People Operations Generalist (Benefits & Union Operations)
Sertoma Star Services
The People Operations Generalist provides dedicated operational and administrative support across a multi-site non-profit organization of 650 employees. Reporting directly to the Chief Human Resource Officer (CHRO), this individual functions with a high degree of autonomy to manage the organization's day-to-day labor relations compliance, collective bargaining agreement (CBA) adherence, and comprehensive benefits lifecycle administration. The ideal candidate ensures all workforce workflows align seamlessly with internal agency policies, labor union boundaries, and state/federal regulatory compliance. Position Summary The People Operations Generalist provides dedicated operational and administrative support across a multi-site non-profit organization of 650 employees. Reporting directly to the Chief Human Resource Officer (CHRO), this individual functions with a high degree of autonomy to manage the organization's day-to-day labor relations compliance, collective bargaining agreement (CBA) adherence, and comprehensive benefits lifecycle administration. The ideal candidate ensures all workforce workflows align seamlessly with internal agency policies, labor union boundaries, and state/federal regulatory compliance. Essential Duties and Responsibilities include the following, although other duties may be assigned to meet the consumer and/or agency needs: Union Operations & Labor Compliance CBA Administration: Interprets and enforces the active Collective Bargaining Agreement (CBA) to maintain consistent operational workflows across all agency facilities. Grievance Resolution: Investigates employee complaints, collaborates with union stewards, processes formal grievance documentation, and facilitates initial resolution tracking. Supervisory Guidance: Advises line managers and supervisors on union-compliant disciplinary measures, corrective action workflows, and contract parameters. Audits and Compliance: Monitors regional labor compliance benchmarks and assists the CHRO in preparing critical data arrays for future contract negotiation windows. Comprehensive Benefits Lifecycle Management Plan Administration: Executes the daily administration of health, vision, dental, disability, life insurance, and non-profit retirement accounts (403b). Open Enrollment: Partners with external brokers to plan, communicate, and implement the annual benefits open enrollment timeline for all 650 staff members. Leaves & Accommodations: Independently processes and tracks complex leaves of absence including FMLA, Workers' Compensation, COBRA transitions, and interactive ADA workplace accommodations. Wellness Initiatives: Manages the design and execution of the Employee Wellness Program to promote staff health and retention. HRIS Platform Mastery & Data Analytics System Administration: Maximizes system utilization by entering and managing all employee life-cycle data within modern HRIS environments. Payroll & Finance Collaboration: Coordinates heavily with the Finance Department to ensure payroll data accuracy, tracking cost-center changes, and auditing monthly benefit premium invoicing. Custom Reporting: Generates demographic, vacancy, retention, and turnover reports directly for the CHRO to guide strategic workforce decisions. Talent Support & Core Lifecycle Lifecycle Logistics: Assist with facilitating smooth onboarding orientations for new hires, conducts standardized exit interviews and facilitate management development classes. Performance Systems: Coordinates the distribution, monitoring, and administrative completion of annual staff Performance Appraisals. Personnel Audits: Maintains high-fidelity electronic employee profiles, tracking valid licensing, mandatory training records, and compliance documentation. Other Duties Ability to travel to other work sites for staff and/or management meetings and trainings. Meets requirements and maintain compliance of applicable licensing, funding, accreditation and other state/federal regulatory agencies, including safety requirements and agency policies and procedures. Manage special projects and performs other duties/tasks as needed and/or assigned. Qualifications Bachelor’s Degree in Human Resources or a closely related field with two (3-5) years of related experience in HRIS systems, benefits administration, wellness programs, and employee engagement initiatives. Minimum of three years labor relations/administrative experience. Ability to effectively multi-task and demonstrate acute attention to detail. Excellent communication skills, both oral and written. Valid driver’s license and documentation of current auto insurance, with an acceptable motor vehicle report. Advanced proficiency in the use of computers, software applications, and working knowledge of Microsoft Office Suite programs. #J-18808-Ljbffr Sertoma Star Services
