SpotOn · 20 hours ago
Benefits Specialist
Chicago, Illinois
Full-time
Hybrid
Entry, Mid Level
$65K/yr - $85K/yr
2+ years expSpotOn is a company that provides innovative technology solutions for independent restaurants. They are seeking a dedicated Benefits Specialist to support the administration of employee benefits and leave programs, ensuring compliance and enhancing employee satisfaction.
Mobile PaymentsPaymentsSales AutomationSoftware
Responsibilities
Serve as primary contact for all employee inquiries regarding benefits, 401(k), and leave of absence programs
Facilitate new hire benefits orientation sessions, guiding employees through available programs and enrollment processes
Administer all benefit programs including life events processing and enrollment updates for medical, dental, vision, savings accounts, COBRA and other programs
Support compliance activities including ACA reporting, ERISA notices, and data preparation for annual 5500 filings or nondiscrimination testing
Assist with invoice reconciliations and benefit audits to ensure accurate billing and system data integrity
Partner with benefits and leave vendors to resolve escalations, monitor service levels, and support ongoing process improvements
Support annual U.S. open enrollment and international benefit renewal processes, including ADP system configuration, testing, and communication distribution
Help develop employee-facing benefits materials and support wellness program campaigns through cross-functional coordination
Process and manage benefits mail and documentation
Identify opportunities to streamline processes and recommend program enhancements
Coordinate leave of absence and workers compensation administration from initial employee notification through return-to-work, serving as liaison between employees, HR Business Partners, managers, and third-party administrator (Guardian)
Monitor and track status of all leave requests and ADA accommodation cases
Support bi-weekly pay validation by reviewing leave data and coordinating with Payroll to ensure accurate leave-related payments
Manage LOA communication templates and resource guides to ensure clear communication on LOA processes
Qualification
Required
2+ years of experience in employee benefits and leave of absences administration
Solid analytical abilities with experience in report generation, audit performance, and system/vendor discrepancy resolution
Excellent communication skills with demonstrated ability to craft clear, empathetic messaging for diverse employee audiences
Process improvement mindset with proven ability to identify gaps and collaborate on solutions with cross-functional teams
Sound judgment and composure when handling sensitive situations with discretion and professionalism
Absolute confidentiality in managing sensitive employee information
Exceptional organizational skills with meticulous attention to detail
Adaptability to thrive in fast-paced, agile environments
Knowledge of federal and state employment laws including FMLA, ADA, COBRA, ERISA, and state-specific leave legislation
Benefits
Medical, Dental and Vision Insurance
401k with company match
RSUs
Paid vacation, 10 company holidays, sick time, and volunteer time off
Employee Resource Groups to build community and inclusion at work
Monthly cell phone and internet stipend
Tuition reimbursement for up to $2,000 per calendar year to assist with your professional development
Company
SpotOn
SpotOn provides mobile payment technology and a management system for restaurants and small businesses.
1001-5000 employees
Funding
Current Stage
Late StageTotal Funding
$918MKey Investors
Dragoneer Investment GroupAndreessen HorowitzDST Global
2022-05-18Series F· $300M
2021-09-13Series E· $300M
2021-05-25Series D· $125M
Leadership Team
Zach Hyman
Co-Founder
Mark Walz
Chief Technology Officer
Recent News
2025-12-02
Company data provided by crunchbase