Senior HR Generalist (Payroll, Benefits & HRIS)
9 days ago
Milwaukee
Job Description Reports To: Human Resources Manager Location: Milwaukee, WI (On-site) Employment Type: Full-Time, Salaried, Exempt About Wantable At Wantable, we’re redefining retail through personalization. Our membership-based model and proprietary technology empower us to curate products that help customers discover confidence and joy through style. As a data-driven fashion company, we combine human intuition with algorithmic intelligence to deliver personalized assortments – balancing creativity, analytics, and operational precision. We're seeking a Senior HR Generalist - Payroll, Benefits & HRIS who serves as the subject matter expert and operational authority for multi-state payroll execution, benefits compliance governance, HRIS administration, and regulatory risk management at Wantable. This role owns the integrity, accuracy, and audit-readiness of payroll, benefits, and HR systems infrastructure. About the Role Operating with significant autonomy, the Senior HR Generalist - Payroll, Benefits & HRIS prepares and governs end-to-end payroll processing, fully owns open enrollment strategy execution, administers complex multi-state compliance filings, and leads HRIS configuration optimization. The Human Resources Manager serves as the final payroll reviewer; however, this role is accountable for the completeness, accuracy, and audit integrity of all underlying data and processes. Success in this role is defined by measurable operational excellence, including: • Achieving ≥98% payroll accuracy within the first 90 days and sustaining near-zero error processing thereafter., • Maintaining 100% on-time submission of all federal and multi-state compliance filings., • Achieving 100% accuracy in monthly carrier invoice reconciliation., • Maintaining 100% HRIS employee data integrity across lifecycle events. What You’ll Do Payroll Governance & Operational Authority • Serve as the organizational subject matter expert for multi-state payroll administration (with an emphasis on CA, IL, MN, WA), ensuring regulatory compliance and tax accuracy., • Own full-cycle bi-weekly payroll preparation from data validation through pre-submission audit, achieving ≥98% accuracy within the first 90 days and continuous improvement thereafter., • Independently diagnose and resolve payroll discrepancies, tax variances, garnishments, and system errors; implement structural process improvements to prevent recurrence., • Design and maintain documented payroll audit controls, reconciliation procedures, and redundancy safeguards., • Prepare final exit payout statements for terminated employees and process back-end functions to ensure compliance with final pay regulations and internal controls., • Act as benefits administration subject matter expert and primary owner of open enrollment planning and execution., • Partner strategically with brokers and senior leadership to evaluate plan design options, regulatory implications, and cost modeling before executive approval., • Execute approved benefits changes with structured communication, compliance validation, and system integration., • Reconcile carrier invoices monthly with 100% accuracy and proactively resolve discrepancies., • Maintain full compliance ownership for ACA, COBRA, ERISA, OWBPA, Secure Act 2.0, and 401(k) audit requirements., • Fully own all federal and state compliance filings, ensuring 100% on-time completion with zero missed deadlines., • Manage unemployment claims, workers’ compensation documentation, employment verifications, and audit preparation., • Monitor multi-state regulatory changes and proactively adjust payroll and benefits processes accordingly., • Serve as Paycom HRIS system owner, responsible for configuration integrity, permissions governance, workflow accuracy, and organizational structure alignment., • Maintain 100% accuracy of employee records across onboarding, job changes, compensation updates, and terminations., • Lead intermediate-level system enhancements to improve reporting efficiency, compliance tracking, and payroll precision., • Build and maintain automated dashboards and compliance reporting tools (ACA, EEO-1, unemployment, workers’ compensation, 401(k)., • Will respond to all report requests and needs from the broader organization and will generate reporting out of the HRIS, Paycom. What We’re Looking For • Bachelor’s degree in Human Resources, or related field (or equivalent professional experience)., • 5+ years of progressive experience in payroll administration, benefits compliance, and HRIS management., • Demonstrated expertise administering complex multi-state payroll (emphasis on California, Illinois, Minnesota, and Washington)., • Hands-on audit and regulatory filing experience (ACA, ERISA, 401(k), EEO-1, unemployment, state/federal filings)., • Proven ownership of open enrollment planning and broker collaboration., • Intermediate HRIS system administration experience (Paycom strongly preferred)., • Ability to translate complex payroll and regulatory information into clear, actionable guidance., • Professional communication skills suitable for executive-level and vendor interactions., • CEBS, GBA, or RPA certification, • Working knowledge of Apple technology., • Familiarity with Google products (Drive, Gmail and Docs). You'll Thrive Here If You • View payroll and benefits infrastructure as business-critical risk management functions., • Take pride in measurable precision and compliance reliability., • Enjoy balancing regulatory depth with systems innovation., • Operate with strong independent judgment and ownership., • Embrace automation-first thinking while protecting employee trust and data integrity. How We Work at Wantable • High ownership. You are trusted to make decisions that directly impact customers and financial performance., • Hard-working and hands-on. We move fast, stay scrappy, and focus on impact., • Independent thinkers. We value leaders who confidently make data-driven decisions without layers of approvals., • Low bureaucracy. We avoid committees, long processes, and unnecessary steps., • Love of fashion & product. We combine data with intuition to create experiences customers love., • Results over pedigree. What you’ve built matters more than where you’ve been. Benefits Why Wantable? • Be part of a dynamic, fast-growing company that has innovation and creativity embedded in its DNA., • A chance to shape our customers’ journey and leave a lasting impact on their self-confidence, one order at a time. We offer flexible schedules, paid parental leave (mothers AND fathers), and a private room for nursing mothers. Even more exciting: paid vacation and seven paid holidays per year, plus a 50% discount on all merchandise. You’ll be eligible for the discount on your first day. Important, but maybe less thrilling: we have ample parking, we offer medical (traditional and high deductible), dental, and vision insurance, as well as a 401K (both pre-tax and Roth options).