Director, Implementation

About Waymark Waymark is a team of healthcare providers, technologists, and builders whose mission is to bring the best healthcare to people with Medicaid benefits. Guided by the communities we serve, we bring support and technology-enabled care to help primary care providers keep Medicaid patients healthy. We are building the tools and designing an approach to enable care to reach the patients who can benefit most.   Our core values embody the essence of what makes Waymark a unique team today, and what we look for, nurture, and sustain as a team.  We are bold builders, believing that the greatest challenges in care delivery can be solved when we harness the power of community and technology.  We are humble learners, seeking feedback and perspectives different from our own, and welcome challenges to our conclusions.  We experiment to improve, actively seeking data to inform decisions and to assess our own performance.  We act with focused urgency, our commitment to our mission drives us to tirelessly pursue results. If this vision resonates with you, we hope you consider bringing your creativity, your energy, your curiosity to Waymark. About this Role The Director of Implementation serves as the senior operational leader responsible for the end-to-end planning and delivery of Waymark implementations including new geographies, managed care organization (MCO) contract launches, and provider group contract launches. Reporting to the Head of Operations, this leader is accountable for the implementation function, ensuring implementations are delivered on time, in scope, and to a consistently high standard through direct contribution and team management. This is a hands-on program leadership role for a seasoned project management professional. You will own, build, and run the implementation function's core infrastructure — project plans, workplans, governance structures, status reporting, risk and issue management, and repeatable playbooks — while personally leading the most complex, high-stakes launches. You and your team will be the connective tissue between Waymark's internal teams (clinical, product, engineering, analytics, quality, compliance, and regional market leadership) and our external partners (MCOs, provider groups), managing stakeholders at every level from working teams to executives. This role is a unique opportunity to build and scale the implementation function from the ground up, allowing you to define the strategic and operational roadmap and evolve the team as Waymark grows. Key Responsibilities Implementation Project Planning & Delivery Own end-to-end delivery of large, complex, multi-workstream implementations — new market expansions and MCO and provider contract launches — from kickoff through stabilization and handoff to ongoing operations. Develop and maintain comprehensive project plans, including detailed workplans, milestone schedules, resource plans, dependency maps, and critical path analyses for each implementation. Establish and run implementation governance: project charters, RACI/decision-rights frameworks, working group cadences, executive status reporting, and stage-gate reviews. Proactively identify, track, and mitigate risks, issues, and dependencies; drive timely escalation and resolution to keep implementations on schedule and in scope. Manage scope, timeline, and budget across concurrent implementations, making clear trade-off recommendations to leadership when priorities conflict. Lead post-launch retrospectives and translate lessons learned into improved processes, tools, and playbooks. External Stakeholder Management Serve as the senior implementation point of contact for MCO and provider partners — leading presentations and joint implementation meetings with clients and prospective clients, aligning on delivery timelines and data exchange requirements, and managing executive-level communications and escalations. Guide MCO and provider partners through onboarding, workflow integration, and adoption of Waymark's care model and technology. Build durable, trust-based relationships with external partners that position Waymark for contract expansion and long-term partnership success. Internal Stakeholder Management & Cross-Functional Leadership Orchestrate cross-functional implementation teams spanning clinical, product, engineering, analytics, quality, compliance, regional market leadership, partnerships, and finance — driving alignment on scope, sequencing, and accountability without direct authority. Partner with Regional VPs and market leaders to translate contract requirements into executable local launch plans, balancing standardization with market-level flexibility. Partner with product and analytics teams to plan and sequence Signal and other data product deployments and facilitate adoption by care teams. Champion internal stakeholder alignment, bringing teams along through transparent, proactive communication regarding implementation roadmaps, trade-offs, and fluid deliverables to foster full cross-departmental buy-in. Provide clear, concise, and candid status reporting to executive leadership, including progress against milestones, risks, and decisions needed. Implementation Infrastructure & Team Leadership Build the implementation function's core toolkit: standardized playbooks, templates, launch checklists, success metrics, and operating rhythms that make implementations repeatable, transparent, and scalable. Define and track implementation KPIs (time-to-launch, milestone attainment, partner satisfaction) and use them to drive continuous improvement. Build, lead, and mentor a high-performing implementation team; develop project management capability across the broader organization. Foster a culture of accountability, collaboration, and continuous learning. Required Qualifications Experience: 7+ years in healthcare services implementation, program management, or operatio