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. 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. 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. 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. 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. 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. and other project management tools to manage cross-functional delivery at scale. 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. Medical, Dental, and Vision plans Flexible Spending/Health Savings Accounts Versatile PTO Life Insurance, Pet insurance, and more 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.

📌 Staff Technical Program Manager (Toronto)
🏢 Alt
📍 Toronto