Engineering Manager
At a glance
Highlights
- Fully remote initially
- Opportunity to build Toronto engineering hub
- Leadership of high‑performing team
- Flat organizational structure
Heads up
- Potential transition to hybrid work model
- 8+ years of experience required
Why this role might suit you
A seasoned engineering leader with deep technical expertise and a track record of building and scaling teams will thrive shaping OpenLoop's Toronto hub, driving architecture decisions, and delivering high‑impact telehealth solutions.
Skills
About the role
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.
OpenLoop is looking for an Engineering Manager to join our team. The ideal candidate will have a strong technical background, proven leadership experience, and a passion for building high-quality software products that deliver exceptional user experiences. The role will begin as fully remote, with the potential to transition to a hybrid work model in the future.
Responsibilities:
Build & Lead the Toronto Engineering Hub
Establish and grow our Toronto engineering presence
Hire, mentor, and develop a high-performing team of engineers
Set team culture, operating cadence, and engineering standards from the ground up
Partner with leadership on hiring plans, team structure, and long-term growth
Product Engineering Execution
Work closely with product and business stakeholders to deliver high-impact solutions in fast-moving, ambiguous environments
Translate evolving requirements into clear technical direction and execution plans
Drive rapid iteration cycles and enable teams to ship quickly while maintaining quality
Technical Leadership, Execution & Cross-Functional Delivery
Guide architectural decisions and ensure systems are scalable, secure, and maintainable
Provide hands-on technical leadership when needed, especially in early stages
Drive delivery of high-quality software across multiple initiatives in fast-moving environments
Partner closely with Product, Design, and business stakeholders to align on priorities and outcomes
Communicate progress, risks, and tradeoffs clearly to both technical and non-technical audiences
Contribute to product direction through technical insight and customer context
Establish lightweight processes that enable speed, ownership, and accountability
Identify and remove blockers to keep teams moving efficiently
Foster a culture of ownership, learning, and continuous improvement
Other duties as assigned.
Requirements
8+ years in software engineering, including 2–4+ years managing engineers
Experience leading high-performing teams and delivering complex projects
Solid understanding of modern software architecture and system design
Experience working with cloud environments (AWS preferred)
Familiarity with SDLC, CI/CD, and agile practices
Strong communication and stakeholder management skills
Ability to translate business goals into technical execution
Experience with hiring, coaching, and retaining engineers
Rippling EOR partners with Sterling Capital Brokers to offer Canadian employees extended health plans.
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.
Questions about this role
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