Senior Project Manager, Service Delivery

Senior Project Manager, Service Delivery

Remote, United States

bswift is a leading benefits administration company that specializes in providing tailored solutions for our clients. Our mission is to simplify the complex world of employee benefits and deliver exceptional service to our clients.

Support the Service Delivery organization by leading client‑facing benefits administration initiatives focused on service delivery excellence, operational readiness, and annual enrollment (AE). This role requires a strong understanding of benefits administration products and platforms, hands‑on experience servicing clients, and proven success leading projects that directly impact client outcomes. You will partner closely with service delivery, implementation, product, and technology teams to ensure high‑quality execution, on‑time delivery, and an exceptional client experience.

Client‑Facing Benefits Administration Project Leadership – Lead and manage client‑facing projects within a benefits administration environment, ensuring alignment between client expectations, service delivery teams, and cross‑functional partners.

Drive projects related to client onboarding, ongoing service delivery enhancements, platform configuration, operational readiness, and annual enrollment execution.

Act as a primary project leader supporting Service Delivery teams by proactively identifying risks, managing dependencies, and resolving issues that may impact client timelines or experience.

Annual Enrollment (AE) & Service Delivery Initiatives – Lead or support annual enrollment‑related client projects, including planning, cross‑team coordination, readiness tracking, execution support, and post‑AE analysis.

Integrated Client Project Management & Execution – Develop, maintain, and execute detailed client‑facing project plans using Smartsheet as a primary tool, along with Jira and other project management platforms as needed.

Apply Agile, Scrum, or Waterfall methodologies based on client needs, scope, and delivery timelines. Facilitate effective collaboration across service delivery teams, internal delivery partners, and external vendors supporting client initiatives.

• Bachelor’s degree required; advanced degree preferred.
• 5–10 years of experience working with benefits administration products and platforms in a client‑facing or service delivery environment.
• Demonstrated experience servicing external clients and leading client‑driven initiatives within benefits administration or benefits technology.
• 2–5 years of direct project management experience managing complex, cross‑functional, client‑facing initiatives.
• Strong understanding of service delivery models, operational workflows, and annual enrollment cycles.
• Proficiency with Smartsheet (strongly required), Jira, and related project management tools.
• Working knowledge of Agile, Scrum, and Waterfall methodologies.
• Exceptional communication, organization, and stakeholder‑management skills with a strong client service mindset.
• Ability to work independently in a remote environment while managing multiple client priorities.

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

• Comprehensive Health Benefits
  :
  Access to health, dental, and vision plans to support your wellness and that of your family.
• Competitive Compensation
  : A compensation package that recognizes your skills, experience, and contributions, including performance‑based incentives for most roles.
• Remote first, Office friendly environment
  :
  No time to commute? No problem!
• Retirement Savings Plans
  :
  Options to help you plan for a secure financial future with employer-sponsored retirement savings programs.
• Professional Development
  :
  Opportunities for career growth, including training and access to resources to support your career progression.
• Supportive Culture
  : A work environment that encourages collaboration,…