- Sertoma Star Services in Illinois seeks a People Operations Generalist to provide operational and... ...relations compliance, CBA adherence, and benefits administration with autonomy. The ideal... ...communication skills to partner with unions and management. #J-18808-Ljbffr Sertoma...Union
$75k - $85k
...Job Title: Senior HR Generalist Department: People & Culture Reports to: Director of People &... ...responsible for administering employee benefits, leave programs, employee relations,... ...support, and day-to-day People & Culture operations. The Senior Generalist promotes a...SuggestedFull timeTemporary workWork at officeLocal areaMonday to FridayWeekend workAfternoon shift$70k - $80k
...Job Description Job Description Bilingual Benefits Specialist / HR Generalist ? Northwest Side of Chicago, IL ? Direct Hire | ? Fully Onsite... ...support, benefits administration, and day-to-day HR operations? We are seeking a Benefits Specialist / HR Generalist (...SuggestedLocal area- ...academic institution in Chicago is seeking a Human Resources Generalist to support HR operations and academic hiring processes. This role involves... ...higher education. A hybrid work schedule is offered, and benefits are available. #J-18808-Ljbffr UChicago Institute for Climate...Suggested
- ...hybrid schedule. The Human Resources Generalist serves as a strategic and operational partner supporting the day-to-day... ...is proactive, organized, people-focused, operationally strong, and... ...field preferred Compensation and Benefits Salary Range: $80-88 per year Blue...SuggestedWork at officeLocal areaRemote workFlexible hours
$65k - $80k
...HR Generalist Sharing Excess | Full Time Remote from Chicago, IL - Detroit, MI - Philadelphia, PA People Operations About Sharing Excess Sharing Excess is one of the fastest-growing... ...Salary Range $65,000-$80,000 Benefits & Perks ~ Unlimited Paid Time Off...Full timeWork at officeLocal areaRemote workWork from homeFlexible hours- Bento in Chicago is seeking a Bilingual People Operations Generalist to support a wide range of HR functions including recruitment, employee relations, compliance, benefits, and training. This role serves as a key contact for employees and managers, ensuring consistent...
- The Walsh Group is seeking a Human Resources Generalist for its corporate office in Chicago. You will manage employee records, handle inquiries, and support benefits, training, and compliance across the employee lifecycle. You will collaborate with HR management, develop...Work at office
$65k - $68k
A leading HR solutions provider is seeking a dedicated HR Generalist to manage various human resources functions in Matteson, IL. Responsibilities include recruitment, employee relations, benefits administration, and ensuring compliance with employment laws. The ideal...- ...Full Time Opening Shift Leader is one of the most important people in the operation of our restaurant. They work 6:00 am to 2:00 pm or 7 am to... ...food service career at Jersey Mikes. 2) Excellent benefits with a zero deductible plan. 3) Seasoned professional...Daily paidFull timeContract workFlexible hoursShift work3 days per week
- ...Harrison Nederland B.V. is seeking a Sr Bilingual HR Generalist in Chicago to join a mission-driven HR team. The role covers benefits administration, leave management, employee relations, compliance and HR operations, with strong emphasis on leadership and regulatory adherence...
- International Code Council is seeking a Senior Human Resources Generalist to support HR processes across the ICC family. The role covers employee relations, compliance, benefits, compensation, HRIS administration, onboarding, and process improvements. It requires a bachelor...Full time
$58.66k - $80k
...Description Summary CRRC is looking for HR Generalist I or/and HR Generalist II who will be... ...functional areas: recruiting, training, benefits, payroll, reports/documents drafting.... ...studies. ~ Experience processing union payroll and benefits ~ Excellent writing...UnionHourly payInternshipWork at office$70k - $90k
A leading HR firm in Chicago is seeking a Human Resources Generalist to oversee payroll coordination, leave administration, and benefits management. The ideal candidate will have over 5 years of HR operations experience, proficiency in HRIS, Excel, and a solid understanding...$63.5k - $74.5k
...Manager to help strengthen and modernize our people operations. Reporting to the Director of Human... ...to strengthen the employee experience. Union Relations Support the implementation... ...Administer HR programs including compensation, benefits, leave, investigations, and...UnionFull timeContract workApprenticeshipInternshipWork at officeLocal areaRemote workAfternoon shift1 day per week$58k - $61k
