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Project Manager, Risk & Insurance

Justworks

Tampa, Florida (New York, NY) Hybrid permanent

Posted: March 19, 2026

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Quick Summary

We're looking for a skilled Project Manager to lead a team and drive business growth in a collaborative and dynamic environment.

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

The Project Manager on the Risk & Insurance team is tasked with the end-to-end management of projects that impact our customers and overall team related to Risk & Insurance programs at Justworks. The person in this role will drive cross-functional projects that improve the customer experience on Justworks and keep Customer Success, Sales, and Operations informed on the project details.

The Project Manager is the conduit between the functional team and the rest of the organization: they are expected to understand what each department needs in order to execute initiatives, and to communicate those needs to other members of the project team. They are also expected to advocate for those needs to the project team, to set and manage expectations within each department, and to produce deliverables such as training materials, documentation, presentations, and project updates. Success in this role is not just about project completion - it is also about instilling confidence in the rest of the organization and in reflecting on a project’s outcome for future improvements.

The person in this role will work closely with the other internal-facing teams within CS, Sales and Operations, as well as Enablement, Legal, Finance, and Product teams as appropriate for each project.

Your Success Profile

What You Will Work On

• Manage end-to-end projects: Own and lead cross-functional projects for Risk & Insurance, especially those with discreet timing, deadlines, and launch timeframes that affect customers and employees. Create and update project plans; conduct recurring status meetings and follow up on action items; drive successful completion of projects that align with the strategic objectives of the org.

• Work with stakeholders to determine necessary processes for internal teams and vendors to successfully execute projects - direct/motivate and manage the project team, delegate responsibilities and tasks, and ensure scope/requirements aligns with deliverables.

• Be the primary point of contact for other teams at Justworks during projects and looping in members of CSO, Sales, Operations, ProdEng, Revenue Operations, Marketing, and Legal as needed

• Keep the R&I team and related stakeholders up to date on the status of projects, key decisions, and any changes as they happen.

• Proactively surface risks to the timing and execution of a project, and propose contingency plans.

• Lead post-mortems to celebrate wins, identify opportunities for future improvement, and learn from our experiences.

• Schedule and lead project team meetings, steering committee meetings and other ad hoc meetings as necessary to discuss the status of the project and proactively surface issues and risks that impact the timing and execution of a project. Know when to propose changing course or propose contingency plans.

• Perform other related duties as assigned

How You Will Do Your Work

As a Project Manager, how results are achieved is paramount for your success and ultimately results 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 professional experience in project management and/or operations role, preferably in the PEO or Insurance space and/or a tech-driven environment

• Strong Writing and Verbal Communication skills

• Experience in tech/SaaS a plus

• Basic Excel and/or SQL knowledge required

• Experience with Confluence, Jira, and/or other project management tools

• Agile, CAPM, or PMP certification preferred

The base wage range for this position based in our Tampa Office is targeted at $101,370.00 to $111,507.00 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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