Principal Technical Program Manager

This is a fully remote position, open to applicants in United States, +1 more country.

📋 Description

• Lead and manage intricate, cross-departmental technical projects aligned with company OKRs.

• Align requests from business stakeholders with organizational goals and measurable results.

• Make prioritization and trade-off decisions in collaboration with Engineering and business leaders.

• Create executive summaries, detailed engineering delivery perspectives, and updates for business partners.

• Oversee cross-team planning, dependency management, and delivery rhythm among engineering teams.

• Utilize metrics and retrospectives to pinpoint bottlenecks and enhance efficiency, predictability, cycle time, delivery health, and communication.

• Establish program strategy and operational rhythm across engineering and product, including quarterly planning, program reviews, and multi-quarter roadmaps.

• Define OpenLoop’s Technical Program Management (TPM) operating model for intake, planning, prioritization, reporting, and delivery health.

• Spearhead organizational change related to delivery practices, tooling, or team structures.

• Direct delivery during critical launches, client escalations, and incidents.

• Conduct launch readiness assessments and maintain consistent engineering/product operational rhythms.

• Provide capacity and resource data for headcount planning, architecture evaluations, and portfolio discussions.

• Keep TPM documentation and onboarding resources updated.

• Collaborate with Engineering, Product, business stakeholders, and executive leadership.

• Assist in developing the TPM function and nurturing the next generation of TPMs.

⛳️ Requirements

• Over 8 years of experience in Technical Program Management or a similar strategic technical role, including at least 3 years leading programs across multiple teams or business units.

• Extensive knowledge of Agile software development methodologies, including Scrum and SAFe.

• Strong technical understanding of systems architecture, APIs, integrations, and technical dependencies.

• Proficient in translating complex systems into language accessible to business audiences.

• Proven experience managing programs that are linked to OKRs and measurable business results.

• Outstanding written and verbal communication skills, including the ability to present to senior stakeholders and executive teams.

• Skilled in crafting audience-specific status reports and program updates.

• Experience defining and utilizing delivery metrics such as velocity, predictability, cycle time, and health indicators.

• Excellent prioritization and decision-making capabilities; able to work independently.

• Proficient in aligning and influencing cross-functional stakeholders.

• Hands-on experience with Jira and other project management tools.

• Experience in structuring backlogs, defining epics and milestones, and creating executive-ready reporting dashboards.

• Proven track record in building or scaling a program management function and establishing adopted processes, tools, and reporting standards.

• Experience mentoring and developing program managers.

• Executive presence and familiarity advising C-level leaders without direct authority.

• Experience leading organizational change and the adoption of new delivery practices.

• Capability to link technical roadmaps to business strategy, budgetary considerations, and resource allocation decisions.

• Experience in conflict resolution and aligning teams with competing priorities.

• History of coaching individuals to become stronger program leaders.

• Sound judgment in ambiguous situations and experience in making high-stakes decisions.

• Experience in shaping team structure, hiring, or leveling within a program or project management team.

• Proven ability to identify and proactively resolve delivery risks.

• Experience in building capacity and resource plans and forecasting delivery using velocity and burndown metrics.

• Ability to remain calm under pressure.

• Preferred: CSM, PSM, 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 rapidly growing or globally distributed teams.

• Preferred: experience delivering AI or machine learning projects.

• Preferred: hands-on experience with AI tools and the introduction of AI-assisted workflows.

🏝️ Benefits

• Medical, Dental, and Vision insurance plans.

• Flexible Spending/Health Savings Accounts.

• Flexible Paid Time Off (PTO).

• 401(k) plan with Company Match.

• Life Insurance coverage.

• Pet insurance options.

• Work culture focused on Autonomy, Competence, and a sense of Belonging.