Job Description

Who we areOSCAR Pro, a leading Electronic Medical Records (EMR) platform in Canada, is part of the WELL Health Technologies family. Initially developed by McMaster Universityxe2x80x99s Department of Family Medicine, OSCAR Pro was built on a foundation of collaboration to improve healthcare delivery and patient outcomes. We have integrated innovations from various OSCAR service providers to offer a robust, secure, and versatile solution tailored to the diverse needs of clinics of all sizes.Our platform empowers healthcare providers by streamlining administrative tasks, enhancing clinic efficiency, and enabling more time for patient care. With features like digital patient engagement, secure messaging, and seamless integration with other healthcare systems, OSCAR Pro reduces the administrative burden on clinics and improves the overall patient experience.Our mission is to empower practitioners to deliver high-quality care while spending less time on administration. By providing cutting-edge digital tools, we ensure that healthcare professionals can focus on what truly mattersxe2x80x94improving patient outcomes and experiences.Who we needReporting to the Director of Engineering, we are hiring a Software Engineering Manager who will serve as both a people manager and an individual contributor. In this role, you will lead a team of 8-10 software engineers on the OSCAR Pro and Juno platforms. You will oversee day-to-day operations, driving technical excellence, platform stability, and interoperability. Additionally, you will manage the full software development lifecyclexe2x80x94from design and estimation to planning, implementation, testing, documentation, release, and maintenancexe2x80x94to ensure the timely delivery of scalable, secure, and high-quality healthcare software.This is a remote-first opportunity that supports team members across Canada, with hybrid options available if desired.Who you areYou are a hands-on Software Engineering Manager with a proven track record of leading high-performing software development teams. You excel at balancing hands-on coding with team leadership and people management. Your deep expertise in cloud computing and full-stack development enables you to deliver high-level estimation, strategic planning, and precise execution. As a manager, you take pride in coaching and mentoring developers, empowering them to achieve success while driving overall business growth.Whatxe2x80x99s in it for youImpact. You will play a pivotal role in integrating the OSCAR Pro and Juno EMR systems into our new Polaris platform using FHIR. This high-visibility project will enhance interoperability and data exchange across healthcare systems, ultimately improving patient care and clinical efficiency.Autonomy and Influence. You will recruit, develop, lead, mentor, and retain top talent, ensuring your team aligns with WELL Healthxe2x80x99s mission and technical roadmap. You will oversee the full software development lifecyclexe2x80x94from design and planning to implementation, testing, and releasexe2x80x94while establishing best practices, improving team velocity, and driving innovation that directly enhances platform stability, performance, and deployment frequency.Purpose and Innovation. You will be at the forefront of modernizing healthcare technology, ensuring our solutions are robust, scalable, and secure. Your leadership will make a measurable difference for the engineering team and the healthcare providers who rely on these systems. As part of our state-of-the-art Polaris platformxe2x80x94built using TypeScript, React, and FHIRxe2x80x94you will have the opportunity to shape our technology roadmap and keep our solutions on the cutting edge.Career Growth and Stability. You will join the largest owner and operator of outpatient medical clinics in Canada with multiple EMRs and a remarkable milestone of $1 billion in revenue achieved in 2024, setting the stage for long-term growth and stability. As you contribute to the success of OSCAR Pro, you will have opportunities for career advancement, either within the OSCAR Pro team or across other areas of the business.As our new Software Engineering Manager, you will focus on:

• Lead and grow a high-performing Engineering team. You will provide technical leadership and mentorship to a team of senior and mid-level developers. You will foster a culture of collaboration, innovation, and continuous improvement. You will align the team deliverables with the goals of the organization.
• High-quality software delivery. You will coach your team to uphold high-quality standards by minimizing software defects and adopting the best software design, architecture, and development practices. You will drive enhancements in unit testing, automated QA coverage, and CI/CD pipelines while overseeing code reviews to ensure adherence to coding standards and security guidelines.
• Implement strategies to optimize system performance, robustness, and maintainability. You will act as a technical advisor and provide architectural leadership. You will lead the design and evolution of OSCAR Pro and Juno EMRs. You will guide the team in developing FHIR-based healthcare data integrations. You will improve code quality and increase deployment and release rollout frequency.
• Integration of OSCAR Pro and Juno into Polaris. You will provide technical direction and leadership to integrate the OSCAR Pro and Juno EMR systems into the new Polaris platform using FHIR. The integration will require building new reusable components and bidirectional synchronization between the new Polaris FHIR-based data repository system and the OSCAR Pro and Juno EMR systems.
• Drive cross-team collaboration. You will work closely with product owners and stakeholders to align development efforts with business goals. You will effectively communicate technical decisions, trade-offs, and risks to technical and non-technical stakeholders. You will champion and implement modern software development methodologies (Agile, DevOps, CI/CD, and automation).
• Optimize productivity. You will define key performance indicators (KPIs) to drive measurable improvements in OSCAR performance, team velocity, and development efficiency. You will continuously assess and optimize processes to eliminate waste and enhance workflow effectiveness.

