Vice President, Software Engineering & AI Transformation

Vice President, Software Engineering & AI Transformation

MEDHOST, a division of Harris, is seeking a technology executive to lead software engineering and continue to advance MEDHOST’s technology and AI strategy across the product and platform portfolio. This position will lead and continue to build high performing software engineering teams, execute on the company’s technology strategy and drive an AI first innovation strategy throughout MEDHOST’s AI‑DLC and product portfolio.

Primary Responsibilities

• Lead, develop, and scale a high-performing software engineering organization accountable for product delivery, technology evolution, security, reliability, and operational outcomes
• Improve delivery predictability, developer productivity, software quality, resiliency, scalability, and cost effectiveness while balancing innovation, modernization, and commitments
• Partner closely with executive leadership, product management, operations, and security to translate business strategy into executable technology priorities and investment decisions
• Establish metrics and KPIs to measure strategic progress, software engineering effectiveness, AI adoption, and business impact
• Evaluate emerging technologies and identify opportunities to create competitive advantage through innovation
• Serve as a trusted advisor to executive leadership on technology and AI-related opportunities, risks, and industry trends

AI Strategy & Innovation

• Execute the organization’s AI‑first transformation strategy across products, software engineering, and AI‑DLC with a prioritized roadmap tied to measurable business and customer outcomes
• Execute and continue to evolve the R&D department’s AI‑DLC strategy incorporating industry best practices and new technology innovation to continue to increase engineering and process efficiencies through AI technology
• Drive incorporation of AI‑powered experiences into customer-facing products and enterprise workflows
• Oversee planning, execution, governance, risks, dependencies, and resource allocation for strategic technology and AI initiatives across the product portfolio
• Stay current on industry advancements across models, agent orchestration, best practices and other emerging technology innovations

Technology Strategy and Platform Modernization

• Execute and evolve MEDHOST’s technology strategy and architecture roadmap aligned with corporate objectives, product priorities, and customer needs
• Lead modernization of legacy applications, cloud platforms, APIs, and AI capabilities using advances in architecture and engineering approaches
• Drive improvements in software delivery performance, quality, resiliency, scalability, and operational efficiency
• Govern technology standards and investment priorities; identifying opportunities where AI and emerging technologies can create measurable differentiation and operating leverage

Qualifications

• Bachelor’s degree in Computer Science, Software Engineering, Information Technology, or related discipline
• 15+ years of progressive technology experience including 8+ years of progressive software engineering leadership experience and 5+ years in senior leadership roles leading large software engineering organizations
• 3-5+ years’ experience with EHR and healthcare software environments
• Demonstrated success leading modernization and software platform transformation initiatives
• Deep expertise in modern software engineering practices, distributed systems, APIs, microservices, cloud platforms, and enterprise architecture
• Proven experience implementing AI and machine learning capabilities within enterprise products and AI‑DLC workflows
• Strong understanding of Generative AI, Large Language Models (LLMs), Agentic AI frameworks, Retrieval Augmented Generation (RAG), AI orchestration, and AI governance
• Experience working within highly regulated industries and navigating complex security, privacy, and compliance requirements
• Experience with Claude, OpenAI technologies, Microsoft Co-Pilot and AWS Bedrock a plus
• Strong financial acumen with experience managing technology investment portfolios and business cases
• Demonstrated ability to build and scale high-performance engineering organizations

What we offer

• Plenty of opportunities to grow your career
• Comprehensive medical, dental, vision, STD, LTD, FSA benefits
• 3 weeks of vacation plus 5 personal days to recharge
• Employee stock ownership and RRSP program
• 401K and Life insurance benefits
• A chance to give back through community involvement
• Flexible work arrangements to suit your lifestyle

Salary Range: $175K – $250K

About MEDHOST

MEDHOST, founded in 1984 and headquartered in Franklin, Tennessee, is a leading provider of healthcare information technology solutions. Serving over 1,000 healthcare facilities nationwide, MEDHOST offers a comprehensive suite of products, including electronic health records (EHR), financial management systems, and patient engagement platforms. Their mission is to empower healthcare organizations to enhance patient care and improve business operations through innovative, user-friendly solutions. In January 2024, MEDHOST was acquired by N. Harris Computer Corporation, further strengthening its position in the healthcare IT industry.

About Harris

Harris is a leading provider of mission critical software to the public sector in North America. As a wholly owned subsidiary of Constellation Software Inc. ("CSI", symbol CSU on the TSX), Harris has become the cornerstone for CSI’s investment in utility, local government, school districts, public safety, and healthcare software verticals. Our success has been realized through investments in our proprietary software and market expertise. This focus, combined with acquiring businesses that build upon or complement our offerings, has helped drive our success. Harris will continue to grow through reinvestment – both in the people and products that we offer and making investments in acquiring new businesses. #LI-remote At Harris, we believe great people build great software. We offer an environment where employees are empowered to make a real impact, grow their skills, and shape their careers. Our teams enjoy a supportive, award‑winning culture, a casual and collaborative workplace, and opportunities to learn from a diverse group of businesses and industries. We are financially strong and proudly part of Constellation Software Inc. (CSI), the largest software company in Canada, providing long‑term stability alongside entrepreneurial autonomy. In addition to a competitive compensation and benefits package, we offer meaningful perks, flexibility, and—most importantly—a culture that values people, curiosity, and having fun while doing great work. Follow us on LinkedIn to learn more about our culture, values, and career opportunities.

Harris is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, or protected veteran status and will not be discriminated against on the basis of disability. Applicants who require a reasonable accommodation due to a disability may contact us by email at View email address on click.appcast.io. Accommodation requests may be made at any time. This email address is dedicated solely to accommodation requests and cannot be used to inquire about application status. Know Your Rights Poster EO 13496: Notification of Employee Rights under Federal Labor Laws Our commitment to fair and equitable hiring. As part of our recruitment process, we use artificial intelligence (AI) tools during the initial screening phase to help identify candidates whose qualifications most closely align with the requirements of the role. This technology supports efficiency and consistency in the early stages, but it never replaces human judgement. All subsequent evaluations and final hiring decisions are made by our recruitment professionals. AI does not make final hiring decisions.