Senior Technical Project Manager- (CMS)

HealthEdge

2d•$130,000 - $145,000•Remote

About The Position

Senior Technical Project Manager Position Overview The Senior Technical Project Manager is responsible for leading and executing complex AWS cloud migration initiatives while ensuring successful delivery of customer environment upgrades for the HealthRules Customer Operations team. This role combines strategic cloud transformation leadership with hands-on project management to drive customer success through seamless technology transitions and environment upgrades. Using defined Agile project management methodologies, this position requires a technical leader who will manage all aspects of AWS cloud migration delivery while maintaining excellence in customer environment upgrade management. The role involves managing cross-functional teams of infrastructure, customer success, customer support, and technical resources in a matrixed environment, with a strong focus on customer-facing interactions and relationship management. Your Impact Cloud Migration Leadership Strategic Migration Planning: Oversee comprehensive assessments of customer environments and document testing dependencies, technical requirements, and migration-specific changes for AWS cloud platform Customer Engagement: Partner with Customer Success executives and managers to develop and present AWS migration strategies to customers, translating complex technical concepts into clear, business-friendly language Migration Execution: Develop detailed AWS migration timelines in collaboration with customers and internal teams, ensuring proper resource allocation and scheduling Technical Coordination: Coordinate with internal technical teams including engineering, operations, product management, and security to ensure availability of required AWS resources for deployment and validation phases Issue Resolution: Triage customer-reported testing issues, provide escalation support for high-priority blocking issues, and facilitate rapid resolution to minimize customer impact Project Management Excellence Partner with team and department leaders for delivery of both cloud migration and customer environment upgrade activities Provide accurate estimates and comprehensive project charter documentation for ongoing and new department initiatives Develop and manage overall program/project plans and timelines, including key milestones, dependencies, and progress tracking Identify and manage project risks and issues, driving resolution of roadblocks to keep programs on track Ensure project deliverables meet high quality standards, best practices, and customer requirements Communicate project status, risks, and issues to key stakeholders and executive leadership through regular updates and presentations Organizational Leadership Demonstrate excellence in developing project plans and managing stakeholders, project teams, risks, schedules, and budgets Participate and contribute thought leadership to drive Customer Operations strategies Act as liaison between various internal organizations for project-based continuity Provide thought leadership on best practices to help scale and improve the organization Process Improvement & Knowledge Management Capture lessons learned from each migration and customer environment upgrade to prevent recurring issues Develop and maintain AWS migration best practices and standard operating procedures Contribute to customer communication templates, FAQs, and knowledge base articles Monitor and report on migration progress across multiple customers Maintain detailed project documentation and status dashboards

Requirements

BA/BS degree in a related field
8+ years of experience managing large-scale, enterprise-class, software delivery
Proven experience managing teams of 10+ resources within a matrixed environment
Demonstrated experience with AWS cloud migration projects, including assessment, planning, and execution phases
Strong understanding of AWS platform, infrastructure components, and migration methodologies
Proven track record of direct customer engagement, relationship management, and translating technical concepts for business stakeholders
Solid understanding/experience with project management tools (Smartsheet preferred)
Experience managing projects using Scrum Agile software development framework
Familiarity with AWS services, architecture, migration tools (AWS Migration Hub, Database Migration Service, Server Migration Service), and deployment strategies
Proven ability to identify, assess, and mitigate technical and business risks
Understanding of healthcare payor workflows including claims processing, benefits configuration, member enrollment, correspondence, medical management, and provider contracting
Strong knowledge of industry business practices and value offerings
Experience with healthcare data security requirements (PHI/PII handling)
Strong customer service orientation with ability to build trust and maintain positive relationships throughout complex technical projects
Excellent communication skills with ability to present to executive leadership and facilitate customer buy-in through clear, consultative interactions
Proven ability to work effectively across multiple departments and external customer organizations with a service-minded approach
Experience leading organizational change and technology transformation initiatives with focus on customer success
Strong analytical and problem-solving skills with ability to make decisions under pressure while maintaining customer satisfaction
Demonstrated ability to serve as customer advocate internally while managing expectations and delivering realistic solutions

Nice To Haves

PMP certification, AWS certifications (AWS Certified Solutions Architect, AWS Certified Migration Professional, etc.) preferred
Experience with AWS-specific migration tools and platforms
Familiarity with ITIL processes and service management frameworks

Responsibilities

Oversee comprehensive assessments of customer environments and document testing dependencies, technical requirements, and migration-specific changes for AWS cloud platform
Partner with Customer Success executives and managers to develop and present AWS migration strategies to customers, translating complex technical concepts into clear, business-friendly language
Develop detailed AWS migration timelines in collaboration with customers and internal teams, ensuring proper resource allocation and scheduling
Coordinate with internal technical teams including engineering, operations, product management, and security to ensure availability of required AWS resources for deployment and validation phases
Triage customer-reported testing issues, provide escalation support for high-priority blocking issues, and facilitate rapid resolution to minimize customer impact
Partner with team and department leaders for delivery of both cloud migration and customer environment upgrade activities
Provide accurate estimates and comprehensive project charter documentation for ongoing and new department initiatives
Develop and manage overall program/project plans and timelines, including key milestones, dependencies, and progress tracking
Identify and manage project risks and issues, driving resolution of roadblocks to keep programs on track
Ensure project deliverables meet high quality standards, best practices, and customer requirements
Communicate project status, risks, and issues to key stakeholders and executive leadership through regular updates and presentations
Demonstrate excellence in developing project plans and managing stakeholders, project teams, risks, schedules, and budgets
Participate and contribute thought leadership to drive Customer Operations strategies
Act as liaison between various internal organizations for project-based continuity
Provide thought leadership on best practices to help scale and improve the organization
Capture lessons learned from each migration and customer environment upgrade to prevent recurring issues
Develop and maintain AWS migration best practices and standard operating procedures
Contribute to customer communication templates, FAQs, and knowledge base articles
Monitor and report on migration progress across multiple customers
Maintain detailed project documentation and status dashboards