dss+ · 18 hours ago
Benefits Lead - United States
United States
Full-time
Remote
Senior Level
7+ years expdss+ is a leading operations management consulting firm that provides a range of advisory and implementation services. They are seeking an experienced Benefits Lead to manage benefits programs across the United States and Canada, ensuring operational excellence and a best-in-class employee experience.
ConsultingInnovation ManagementRisk ManagementSustainability
Hiring Manager
Matthew Craig SHRM-TA
Responsibilities
Own end-to-end administration of all employee benefit programs for the US and Canada, including health and welfare, retirement, leaves, wellness, and related offerings
Lead annual renewal processes, plan design evaluations, and cost-management strategies
Develop and present strategic recommendations based on market trends, employee feedback, and data insights
Ensure programs are competitive, compliant, and aligned with organizational goals
Support mergers, acquisitions, and other growth initiatives through benefits due diligence, cost modeling, and risk assessment
Evaluate acquired companies’ benefits programs and develop integration strategies aligned with organizational philosophy and compliance requirements
Partner with internal stakeholders and external advisors to execute smooth benefits transitions during post-merger integration
Support employee communications and change management related to benefits during M&A activity
Act as the primary point of contact for employee questions, concerns, and escalations related to benefits
Deliver a high-touch, employee-centric experience with clear communication and timely resolution
Partner closely with People & Culture colleagues to support employee lifecycle moments (onboarding, leaves, life events, offboarding)
Own benefits-related systems, integrations, and data accuracy
Produce and analyze benefits metrics, reports, and insights to inform decision-making
Ensure compliance with all applicable US and Canadian regulations and manage audits, filings, and documentation
Manage relationships with brokers, carriers, administrators, and external partners
Oversee vendor performance, contracts, renewals, and service delivery
Collaborate with Finance, Legal, and external advisors as needed
Cross-train on payroll processes for the US and Canada
Serve as backup support to the Payroll Lead, ensuring continuity and accuracy during absences or peak periods
Collaborate closely with payroll to align benefits and payroll data
Qualification
Required
7+ years of progressive experience in benefits administration and strategy, preferably in a multi-country or professional services environment
Demonstrated experience supporting M&A activity, including benefits due diligence, analysis, and post-acquisition integration
Strong working knowledge of US benefits programs and regulatory requirements. A strong candidate will have similar knowledge of Canadian benefits
Experience managing benefits systems, vendors, and analytics
Excellent communication skills with a high level of discretion, problem-solving and attention to detail
Preferred
Payroll experience or exposure strongly preferred
Company
dss+
dss+ is a provider of operations management consulting services with a purpose of saving lives and creating a sustainable future.
1001-5000 employees
Funding
Current Stage
Late StageLeadership Team
Davide Vassallo
CEO
Recent News
2025-12-20
2025-11-26
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