HR Generalist, Academic Systems and Compensation Position Summary The Human Resources... ...for 3 days of the workweek. Benefits The salary range for this... ...unionised environment and assisting with union contract interpretation. Equipment Operated Standard office equipment (...UnionFull timeContract workPart timeWork at officeLocal area$75k - $85k
...seeking an experienced Senior HR Generalist to join our clients’ team.... ...who enjoys leading people, partnering with leadership,... ...candidate will bring strong benefits administration expertise, prior... ...employees.Lead day-to-day HR operations, including employee relations...Temporary workLocal area$108.88k - $163.32k
...administration of Collectively Bargained Benefits (CBB) programs consistent... ...plans, fund liability, union dues, initiation fees,... ...Familiarity with payroll, and HR generalist topics a plus. Supervisory/leadership... ...ability to motivate and lead people in a high-change environment....UnionWork experience placementRemote workFlexible hours$60k - $80k
Job Summary We are seeking a hands-on HR Generalist for a full-time, direct hire opportunity in Alsip, IL. This role is ideal for a well... ..., HR reports, and required HR documentation. Assist with benefits administration, employee changes, payroll-related processes, and...Full timeTemporary workWork at office$75k - $100k
...across trading, software development, and operations. Schedule and coordinate phone screens,... ...the handoff into onboarding. Office & people operations Be the operational backbone... ...cost of living, vibrant trading community Benefits: Comprehensive health, dental, and...Permanent employmentFull timeWork at office- ...major player in Airlines and Aviation is seeking an HR Generalist to support efficient business operations within the AMER region. Responsibilities include... ...employee relations, and collaborating with a global People team. The ideal candidate will have over 5 years of...Full time
- Harvey is scaling its global benefits function and seeks a Director of Global Benefits to own strategy, design, and execution across... ...will shape policy, lead a growing team, and partner with People Operations, Payroll, Finance, Legal, and Recruiting to deliver world-class...
$73.15k - $87.77k
...0 - $87,774.00 Salary/year POSITION GOAL: The Human Resources Generalist will lead efforts to ensure the development and implementation... ...Give advice on compensation including salary, promotions, and benefits; Facilitate the design and development of employee learning, development...Work at officeLocal area$60k - $70k
...The Human Resource Generalist will run the daily functions of the Human Resource (HR) department including hiring and interviewing staff, administering benefits and leave, weekly payroll administration, and enforcing company policies and practices. Duties/Responsibilities...Full timeWork at officeLocal area- ...acquisition and development, compensation and benefits, succession planning, workforce planning... ...of H&W/FMLA/STD/Workers Comp of union members and/or non-union employees. Act... ...And Education 3+ years working as an HR Generalist; including experience with recruiting, employee...Union
$46.79k - $77.21k
...Crain’s Fast 50™ company and were named on Built In's 2026 Best Places to Work in Chicago. About the job: The People Operations Associate - Benefits & Engagement will support key people initiatives through program facilitation, crucial administrative and...Full timeContract workWork at officeLocal areaRemote workFlexible hours$65k - $80k
Human Resources Generalist Continuserve•Chicago, IL, US ContinuServe... ...retention to compensation, benefits, and compliance. We are looking... ...for process improvement, operational efficiency, and enhanced client... ..., ... Show more Temporary People Business PartnerAre you...Permanent employmentFull timeTemporary workLocal areaRemote workFlexible hours2 days per week3 days per week$75k - $90k
...NOCD creates access to online therapy for people with OCD through our telehealth platform... ...members. That's why we're looking for a Benefits & Leave Specialist who is passionate... ...voluntary benefits. Be a trusted People Operations partner for employees with questions about...Full timeCasual workLocal areaRemote work$75k - $87k
...Benefits ManagerUnder the general direction of the VP of Human Resources, the Benefits... ...Finance Payroll function and supports HR operations and employee engagement initiatives.... ...the Finance Payroll Manager and the HR Generalist, perform payroll audit for each pay period...Full timeTemporary workPart timeWork at office$65k - $80k
...ContinuServe is seeking a hands-on HR Generalist to join a mission-driven team in our nonprofit... ...and retention to compensation, benefits, and compliance. We are looking for a proactive... ...opportunities for process improvement, operational efficiency, and enhanced client service...Local area2 days per week3 days per week
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