications.
  • Complete Rent Calculation Class and CHA Yardi Training Class within 120-days
  • Experience with computer systems, including web-based applications and Microsoft Office.
  • Excellent customer service skills.
  • Solid verbal and written communication skills.
  • Good organizational and administrative skills.
  • Ability to consistently meet required deadlines and follow schedules.
  • Ability to complete repetitive tasks with a high level of detail.
  • Ability to process initial, interim and annual recertifications. 
  • Ability to plan and schedule 4 months of work activity.

 

Preferred Qualifications:

  • Associate's degree.
  • Previous property management experience.
  • Previous experience working with Chicago Housing Authority.
  • Experience with Yardi property management software.
  • Specialist in Housing Credit Management (SHCM) certification.
  • Certified Occupancy Specialist (COS) or Certified Professional of Occupancy (CPO) certifications.

 

 

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 (Verizon Wireless, Home Depot Pro, Staples, and more!)
  • 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 caresWe 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.

 

Salary will vary based on job responsibilities and scope, geographic location, candidate’s relevant experience, and other factors.

Salary : $19 - $21

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