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Project Manager, Medical Benefits

Justworks

New York, New York (New York, NY) Hybrid permanent

Posted: December 4, 2025

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Job Description

Who We Are

At Justworks, you’ll enjoy a welcoming and casual environment, great benefits, wellness program offerings, company retreats, and the ability to interact with and learn from leaders in the startup community. We work hard and care about our most prized asset - our people.

We’re helping businesses get off the ground by enabling them to focus on running their business. We solve HR issues. We’re data-driven and never stop iterating. If you’d like to work in a supportive, entrepreneurial environment, are interested in building something meaningful and having fun while doing it, we’d love to hear from you.

We're united by shared goals and shared motivations at Justworks. These are best summed up in our company values, which are reflected in our product and in our team.

Our Values

If this sounds like you, you’ll fit right in.

Who You Are

You have a knack for process innovation and project management. You build from scratch, find solutions, and think creatively to enhance team productivity and processes. You possess an ability to perform complex analysis, develop findings and improve project operations critical to the Insurance Benefits team.

As the Medical Insurance Benefits Project Manager, you will be tasked with developing processes and strategies to ensure that larger projects function and operate as intended. Your responsibilities will encompass onboarding, overseeing, and managing the new and existing projects related to the Medical Insurance Benefits. Your role will require engagement with stakeholders from various sectors including external Broker Partners and State Agencies and internal teams including the Medical team, Product and Engineering, Internal Audit, and Finance.

The Benefits Operations Specialist will help shape the Medical Insurance benefits at Justworks by managing projects related to customer risk, premiums, compliance, and payroll information. This position will impact the operating procedures of the team by understanding customer and policy data and recommending process changes to ensure customer and PEO compliance.

We're united by shared goals and shared motivations at Justworks. These are best summed up in our company values, which are reflected in our product and in our team. Read more here.

Your Success Profile

What You Will Work On

• Create and manage new and existing projects related to the Medical Carrier Benefits including but not limited to:

• Documentation management

• Medical Carrier Arbitration Recertification

• Annual Business Reviews

• State Licensing Renewal

• Massachusetts Health Insurance Responsibility Disclosure Filing (MA HIRD)

• Summary Annual Report and Form 5500 Filing

• Medicare Part D Testing & Notices

• Ensure the success of analytical aspects of major projects.

• Work with the other Insurance Benefits Operations teams to evaluate current processes and implement solutions to manual procedures.

• Communicate across various departments to make recommendations on processes to improve the operational efficiency of the Operations team and performance of the plan.

• Collaborate with stakeholders from government agencies, employer groups, and individuals to gather insights into industry challenges, requirements, and desired outcomes.

• Develop and implement strategies to optimize the efficiency and effectiveness of the Medical Insurance Benefits to identify areas for improvement.

• Prioritize updates based on user feedback, regulatory changes, and technological advancements.

• Ensure compliance with relevant regulations and guidelines governing Medical Insurance Benefits.

• Keep up to date with current employment security laws, policies, and procedures.

• Partner with internal and external stakeholders to implement new benefit offerings related to our Insurance products.

• Perform other related responsibilities as needed based on department and/or organizational needs.

How You Will Do Your Work

As a Project Manager, how results are achieved is paramount for your success and ultimately result in our success as an organization. In this role, your foundational knowledge, skills, abilities and personal attributes are anchored in the following:

• Detail-oriented - exercises extreme attention to detail; is thorough, accurate, organized, and productive and seeks to understand both the cause and effect of a situation.

• Ethical practice - the ability to integrate core values, integrity and accountability throughout all organizational and business practices.

• Clear communication - the ability to articulate thoughts and express ideas effectively using oral, written, visual and non-verbal communication skills, as well as listening skills to gain understanding.

• Analytical - uses a logical reasoning process to break down and work through a situation or problem to arrive at an outcome.

• Good judgment - the exercise of critical thinking, analyzing and assessing problems and implications, identifying patterns, making connections of underlying issues, understanding risks and developing mitigation strategies, and taking ownership of the outcome.

In addition, all Justworkers focus on aligning their behaviors to our core values known as COGIS. It stands for:

• Camaraderie - Day to day you can be seen working together toward a higher purpose. You like to have fun. You’re an active listener, treat people respectfully, and have a strong desire to know and help others.

• Openness - Your default is to be open. You're willing to share information, understand other perspectives, and consider new possibilities. You’re curious, ask open questions, and are receptive to thoughts and feedback from others.

• Grit - You demonstrate grit by having the courage to commit and persevere. You’re committed, earnest, and dive in to get the job done well with a positive attitude.

• Integrity - Simply put, do what you say and say what you'll do. You’re honest and forthright, have a strong moral compass, and strive to match your words with your actions while leading by example.

• Simplicity - Be like Einstein: “Everything should be made as simple as possible, but no simpler.

Qualifications

• 3-5 years of work experience in operations or project management - experience in Health Insurance or financial sector strongly preferred

• Prior project management experience required; PMP certification preferred

• Experience working with PEOs preferred

• Excellent written and verbal communication skills; skilled in presenting and hosting meetings, trainings, and knowledge-sharing sessions

• Technologically savvy; experience with utilizing multiple systems and software programs

• Familiarity with business process management activities (process mapping, improvement, implementation, etc.)

• Demonstrated leadership skills and ability to take initiative and work effectively on one’s own

The base wage range for this position based in our New York City Office is targeted at $97,000.00 to $106,700.00 per year.

#LI-Hybrid #LI-CD1

Actual compensation is based on multiple factors that are unique to each candidate, including and not limited to skill set, level of relevant experience, and specific work location. Salary ranges for positions based in other locations may differ based on the cost of labor in that location.

For more information about Justworks’ Total Reward Philosophy, including all of the perks and benefits we are proud to offer our team members, please visit Total Rewards @ Justworks.

Diversity At Justworks

Justworks is committed to maintaining a workplace where diversity of identity, culture, and life experience is the norm and is celebrated authentically and respected consistently. Diversity in our work, our people, and our product drives creativity and innovation, entrepreneurial leadership and integrity, competitiveness, and collaboration throughout our business and in the market. We depend on our differences to make our team stronger, our workplace more dynamic, and our product accessible to all of our customers.

We’re proud to be an equal opportunity employer open to all qualified applicants regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital or familial status, disability, pregnancy, gender identity or expression, veteran status, genetic information, or any other legally protected status. Justworks is fully dedicated to providing necessary support to candidates with disabilities who may require reasonable accommodations. We also provide reasonable accommodations to employees based on their sincerely held religious beliefs, as well as for other covered reasons consistent with applicable federal, state, and local laws. If you're in need of a reasonable accommodation, please reach out to us at [email protected]. Your comfort and success matter to us, and we're here to ensure an inclusive experience.

Our DEIB Report

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