RedSail Technologies · 2 hours ago
Benefits Manager
United States
Full-time
Remote
Mid LevelRedSail Technologies is seeking a Benefits Manager to manage and administer employee benefits programs. This role involves overseeing benefits management, leave requests, and accommodations, ensuring compliance and enhancing employee well-being.
Health CareInformation TechnologySoftware
Responsibilities
Provide daily oversight of all employee benefit programs, including health, dental, vision, retirement, wellness, and ancillary offerings
Ensure benefit programs remain competitive, cost‑effective, compliant, and aligned with organizational goals and employee needs
Design, manage, and continuously improve benefits enrollment and onboarding workflows, ensuring accuracy, data integrity, and a positive employee experience
Work with the Director of HRIS on benefits‑related HRIS projects, including system enhancements and integration efforts during acquisitions
Develop and execute clear, accessible communication strategies to educate employees on benefit options, plan updates, and enrollment timelines
Serve as an escalation point for complex benefits inquiries, providing timely, accurate, and employee‑centered support on eligibility, coverage, and claims issues
Maintain knowledge of federal, state, and local regulations governing employee benefits and oversee compliance activities, including required reporting such as Form 5500 filings
Foster strong relationships with benefits providers, brokers, and external vendors, including contract review, negotiation, and performance oversight
Analyze benefits utilization, cost trends, and employee feedback to inform budgeting, program design, and long‑term benefits strategy
Effectively use benefits systems (e.g., UKG/PlanSource), ensuring accurate records, efficient workflows, and reliable reporting
Lead the annual open enrollment process, including planning, communication, system setup, vendor coordination, issue resolution, and post‑enrollment reconciliation
Monitor benefits operations for data accuracy, system errors, feed failures, and approval needs, ensuring timely resolution and quality control
Develop and deliver employee education initiatives, training sessions, and resources to support informed benefits decision‑
Champion continuous improvement by evaluating current programs and processes, identifying opportunities for enhancement, and implementing innovative, cost‑effective solutions
Administration of FMLA, ADA, workers’ compensation, and all company time‑off programs while ensuring consistent, compliant, and employee‑centered processes
Coach managers and employees on requirements and timelines, managing eligibility and documentation, maintaining appropriate communication during leave, and coordinating smooth return‑to‑work transitions
Oversees ADA accommodations through a structured interactive process
Advise on how leave laws intersect with benefits programs, maintains accurate and confidential records, updates policies to reflect legal changes, and manages workers’ compensation cases, including claims, carrier communication, and OSHA documentation
Perform Other Related Managerial Duties as Assigned
Qualification
Required
Bachelor's degree in Human Resources, Business Administration, or related field
Strong attention to detail and organizational skills
Excellent communication and interpersonal skills
Ability to maintain confidentiality and handle sensitive information with discretion
Proficiency in Microsoft Office suite (Word, Excel, PowerPoint)
Knowledge of federal and state regulations governing employee benefits, such as ERISA, ACA, and HIPAA
Preferred
Familiarity with benefits administration software and HRIS platforms is a plus
Company
RedSail Technologies
RedSail Technologies is healthcare, pharmacy, and governmental software solutions provider company.
Founded in 2018
501-1000 employees
Funding
Current Stage
Late StageTotal Funding
unknownKey Investors
Leonard Green & Partners
2024-06-13Private Equity
Leadership Team
Sonny Anderson
VP Development Operations
Recent News
Mobihealthnews
2025-10-23
2025-10-23
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