Senior Director – Agile Delivery, Technology PMO
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Job Description
Senior Director leading Member Data delivery for DataSpring, a U.S. healthcare data connector. Driving agile portfolios, Jira governance, modernization, and distributed teams.
Responsibilities:
- Own technology delivery for the Member Data portfolio from intake and estimation through release, hypercare, and stabilization
- Partner with the provider-side delivery leader on shared agile standards, Jira Cloud conventions, and delivery metrics
- Improve the agile process across the organization with business operations and the enterprise PMO
- Establish and mature agile ways of working using Scrum, Kanban, or scaled agile approaches
- Direct new product development and legacy platform replacement programs, including parallel-running systems, data migration, and customer transition
- Drive offshore development partners and vendors to committed outcomes on throughput, quality, and time-zone-aware delivery
- Balance change-the-business delivery with keep-the-lights-on operations and protect planned work from unmanaged interruptions
- Own Jira Cloud as the delivery system of record and lead evaluation, selection, and rollout of the broader delivery toolset
- Define and report delivery metrics including predictability, throughput, cycle time, and portfolio health
- Apply enterprise-approved generative AI to accelerate status synthesis, requirements analysis, documentation, and reporting
- Lead and develop delivery staff assigned to the Member Data portfolio and coach delivery practitioners across technology
- Drive cross-team dependencies, risks, and escalations to resolution with product management, engineering, architecture, security, and compliance
- Manage offshore delivery partners and staff augmentation vendors, including scope, resource planning, performance management, and escalation
- Participate in hiring and performance management for delivery staff
Requirements:
- Bachelor’s degree in computer science, information systems, engineering, business, or a related field required; an equivalent combination of education and directly relevant experience considered
- 12+ years in technology delivery, program management, or engineering leadership
- 5+ years of people management experience, including at least three years leading a delivery, agile, or PMO team
- Experience improving agile practices across teams outside direct reporting authority
- Full-lifecycle ownership of new product development and at least one legacy product replacement or platform modernization initiative including data migration and customer transition
- Proven track record driving offshore or nearshore development teams and third-party vendors to committed outcomes
- Hands-on Jira Cloud and Confluence administration in a multi-team environment
- Experience running keep-the-lights-on and production support alongside project delivery, with deliberate capacity allocation between the two
- Experience leading enterprise tool selection and implementation, and partnering with an enterprise PMO, finance, or business operations function on intake and funding governance
- Demonstrable use of generative AI tools, such as Claude, in a professional delivery or program management context
- Experience presenting to and influencing executive leadership
- Agile certification strongly preferred: SAFe Program Consultant (SPC), SAFe Release Train Engineer (RTE), Certified Scrum Professional (CSP), or PMI Agile Certified Practitioner (PMI-ACP)
- Project Management Professional (PMP) certification preferred
- Atlassian Jira administration certification (ACP-120 or equivalent) a plus
- Healthcare, payer, provider, or other regulated-industry experience strongly preferred
- Advanced proficiency with Jira Cloud, including workflows, issue hierarchies, automation, dashboards, and governance standards
- Experience with Jira Align or comparable scaled tooling a plus
Benefits:
- Medical, dental, and vision coverage
- 401(k) with company contributions and matching
- Paid parental leave
- Tuition assistance
- Generous paid time off
- Fully remote environment
- Professional growth support
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