You bring:

• The mindset. You have successfully delivered measurable business outcomes through technical excellence and process optimization. You balance deep technical experience with humility, creating a supportive environment where team members feel comfortable asking questions. You listen actively, encourage open discussions, and promote the best ideas without ego. You seek out data-driven insights to support your decisions and guidance. You demonstrate mental toughness and a problem-solving mindset, tackling complex technical challenges with intelligence and resilience. You can articulate technical concepts clearly and concisely, providing context and clarity as required. You foster collaborative discussions and ensure that key stakeholders are well-informed.
• The technical expertise. You have experience across the entire stack, using Angular, React, Java or Kotlin, JUnit, Spring, Hibernate, Node.js, Git, GitOps, and CI/CD pipelines. You have worked on data retrieval, storage, and performance optimization in SQL. You are a champion of automated testing to enhance QA quality and coverage. You have experience with Microsoft Azure or similar cloud technologies. You have proven experience designing scalable, modular architectures and API development. Familiarity with FHIR and healthcare data exchange standards preferred.
• The AI experience. You have tried at least one AI-powered tool, such as Windsurf, Aider, Cursor, CodeRabbit, or other productivity-enhancing assistants to streamline development workflows, automate repetitive tasks, and improve code quality, code reviews and testing. You stay up to date with emerging AI technologies and have tried to integrate them into your daily work to enhance efficiency and collaboration.
• The leadership. You advocate for your team members and are dedicated to developing future leaders by providing guidance, constructive feedback, and opportunities for professional growth. With a proven track record of enhancing team expertise and fostering a culture of growth, accountability, and innovation, you bring exceptional communication, collaboration, and relationship-building skills. Your approach inspires your team by guiding their technical choices and working alongside them when needed. Influencing both with and without formal authority, you confidently collaborate with decision-makers and lead cross-team initiatives. Additionally, you demonstrate a genuine appreciation for diverse experiences and approaches.
• The continuous improvement mindset. You have experience creating and tracking KPIs and optimizing development efficiency, system performance, and product quality. You prioritize growth and knowledge-sharing, consistently seeking best practices, tools, and approaches for quality product development. You have experience successfully implementing best coding practices, security guidelines, and performance optimizations and creating engagement with your team.

Join us in revolutionizing healthcare through technology.As a scaling company backed by WELL Health Technologies, we are expanding rapidly across the country. At OSCAR Pro, we are driven by a passion to make a lasting impact on the healthcare system. Our team is dedicated to building resilient, compliant, and easy-to-use technology that transforms how care is delivered.Transformation starts with a strong team.We believe that empowering our team members is critical to success. At OSCAR Pro, we foster a culture of respect where every individual feels valued, included, and supported to reach their full potential. Our workplace embraces diversity and prioritizes the well-being of our team and the communities we serve.We offer a remote-first work environment, opportunities for growth within OSCAR Pro or across the broader WELL Health Technologies Group, and a supportive culture that balances professional success with personal well-being. Whether you are driving projects that shape the future of healthcare or focusing on your development, we are here to support you.At OSCAR Pro, your ideas can make a real differencexe2x80x94not just in our organization but in the lives of patients and healthcare providers across Canada.Apply nowInterested in applying but worried you don't have it all? We know not everyone gains their experience following a traditional path. If you share our values, want to make a difference in healthcare technology solutions, and meet 70% of the qualifications, we encourage you to apply.What you can expect from our interview process:

• An at home technical assessment.
• A virtual interview with a Talent Advisor to discuss your experience and interest in the role.
• A virtual interview with the Director of Engineering and a Team Lead. This will be an opportunity for you to discuss your technical experience and approach as a people leader. You will have the chance to ask further questions about the HealthTech solutions we build, the day-to-day accountabilities, and opportunities for career development and growth.
• A virtual meet and greet with the Engineering team.

OSCAR Pro is committed to supporting a diverse, inclusive, and accessible workplace. We welcome and celebrate the diversity of applicants and team members across ability, race, gender identity, sexual orientation, and perspective. We strive to create an inclusive workplace where differences are celebrated and fuel our success! Accommodations are available on request for candidates taking part in all aspects of the selection process.#LI-RemotePowered by JazzHR

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