Staff Technical Program Manager

OpenLoop; Toronto; On-site; CAD 120,000 - 160,000; Full time

Benefits offered by this job

Medical, Dental, Vision plans

Flexible Spending Accounts

Flexible PTO

401(k) + Company Match

Life Insurance

Pet insurance

Job summary

OpenLoop is seeking a Staff Technical Program Manager to lead high-impact, cross-functional programs that directly support company OKRs and strategic priorities. You will translate business vision into structured, executable technical programs and partner with Engineering, Product, and business stakeholders to drive measurable outcomes.

You will help scale the TPM function by standardizing Agile practices, defining reporting cadences, and delivering executive-ready metrics.

Qualifications

• 6+ years in Technical Program Management or equivalent strategic technical role.
• Deep working knowledge of Agile software development (Scrum/SAFe).
• Strong technical fluency with systems architecture, APIs, integrations.
• Exceptional communication with senior stakeholders and executives.

Responsibilities

• Own and drive execution of complex, cross-functional initiatives tied to company OKRs.
• Translate business requirements into clearly defined technical programs for engineering teams.
• Ensure alignment of requests with objectives and measurable outcomes.
• Proactively identify risks and dependencies; manage blockers.
• Produce status reports for executives and for engineering teams.
• Run Agile ceremonies and coordinate delivery across multiple teams.

Skills

Agile methodologies

SAFe

Technical fluency

Stakeholder communication

Jira

Tools

Jira

Job description

About OpenLoop

OpenLoop was co-founded by CEO, Dr. Jon Lensing, and COO, Christian Williams, with the vision to bring care anywhere. Our telehealth support solutions are thoughtfully designed to streamline and simplify go-to-market care delivery for companies offering meaningful virtual support to patients across an expansive array of specialties, in all 50 states.

About OpenLoop

OpenLoop was co-founded by CEO, Dr. Jon Lensing, and COO, Christian Williams, with the vision to bring care anywhere. Our telehealth support solutions are thoughtfully designed to streamline and simplify go-to-market care delivery for companies offering meaningful virtual support to patients across an expansive array of specialties, in all 50 states.

About The Role

OpenLoop’s mission is to bring care anywhere by powering telehealth solutions at scale. Our Technical Program Management team turns business vision into structured, measurable execution, bringing operational rigor, predictability, and scale to how OpenLoop plans and ships. We’re hiring a Staff Technical Program Manager to lead high‑impact, cross‑functional programs that directly support company OKRs and strategic priorities.

This is a senior‑level individual contributor role responsible for translating business vision into structured, executable technical programs. You will partner closely with Engineering, Product, and business stakeholders, run Agile delivery across engineering teams, and make sure every initiative is tied to measurable outcomes.

You will help scale the TPM function at OpenLoop by standardizing Agile and practices, defining reporting cadences, and providing delivery metrics that improve how teams plan and ship. You will present in stakeholder and leadership meetings, with C‑level visibility and meaningful ownership.

What You’ll Do

• Own and drive execution of complex, cross‑functional technical initiatives tied directly to company OKRs.


• Translate business requirements into clearly defined technical programs and actionable requirements for engineering teams.


• Ensure every request from business stakeholders aligns with company objectives and measurable outcomes.


• Make prioritization and tradeoff decisions in partnership with Engineering and business leaders, negotiating across scope, timelines, and impact.


• Produce status reports and updates tailored to the audience: executive summaries for leadership, detailed delivery views for engineering, and updates for business partners.


• Run Agile ceremonies and coordinate delivery across multiple engineering teams, and cross‑team planning and dependency management.


• Proactively identify risks, manage dependencies, and remove blockers.


• Use metrics and retrospective findings to find bottlenecks and improve team efficiency, velocity, and communication.

Who You Are

Required Qualifications

• 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 (not required to be an engineer) with the ability to understand systems architecture, APIs, integrations, and technical dependencies.


• Demonstrated experience translating complex systems into business-friendly language.


• Proven experience driving programs tied to OKRs and measurable business outcomes.


• Exceptional written and verbal communication skills, with a track record of presenting to senior stakeholders and executives.


• Experience writing status reports and program updates tailored to different audiences, from executives to engineering teams.


• Experience defining and using delivery metrics (velocity, predictability, cycle time, health indicators) to improve team performance.


• Strong prioritization and decision‑making skills with the ability to operate autonomously.


• Experience aligning and influencing cross‑functional stakeholders.


• Hands‑on experience using Jira and other project management tools to manage cross‑functional delivery at scale.


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

Preferred Qualifications

• Certified ScrumMaster (CSM), Professional Scrum Master (PSM), or SAFe certification (e.g., SAFe Scrum Master, SAFe Release Train Engineer, SAFe Agilist).


• Experience in healthcare, health tech, virtual care, care delivery platforms, or healthcare operations.


• Experience with clinical, pharmacy, or technical integrations.


• Experience working in fast‑growing or globally distributed teams.

Our Benefits

• Medical, Dental, and Vision plans


• Flexible Spending/Health Savings Accounts


• Flexible PTO


• 401(k) + Company Match


• Life Insurance, Pet insurance, and more

Our Company

We have a relatively flat organizational structure here at OpenLoop. Everyone is encouraged to bring ideas to the table and make things happen. This fits in well with our core values of Autonomy, Competence and Belonging, as we want everyone to feel empowered and supported to do their best work.

Sound like a good fit? We’d love to meet you.