Human Resources Generalist

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.

About the Opportunity

WinnCompanies is seeking a Human Resources Generalist to serve as a trusted HR partner supporting employees, managers, and leadership across our organization. Reporting to the Vice President of Human Resources, this role will provide guidance on employee relations matters, workplace policies, performance management, investigations, and employment practices. The ideal candidate will bring strong communication skills, sound judgment, and the ability to build relationships while helping foster a positive, inclusive, and compliant workplace culture.

The salary range for this role is $80,000.00-$90,000.00 annually dependent on experience. The selected candidate will adhere to the following hybrid work schedule based out of our Chicago properties: Monday through Friday from 8:00AM to 5:00PM with the ability to be remote on Fridays. Occasional travel to out-of-state properties may be required.

Responsibilities:

• Serve as the primary Human Resources partner for employees and managers throughout the assigned region, providing guidance on policies, procedures, performance management, and employee relations matters.
• Conduct and support employee relations investigations, including workplace complaints, policy violations, performance concerns, and other complex employment matters, while ensuring appropriate documentation and follow-up actions.
• Coach and support managers on performance management, corrective action processes, employee development, communication strategies, and conflict resolution.
• Ensure compliance with federal, state, and local employment laws and regulations; provide guidance on employment-related risk management and best practices.
• Partner with operational leaders to identify and address workforce issues while fostering a positive employee experience and inclusive workplace culture.
• Support recruiting efforts by partnering with hiring managers and Talent Acquisition to facilitate the hiring process, maintain hiring timelines, and ensure a positive candidate experience.
• Lead and coordinate regional onboarding activities, ensuring new hires receive a consistent and welcoming experience from offer acceptance through orientation and integration into the organization.
• Facilitate and support new hire orientations, employee training programs, leadership development initiatives, and policy-related communications.
• Champion employee engagement efforts, recognition programs, and regional initiatives designed to improve retention and employee satisfaction.
• Serve as the liaison between regional leadership and the broader Human Resources team to ensure successful implementation of HR programs, policies, and organizational initiatives.
• Manage and support HR operational activities, including reporting, audits, personnel changes, leave administration support, compliance tracking, training completion monitoring, and other HR-related processes.
• Maintain accurate employee records and HR documentation while ensuring confidentiality and compliance with company policies.
• Analyze HR data and reports to identify trends, support decision-making, and make recommendations to leadership.

Required Qualifications:

• Associate degree in Human Resources, Business Administration, or a related field; equivalent experience will be considered in lieu of education.
• 3-5 years of progressive Human Resources experience with significant exposure to employee relations, performance management, and manager coaching.
• Experience conducting workplace investigations and managing employee relations matters from initial intake through resolution.
• Working knowledge of federal, state, and local employment laws and regulations.
• Experience partnering directly with operational leaders and providing consultative HR support.
• Strong conflict resolution, problem-solving, and relationship-building skills.
• Excellent verbal and written communication skills with the ability to engage employees and leaders at all levels.
• Strong organizational skills with the ability to manage multiple priorities in a fast-paced environment.
• Advanced proficiency with Microsoft Office applications, including Excel, Word, Outlook, and PowerPoint.
• Valid driver's license in good standing and ability to travel.

Preferred Qualifications:

• Bachelor's degree in Human Resources, Business Administration, or a related field.
• SHRM-CP, SHRM-SCP, PHR, or equivalent HR certification.
• Experience supporting unionized workforces or working in a labor relations environment.
• Experience supporting geographically dispersed employee populations across multiple locations.
• Experience within property management, affordable housing, real estate, hospitality, healthcare, or other multi-site service environments.
• Experience facilitating new hire orientation and employee training programs.
• Knowledge of HRIS, LMS, and workforce management systems.

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 work options for eligible positions

Learn more about our benefits at https://www.winnbenefits.com.

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