Project Manager - Medicare Systems & Operations Transformation

Project Manager - Medicare Systems & Operations Transformation

Location: Honolulu, HI (Hybrid - depending on candidate location)
Type: Contract (11 month contract)
Industry: Healthcare Insurance

Job Description

TEKsystems is supporting a large healthcare payer within their Membership and Enrollment organization as they undergo a significant period of system and operational transformation. The organization is sunsetting a legacy tracking platform used for vendor oversight, enrollment/disenrollment, and membership activities, and transitioning to Salesforce. In parallel, the organization's Medicare line of business is preparing for upcoming regulatory and operational changes impacting approximately 20,000 members.
This Project Manager role will lead end-to-end project planning and execution across multiple workstreams, including system migration, operational readiness, reporting, quality, and change management. This individual will be a central driver of execution, accountability, and communication during a period of heavy change.
The ideal candidate is a proactive, highly organized Project Manager with experience leading complex, cross-functional initiatives-preferably within system integration or operational transformation environments.

Key Responsibilities

Project Planning & Execution

• Own and manage the Annual Enrollment Period (AEP) project checklist, ensuring all deliverables are tracked, current, and aligned with Medicare regulatory timelines.
• Build and maintain the integrated project plan spanning April through 2027, capturing milestones, dependencies, risks, and key deliverables.
• Oversee end-to-end project sprints and execution across system, reporting, quality, billing, and enrollment workstreams.
• Track progress against timelines and milestones, ensuring issues are surfaced early and addressed.

Cross-Functional Coordination

• Serve as the primary project liaison across internal departments and with offshore vendor partners.
• Facilitate recurring project meetings, working sessions, and checkpoints to keep teams aligned and accountable.
• Coordinate deliverables across multiple business units and provide continuity or workload support where needed.

Risk, Issue & Dependency Management

• Own and maintain project risk and issue logs, ensuring risks are identified, documented, escalated, and mitigated appropriately.
• Monitor risks and dependencies tied to the Salesforce migration and the retirement of the legacy SBM platform.
• Partner with stakeholders to develop and execute mitigation strategies across all impacted teams.

Documentation & Status Reporting

• Produce clear, concise project status updates for stakeholders and leadership.
• Maintain documentation related to project plans, dependencies, deliverables, and offshore vendor performance.
• Support audit readiness and compliance documentation associated with Medicare operations.

Operational Readiness & Change Support

• Ensure system and operational readiness ahead of Medicare deadlines and AEP.
• Align project activities with reporting, billing, quality, enrollment, and compliance requirements.
• Support testing, validation, and workflow alignment as processes transition from legacy systems to Salesforce.

Required Qualifications

• 5+ years of Project Management experience, including oversight of end-to-end projects, system implementations, operations, or change management initiatives.
• Proven experience managing multi-workstream, cross-functional projects with competing priorities.
• Strong organizational, communication, and problem-solving skills.
• Experience supporting system integration or technology onboarding initiatives.
• Ability to work independently in fast-paced, high-urgency environments.
• Comfortable partnering with offshore vendors and internal operational teams.
• Demonstrated ability to drive accountability and keep stakeholders aligned.

Nice-to-Have Skills (Not Required)

• Healthcare, payer operations, Medicare, or regulated project experience.
• Familiarity with system migration efforts or implementation of new operational platforms.
• Exposure to Salesforce.
• Experience working with billing, premium, enrollment, or membership operations.
• PMP certification, Agile exposure, or formal project planning experience.

Why TEKsystems

TEKsystems partners with organizations to deliver high-impact talent during critical transformation initiatives. This role offers the opportunity to lead enterprise-level system and operational change, collaborate across diverse teams, and play a key role in Medicare readiness and modernization efforts.
Job Type & Location
This is a Contract position based out of Honolulu, HI.
Pay and Benefits
The pay range for this position is $33.00 - $53.00/hr.
Eligibility requirements apply to some benefits and may depend on your job classification and length of employment. Benefits are subject to change and may be subject to specific elections, plan, or program terms. If eligible, the benefits available for this temporary role may include the following: Medical, dental & vision Critical Illness, Accident, and Hospital 401(k) Retirement Plan - Pre-tax and Roth post-tax contributions available Life Insurance (Voluntary Life & AD&D for the employee and dependents) Short and long-term disability Health Spending Account (HSA) Transportation benefits Employee Assistance Program Time Off/Leave (PTO, Vacation or Sick Leave)
Workplace Type
This is a hybrid position in Honolulu,HI.
Application Deadline
This position is anticipated to close on Apr 10, 2026.
>About TEKsystems:
We're partners in transformation. We help clients activate ideas and solutions to take advantage of a new world of opportunity. We are a team of 80,000 strong, working with over 6,000 clients, including 80% of the Fortune 500, across North America, Europe and Asia. As an industry leader in Full-Stack Technology Services, Talent Services, and real-world application, we work with progressive leaders to drive change. That's the power of true partnership. TEKsystems is an Allegis Group company.

The company is an equal opportunity employer and will consider all applications without regards to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.

About TEKsystems and TEKsystems Global Services

We're a leading provider of business and technology services. We accelerate business transformation for our customers. Our expertise in strategy, design, execution and operations unlocks business value through a range of solutions. We're a team of 80,000 strong, working with over 6,000 customers, including 80% of the Fortune 500 across North America, Europe and Asia, who partner with us for our scale, full-stack capabilities and speed. We're strategic thinkers, hands-on collaborators, helping customers capitalize on change and master the momentum of technology. We're building tomorrow by delivering business outcomes and making positive impacts in our global communities. TEKsystems and TEKsystems Global Services are Allegis Group companies. Learn more at TEKsystems.com.

The company is an equal opportunity employer and will consider all applications without regard to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.