HR Generalist

The CAM Collective (TCC) is a holding company that acquires and supports community association management Member Companies across the country. TCC gives its Member Companies real infrastructure, real support, and real people.

The HR Generalist owns the day-to-day administration of HR for a population of roughly 100 to 115 employees — about 50 at TCC internal and 50+ across the service Member Companies. This person runs Rippling as its primary administrator, owns benefits administration end-to-end, keeps the compliance calendar on track, and processes every onboarding, termination, and employee change that moves through the system. Reports to Kelly Franco, Director of People.

• Own day-to-day Rippling administration for TCC internal and service MC employees, including new hires, terminations, employee changes, and reporting.
• Run the administrative side of onboarding for all TCC and service MC hires: offer paperwork, I-9 and E-Verify, benefits enrollment, and Rippling setup.
• Own benefits administration end-to-end: open enrollment, new hire enrollments, qualifying life events, and vendor coordination.
• Maintain the recurring compliance calendar — ACA reporting, I-9 maintenance, workers' comp audits, and 401(k) audit prep — partnering with TCC Finance where the work overlaps.
• Build and maintain automated Rippling workflows, including responsible use of AI, to reduce manual processing over time.
• Keep personnel files, org charts, and HR documentation organized and audit-ready across multiple entities and states.
• Serve as the first point of contact for TCC and service MC employees on benefits questions, payroll changes, and general HR admin.
• Support the MC People Partner with template creation, toolbox organization, and new-MC compliance intake.

• 5 to 7 years of hands-on HR experience in a multi-entity, multi-state environment.
• 2+ years administering a modern HRIS (Rippling, Workday, BambooHR, Paylocity, ADP, UKG, or similar) as a system administrator, not just an end user.
• Experience supporting employees across 2+ legal entities and 3+ U.S. states, with working knowledge of multi-state payroll and compliance implications.
• Hands-on experience with compliance processes such as ACA reporting, I-9/E-Verify maintenance, workers' comp audits, or 401(k) audit prep.
• Working knowledge of the full HR admin cycle: onboarding, benefits administration, compliance, payroll changes, and personnel file management.
• Comfortable partnering directly with Finance on payroll and audit coordination.
• Proactive, direct, and organized — able to close a backlog and build workflows that don't exist yet without waiting for a perfect process.

Nice to Have

• PHR or SHRM-CP certification.
• Experience using AI responsibly in an HR context — automation, drafting, data cleanup, employee-facing communications.
• Background in real estate, HOA/community association management, or another highly regulated industry such as banking.

• Chicago, IL — Hybrid.

• Base salary: $70,000 to $80,000.
• Annual bonus target: 5%.
• A hybrid position in the Chicagoland area.  Occasional travel for company events is required.
• Competitive salary and benefits package.
• Opportunities for professional growth and development.
• A dynamic and collaborative work environment.
• Medical, Dental, and Vision Insurance
• Short-term Disability and Life Insurance
• 401K Match
• Unlimited PTO