Occupancy Specialist I (Executive Square)

WinnCompanies; Wethersfield (CT); On-site; USD 25,000 - 30,000; Full time

Benefits offered by this job

Generous PTO & holidays

Medical, dental, and vision coverage

401(k) with company match

Tuition reimbursement

Wellness programs

Hybrid work options

Job summary

WinnCompanies is seeking an Occupancy Specialist I for Executive Square, a 240-unit affordable, senior housing community in Wethersfield, CT. You will assist the Property Manager with initial, interim and annual tenant recertifications, ensuring accuracy and regulatory compliance.

The role involves coordinating with agencies, preparing vouchers, managing waitlists, and supporting move-ins and resident communications. Strong admin skills and familiarity with MS Office preferred.

Qualifications

• High school diploma or GED equivalent.
• 1-3 years of relevant work experience.
• A current vehicle license in good standing and meet the driving records standards.
• Experience with computer systems, particularly Microsoft Office.
• 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 plan and schedule 4 months of work activity.

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 and other entities.
• Complete the recertification worksheet for HUD/state/local offices.
• Assist with property reviews by owners/regulators/auditors.
• Ensure information is accurate in Property Management Software.
• Comply with Tax Credit and Resident file regulations.
• Assist with move-in processes.
• Ensure compliance with funding/regulatory agency requirements.
• Maintain residents' personal information per law.
• Ensure timely recertification reports and Resident communications.
• Manage waitlists and prospect communications per regulations.
• Engage in marketing to increase prospect activity and tours.
• Assist with subsidy contract renewals and utility allowances.

Skills

Verbal & written communication

Organizational & administrative skills

Deadline-oriented

Attention to detail

Planning 4 months of work

Education

High school diploma or GED

Tools

Microsoft Office

Yardi

RealPage

SHCM certification

Job description

Occupancy Specialist I (Executive Square)

Wethersfield, CT, USA

Job Description

Posted Tuesday, September 1, 2026 at 4:00 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 30 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 aOccupancy Specialist I to join our team at Executive Square, a 240-unit affordable, senior housing community located in Wethersfield, CT.

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

The pay range for this role is $18.00-$22.00 per hour. The selected candidate will adhere to the following schedule: Monday through Friday from 8:00AM to 5:00PM.

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.
• Completing the recertification worksheet so that the annual Tax Credit reports (Tenant Income Certification TIC) may be prepared for the state compliance agency.
• 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, such as HOME and HIF.
• Ensure the proper treatment of residents’ personal and private information; maintaining such records in accordance with local, state and/or federal law.
• 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 on time.
• 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.
• Engage in marketing activities to increase prospect activities. 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.
• Assist Property Management with PBA, Project Based Section 8, or other subsidy contract renewals, including calculation of utility allowances (HUD Contracts).
• Perform special assignments as necessary.

Requirements

• High school diploma or GED equivalent.
• 1-3 years of relevant work experience.
• A current vehicle license in good standing and meet the driving records standards outlined in the Company Safe Vehicular Operations Policy.
• Experience with computer systems, particularly Microsoft Office.
• 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 plan and schedule 4 months of work activity.

Preferred Qualifications

• Experience with Yardi or RealPage property management software.
• SHCM certification.
• COS or CPO certifications.

Benefits & Perks

Eligible full-time U.S. employees enjoy a competitive benefits package, including:

• Generous paid time off, paid holidays, sick time, a floating holiday, and a day of service
• Medical, dental, and vision coverage, plus HSA, FSA, and dependent care savings options
• 401(k) with company match and company-paid life, AD&D, and long-term disability insurance
• Tuition reimbursement, professional development opportunities, and career growth resources
• Wellness programs, employee assistance resources, commuter benefits , and employee discount programs
• Flexible and hybrid work options for eligible positions

If you are a California Resident, please see our Notice of Collectionhere .

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.