Technical Program Manager – Digital Enrollment

Position Summary

We are seeking an experienced Technical Program Manager to lead cross-functional delivery of a customer-facing digital enrollment platform for small and midsized business customers.

The role will align business objectives, customer experience, product, architecture, engineering, data, compliance, operations, and go-to-market teams. The ideal candidate will create delivery clarity, maintain Azure DevOps as the trusted system of record, manage dependencies, and drive committed scope through launch and post-production stabilization.

Key Responsibilities

• Own the integrated program plan across discovery, requirements, design, architecture, development, integration, testing, launch readiness, and stabilization.
• Translate strategic objectives into milestones, release plans, sprint goals, decision points, and measurable outcomes.
• Administer Azure DevOps Boards, including epics, features, PBIs, user stories, tasks, defects, dependencies, technical debt, risks, and release scope.
• Establish standards for backlog structure, ownership, estimates, priorities, acceptance criteria, status, and Definition of Done.
• Facilitate requirements workshops and convert business needs, customer journeys, UX designs, regulatory requirements, and operating processes into sprint-ready backlog items.
• Maintain traceability from business objectives through requirements, features, testing evidence, and release outcomes.
• Coordinate product, UX, engineering, architecture, data, security, privacy, compliance, marketing, sales, operations, QA, DevOps, and vendor teams.
• Maintain RAID logs, dependency maps, decision logs, change-control records, and escalation plans.
• Identify critical-path risks and dependencies early, assign owners and deadlines, and drive mitigation or recovery actions.
• Lead backlog refinement, sprint planning, daily coordination, demonstrations, retrospectives, release-readiness reviews, and go-live checkpoints.
• Monitor velocity, blocked work, defects, rollover, scope changes, and overall program health.
• Provide concise status reporting for delivery teams, business leaders, and executive stakeholders.
• Ensure functional, integration, performance, security, privacy, compliance, analytics, monitoring, and operational-readiness requirements are completed before launch.
• Coordinate go-live, stakeholder approvals, production support, hypercare, and post-launch improvement activities.
• Track adoption, conversion, abandonment, completion time, submission success and failure, customer-support contacts, volume, margin, and other approved KPIs.

Required Qualifications

• Bachelor’s degree in Computer Science, Information Systems, Engineering, Business, or a related field, or equivalent practical experience.
• 7+ years of experience in technical program management, technology delivery, product delivery, or a similar cross-functional role.
• Proven experience delivering customer-facing web applications, digital commerce solutions, or enrollment journeys.
• Experience coordinating front-end, back-end, API, data, and enterprise-system integrations.
• Strong hands-on experience with Azure DevOps Boards and Agile delivery practices.
• Expertise in backlog management, refinement, sprint planning, release planning, estimation, acceptance criteria, and Definition of Done.
• Ability to convert ambiguous business needs into structured technical requirements and delivery plans.
• Proven success managing multiple teams, vendors, risks, and dependencies against fixed deadlines.
• Excellent facilitation, executive communication, documentation, negotiation, problem-solving, and decision-making skills.

Preferred Qualifications

• Experience in energy, utilities, retail energy, SMB or commercial sales, regulated customer journeys, or digital enrollment.
• Experience with CRM, billing, pricing, identity, marketing automation, customer data, analytics, or cloud platforms.
• Understanding of system architecture, API integrations, environment management, observability, data privacy, PII controls, and release governance.
• Experience with UX research, wireframes, analytics instrumentation, conversion funnels, A/B testing, and post-launch optimization.
• PMP, PgMP, PMI-ACP, SAFe, Certified Scrum Professional, or a comparable certification.

Key Deliverables

• Integrated roadmap, milestone plan, critical path, release schedule, and launch-readiness gates.
• Well-maintained Azure DevOps backlog with complete ownership, prioritization, acceptance criteria, and traceability.
• Business-to-technical requirements mapping and documented scope boundaries.
• RAID log, dependency map, decision log, change-control record, and escalation plan.
• Sprint, release, and executive status reporting.
• End-to-end testing and operational-readiness plan.
• Go-live checklist, stakeholder sign-offs, support model, hypercare plan, and lessons-learned summary.

Measures of Success

• Delivery milestones and strict timeline commitments are achieved.
• Backlog items remain sprint-ready, traceable, prioritized, and clearly owned.
• Risks, dependencies, and decisions have owners, deadlines, and escalation paths.
• Business and technical teams remain aligned on scope and release readiness.
• Releases meet agreed quality, security, compliance, and operational standards.
• Post-launch results demonstrate adoption, funnel performance, operational stability, and progress toward business objectives.