Lead Technical Program Manager coordinating AI - powered advertising platform releases, integrations and migrations at Pencil. Owning Tier 1 client engineering commitments, dependencies and delivery across product and engineering teams.
About the role
- Staff Technical Program Manager driving OKR-linked technical programs for OpenLoop’s telehealth platform. Coordinating Agile delivery, metrics, dependencies, and executive reporting across engineering teams.
Responsibilities
- Own and drive complex, cross-functional technical initiatives tied to company OKRs
- Translate business requirements into technical programs and actionable engineering requirements
- Ensure stakeholder requests align with company objectives and measurable outcomes
- Make prioritization and tradeoff decisions with Engineering and business leaders across scope, timelines, and impact
- Produce executive summaries, detailed engineering delivery views, and business-partner updates
- Run Agile ceremonies and coordinate delivery across multiple engineering teams
- Lead cross-team planning and dependency management
- Identify risks, manage dependencies, and remove blockers
- Use metrics and retrospective findings to identify bottlenecks and improve efficiency, velocity, and communication
- Partner with Engineering, Product, and business stakeholders
- Standardize Agile practices, define reporting cadences, and provide delivery metrics
- Present in stakeholder and leadership meetings with C-level visibility
- Help scale the Technical Program Management function at OpenLoop
Requirements
- 6+ years of experience in Technical Program Management or equivalent strategic technical role
- Deep working knowledge of Agile software development, such as Scrum and the Scaled Agile Framework (SAFe)
- Strong technical fluency with systems architecture, APIs, integrations, and technical dependencies
- Experience translating complex systems into business-friendly language
- Experience driving programs tied to OKRs and measurable business outcomes
- Exceptional written and verbal communication skills
- Experience presenting to senior stakeholders and executives
- Experience writing status reports and program updates for different audiences
- Experience defining and using delivery metrics, including velocity, predictability, cycle time, and health indicators
- Strong prioritization and decision-making skills; ability to operate autonomously
- Experience aligning and influencing cross-functional stakeholders
- Hands-on experience using Jira and other project management tools
- Experience structuring backlogs, defining epics and milestones, and creating executive-ready reporting dashboards
- Certified ScrumMaster, Professional Scrum Master, or SAFe certification preferred
- Experience in healthcare, health tech, virtual care, care delivery platforms, or healthcare operations preferred
- Experience with clinical, pharmacy, or technical integrations preferred
- Experience working in fast-growing or globally distributed teams preferred
- Must answer whether visa sponsorship is currently or eventually required
- Must have personally managed end-to-end delivery of technically complex projects
- Must have experience managing technical projects involving software development, cloud infrastructure, or DevOps, with understanding of system architecture and the SDLC
Benefits
- Medical, Dental, and Vision plans
- Flexible Spending/Health Savings Accounts
- Flexible PTO
- 401(k) + Company Match
- Life Insurance
- Pet insurance
- Relatively flat organizational structure
- Autonomy, competence, and belonging-focused work environment
Job title
Job type
Experience level
Salary
Not specified
Degree requirement
No Education Requirement
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