Director of Software Engineering

OrthoFi • Quinte West, ON

1d • $200,000 - $220,000 • Hybrid

About The Position

OrthoFi is seeking an experienced and passionate Director of Engineering who thrives on collaborative problem-solving and innovation. OrthoFi has experienced rapid growth over the last 10+ years, and we are now expanding our engineering organization to meet the demands of a fast-evolving healthcare technology landscape. This role is a unique opportunity to lead both established product delivery teams and a growing AI-focused capability, driving technical excellence across a diverse and distributed organization. You will work closely with OrthoFi's technical leadership to deliver complex product initiatives while simultaneously building and scaling AI-driven solutions that transform how we serve our customers. Your teams span product delivery, platform engineering, and applied AI — requiring you to be equally fluent in shipping reliable software at scale and incubating new capabilities with a startup mindset.

Requirements

• Bachelor's or Master's degree in Computer Science, Software Engineering, or a related field.
• 15+ years of software engineering experience, including hands-on coding and architectural design.
• 10+ years of people management experience, with 3+ years of experience managing managers
• Proven track record managing and delivering complex software products on time and within budget.
• Experience building or scaling AI/ML-powered products or teams, with an understanding of the unique challenges of applied AI development.
• Expertise in Agile development methodologies and tools.
• Strong understanding of software development principles, processes, and best practices.
• Experience managing distributed teams including offshore and contract staff.
• Excellent communication and interpersonal skills, with the ability to collaborate effectively with stakeholders at all levels.
• Strong problem-solving and decision-making abilities, with a focus on driving innovative solutions.
• Familiarity with full-stack development, cloud technologies, infrastructure, and DevOps practices (C#, React/Angular 2+, SQL Server, AWS).
• Demonstrated success fostering engineering excellence through Agile methodologies, CI/CD practices, test automation (TDD a plus), and continuous improvement.
• Strategic thinking with the ability to align technical initiatives — including emerging AI capabilities — with business objectives.
• You must be authorized to work in the United States. The Company is unable to provide sponsorship for workers.

Nice To Haves

• TDD a plus

Responsibilities

• Provide direct leadership to Engineering Managers and team leads across product delivery and AI teams, including performance management, career development, and employee engagement.
• Lead and grow a distributed organization spanning onsite, offshore, and contract staff across multiple workstreams.
• Foster a culture of accountability, psychological safety, and continuous improvement across all teams.
• Partner with Talent Acquisition to hire strong engineers and managers, building motivated and high-performing teams.
• Own end-to-end delivery accountability for product engineering teams, ensuring fast, predictable, and agile execution aligned with customer expectations and business objectives.
• Collaborate closely with Product Management to guide feature decisions, effort estimations, and roadmap prioritization.
• Drive consistent rigor in engineering processes — including sprint planning, estimation, dependency management, and release coordination.
• Manage team budget and staffing, balancing FTE, offshore, and contract resources to optimize delivery capacity.
• Lead the strategy, development, and scaling of OrthoFi's AI engineering team, translating business opportunities into applied AI solutions.
• Partner with technical leadership and product stakeholders to identify, prioritize, and deliver AI-powered capabilities that create measurable customer and business value.
• Establish engineering practices appropriate for AI development, including experimentation frameworks, model lifecycle management, and responsible AI principles.
• Stay current on applied AI trends relevant to healthcare technology and bring forward-looking thinking to OrthoFi's technical strategy.
• Ensure consistency in software architecture across all teams and workstreams, in partnership with the Architecture team.
• Provide oversight of platform engineering, DevOps, and database functions to ensure a stable, scalable, and secure foundation.
• Take accountability for technical decisions including architecture choices, coding standards, development estimations, and progress tracking.
• Champion engineering excellence through CI/CD practices, test automation, and continuous improvement.

Benefits

• Full medical, dental, and vision plans
• Flexible PTO
• Employer HSA contribution
• 9 Company Paid holidays
• 401(k) match, 3% after 90 days of employment
• Supportive culture with one-of-a-kind growth opportunities
• Hybrid in-office and work at home (2 days in-office Tuesdays and Thursdays)
• Paid Parental Leave as well as a two-week "ease-back" program that enables parents to return part-time at full pay
• Company and team outings
• Peer-to-peer recognition program
• Vendor discounts

What This Job Offers

• Job Type: Full-time
• Career Level: Director