Director of Project Management

At MacroHealth, we are on a mission to make buying and selling healthcare services simple and powerful. Our platform helps healthcare payers optimize provider networks, reduce costs, and improve outcomes for their members. As the Director, Project Management, you will play a critical role in advancing this mission by leading a high-performing team to deliver strategic software implementation and integration projects that directly impact our customers' success.

This position reports to the Vice President of Customer Operations and leads a team of Project Managers responsible for activation and delivery of our Connect and Optimize solutions. You will bring a strategic lens to project delivery—transforming project execution into a value-generating function that aligns with our growth and customer success goals. This role requires a seasoned leader who can drive cross-functional collaboration, build scalable processes, and foster a culture of excellence and accountability.

Key Relationships: Engineering Managers, Product Managers, Activation Managers, Sales Executives and Chief Product Officer 

Key Responsibilities

 Strategic Leadership & Organizational Alignment

• Lead the project management function to drive successful outcomes across customer-facing implementations and platform activations.
• Align project delivery with broader business strategies and customer success objectives.
• Develop and oversee a scalable project portfolio management framework to evaluate, prioritize, and execute high-impact initiatives.
• Serve as a strategic advisor to executive leadership on project readiness, risks, and resourcing needs.
• Represent the PMO in cross-functional planning, partnering closely with Product Engineering, Customer Success, and Business Operations.

Team Management & Development

• Direct and develop a team of Project Managers, fostering a high-performance culture with a strong focus on outcomes, accountability, and continuous improvement.
• Partner with the VP, Customer Operations and the People team to define and evolve the team’s structure - clarifying roles, responsibilities, leveling, and headcount planning in alignment with business needs.
• Coach and mentor team members to grow their skills and advance their careers.
• Promote a collaborative, action-oriented culture that is aligned with MacroHealth’s values.

Project Delivery Excellence

• Oversee the delivery of complex implementation projects, ensuring on-time, on-budget, and high-quality execution.
• Lead internal project governance efforts, establishing and managing stage-gating processes to assess product readiness and organizational capacity before greenlighting new projects.
• Collaborate closely with Commercial, Product, and Engineering teams to evaluate feasibility, align timelines, and set realistic go-live dates based on solution readiness and operational constraints.
• Exercise sound judgment and influence to balance speed-to-market with delivery quality, ensuring alignment across stakeholders and managing expectations proactively.
• Ensure smooth client onboarding experiences through transparent execution and proactive stakeholder management.
• Translate customer business needs into actionable plans, collaborating with cross-functional teams to deliver scalable solutions.

Operational Efficiency & Process Optimization

• Design and continuously improve project management methodologies (Agile, Waterfall, Hybrid) and supporting toolsets (e.g., Jira, SmartSheets).
• Standardize documentation, reporting structures, and dashboards to increase visibility and transparency.
• Partner with internal stakeholders to align work breakdown structures and enhance implementation workflows.
• Lead data-driven decision-making through the creation of metrics and KPIs that measure project health, team performance, and customer outcomes.

Risk & Resource Management

• Implement structured risk management frameworks to proactively identify, assess, and mitigate potential issues.
• Optimize resource allocation and capacity planning across teams, aligning with current and future project pipelines.
• Maintain and communicate a centralized project calendar to provide visibility across the organization.

Stakeholder Engagement & Client Success

• Act as a key liaison for external client engagements, ensuring strategic alignment and exceptional execution from kickoff to post-launch.
• Lead communications with internal and external stakeholders to ensure transparency, clarity, and trust throughout the project lifecycle.
• Foster strong partnerships with customers, ensuring their journey with MacroHealth leads to measurable success and satisfaction.

Required Skills & Qualifications:

• 7+ years of experience in project management, with at least 3 years in a leadership role within a software company.
• Strong background in enterprise software development projects, SaaS implementations, and customer success.
• Ability to drive process improvements and implement best practices in project execution and solution delivery.
• Strong understanding of Agile, Scrum, and other project management methodologies.
• Proven ability to implement scalable project management frameworks and optimize workflows.
• Hands-on experience with Jira configuration, dashboarding, and reporting.
• Strong leadership, communication, and stakeholder management skills.
• Ability to manage multiple priorities in a fast-paced, high-growth environment.
• Expertise in risk assessment, problem-solving, and decision-making.
• Experience in capacity planning and resource management.

Preferred Qualifications:

• Deep understanding of US Healthcare Payers, including enrollment, claims, pricing, and clinical operations.
• Experience with EDI and healthcare data exchange operations.
• Familiarity with business process optimization and digital transformation initiatives.
• Demonstrated ability to manage multiple priorities, adapt to change, and work in a high-growth environment.
• Experience in defining and executing Enterprise Project Management Office (“ePMO”) processes and procedures.

Core Competencies:

One Team:

Act as one team with fellow MacroMates and customers

Value humility, low ego, and collaboration

Maintain an All for One, One for All attitude

Deliver on Promises:

Do the right thing

Do what you say you will do

Work with a sense of urgency and transparency

Macro Thinking: 

Challenge yourself and others to think boldly, bigger, and into the future

Lead with a Growth Mindset

Act as a thought leader for the healthcare industry