Senior Project Manager (Benefits Administration)

TL;DR

Senior Project Manager (Benefits Administration): Lead client-facing benefits administration initiatives across service delivery excellence, operational readiness, and annual enrollment with an accent on risk/dependency management and cross-functional execution. Focus on building detailed project plans, driving Agile/Scrum/Waterfall delivery, and improving delivery consistency to support long-term client satisfaction and retention.

Location: Remote (US)

Company

hirify.global provides cloud-based benefits administration technology and services for employers and employees.

What you will do

• Lead client-facing projects in benefits administration, aligning client expectations, service delivery teams, and cross-functional partners.
• Drive initiatives for client onboarding, service delivery enhancements, platform configuration, operational readiness, and annual enrollment execution.
• Identify risks, manage dependencies, resolve issues, and ensure client initiatives meet goals for health, satisfaction, retention, and long-term partnership success.
• Plan, coordinate, and support annual enrollment projects, including readiness tracking, execution support, and post-AE analysis.
• Develop and execute detailed client project plans using Smartsheet, Jira, and other project management tools; apply Agile, Scrum, or Waterfall as needed.
• Track timelines, risks, issues, and dependencies; communicate milestones and outcomes clearly to stakeholders with a focus on delivery readiness and client impact.

Requirements

• Bachelor’s degree required; advanced degree preferred.
• 5–10 years of experience with benefits administration products and platforms in a client-facing or service delivery environment.
• Demonstrated experience servicing external clients and leading client-driven initiatives in benefits administration/benefits technology.
• 2–5 years of direct project management experience for complex, cross-functional, client-facing initiatives.
• Strong understanding of service delivery models, operational workflows, and annual enrollment cycles.
• Proficiency with Smartsheet (required) and Jira/related project management tools; working knowledge of Agile, Scrum, and Waterfall.

Nice to have

• PMP certification.
• Experience leading or supporting large-scale annual enrollment projects.
• Background in benefits technology, consulting, or SaaS environments.
• Experience managing complex client implementations or service delivery transformations.

Culture & Benefits

• Remote-first, office-friendly environment.
• Comprehensive health benefits (medical, dental, vision).
• Retirement savings plans with employer-sponsored options.
• Professional development opportunities and access to training/resources.
• Supportive culture focused on collaboration, open communication, and creative problem-solving.
• Employee wellbeing initiatives including mental health and wellness resources.

Hiring process

• Interviews to assess project leadership experience, client delivery approach, and stakeholder management.
• Discussion of fit for annual enrollment and service delivery execution responsibilities.