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Regional Compliance Specialist (Boston HQ)

WinnCompanies is seeking a Regional Compliance Specialist looking to join the Corporate Compliance Team in Boston, MA. The ideal candidate is responsible for ensuring that all policies and procedures from WinnResidential and affordable housing agencies are communicate to, and implemented by site managers and senior staff within the assigned portfolio.


The Regional Compliance Specialist is responsible for delivering a network of training, completing compliance reviews, monitoring property-specific compliance requirements across program types, and providing direct support to the assigned portfolio to ensure properties are meeting or exceeding regulatory requirements across various agencies and organizations.


Responsibilities
  • Perform regular on site and remote audits, both scheduled and unscheduled, and assist sites in preparation of, attend, and ensure timely and complete response to agency audit findings.
  • Manage and monitor efforts of various departments during lease up or program conversion of new and existing properties to ensure owner and investor expectations are met or exceeded.
  • Analyze and interpret regulatory documents to ensure proper setup of property management software for new and existing assets; manage and correct as necessary through helpdesk ticketing system.
  • Collaborate with Corporate Compliance to design, develop, and deliver trainings through either direct delivery or coordination with existing trainings provided through professional organizations.
  • Collaborate with various departments to drive overall property performance through monitoring, reporting, communicating, and tracking key indicators of financial and programmatic requirements.
  • Review, revise, disseminate, and implement policies and procedures to reflect new or changing agency and/or company requirements.
  • Provide direct support and routine accessibility to internal and external customers within the assigned portfolio through attendance at regularly scheduled meetings, conference or direct calls, email, and completion of helpdesk tickets.
  • Various other administrative duties as assigned.


Requirements
  • High School diploma or GED equivalent.
  • 5-8 years of relevant work experience.
  • Prior experience in affordable housing management, preferably in a regional managerial position involving multiple properties and operating multiple affordable housing program types.
  • A current driver's license in good standing and ability to meet the driving records standards outlined in the Company Safe Vehicular Operations Policy.
  • Experience with computer systems such as Microsoft Office Suite.
  • Ability to manage multiple tasks and assignments.
  • Demonstrated organizational, record keeping, and interpersonal skills.
  • Strong leadership and training skills.
  • Excellent verbal and written communication skills.


Preferred Qualifications
  • Certified Occupancy Specialist, C3P, CAM, CAPS certification or similar designations.
  • NAHP, SHCM, or similar designation.
  • Bilingual in English and other language.


#LI-BB1

#IND3


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.


Current Winn employees should apply through this internal link.

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CEO of WinnCompanies
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Gilbert Winn
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Through the efforts of our outstanding team members, WinnCompanies is the creator and champion of the best possible living communities for our residents and clients, achieved through strong partnerships, a passion for excellence and a commitment t...

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DATE POSTED
June 13, 2025

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