Senior Project Manager

About EnrollHere

EnrollHere is on a mission to make healthcare enrollment simple, transparent, and accessible for everyone. We partner with organizations nationwide to deliver streamlined technology and exceptional customer experiences, ensuring members can access the coverage they need with confidence. Our fully remote team thrives on collaboration, innovation, and a shared commitment to improving the enrollment journey for all.

About the Role

We’re looking for an experienced Senior Project Manager to lead complex, cross-functional projects that directly impact our clients’ success. In this role, you will own project planning and execution from kickoff through delivery, ensuring initiatives are completed on time, within scope, and aligned to business goals. The ideal candidate is a proactive leader who thrives in fast-paced environments, enjoys solving problems, and has experience working with client-facing teams..

Responsibilities

• Lead end-to-end project management for large-scale client and internal initiatives, from scoping through post-launch evaluation.
  
  
• Partner with Customer Success, Product, Engineering, and Operations to align resources and priorities.
  
  
• Build and maintain detailed project plans, timelines, and communication cadences.
  
  
• Identify and mitigate risks, remove roadblocks, and escalate issues when necessary.
  
  
• Manage stakeholder expectations and ensure alignment on project goals, deliverables, and timelines.
  
  
• Track and report progress against milestones, KPIs, and overall project health.
  
  
• Support continuous improvement by standardizing best practices, tools, and processes across projects.
  
  

Mentor junior project managers or project coordinators as the team grows.

• 7+ years of experience in project management, with at least 3 years managing complex, cross-functional projects.
• Proven ability to manage multiple priorities in a dynamic, fast-paced environment.
• Strong communication and stakeholder management skills, with the ability to influence without authority.
• Demonstrated success leading client-facing projects or programs.
• Proficiency with project management tools (Asana, Jira, Smartsheet, or similar).
• PMP or other project management certification a plus.
• Experience in healthtech, benefits, or SaaS environments strongly preferred.

We believe in taking care of our team, which is why we offer a comprehensive benefits package that supports your health, wellness, and future:

• Medical: 4 United Healthcare medical plans (including an HSA option)
• Dental: 3 dental plans (Aetna and MetLife)
• Vision: 2 Aetna vision plans
• Wellness & Mental Health: 5 additional Medical Plus benefits, including telehealth support and an annual Talkspace subscription
• Ancillary Coverage: 4 ancillary plans and supplemental life insurance
• Retirement: 401(k) with a 4% match (after a 90-day exclusionary period)
• PTO & Flexibility: Generous PTO and remote work support
• Growth: Learning stipends and opportunities for professional development