Vice President of Engineering

Direct Supply is building the future of healthcare technology across the senior living industry with market-defining products, solutions and platforms to help improve the lives of millions of seniors and those who care for them. 

In the Vice President, Engineering position, you’ll serve as the top engineering leader across Direct Supply, driving enterprise-wide engineering strategy, culture, and execution. You’ll lead and develop a high-performing team of engineering leaders across the portfolio to scale our AI-first platforms, foster technical excellence, and accelerate product innovation.

With a start-up mindset and deep technology acumen, you’ll shape the future of our engineering organization to enable scalable growth, faster execution, and the delivery of innovative, reliable technology solutions that create meaningful value for our customers and business.

What You’ll Do and Impact: 

• Lead the enterprise-wide Engineering function, setting the vision and operating model to drive AI-first product development and platform innovation.

• Develop and mentor engineering leaders across Solution Groups, fostering ownership, experimentation, continuous improvement, and high performance.

• Shape technical strategy with Product, Architecture, and Platform leaders to deliver reliable, scalable, and secure solutions.

• Establish strategic engineering priorities and accountability to drive execution and measurable business results.

• Drive operational excellence and high-quality execution across engineering teams to deliver customer-centric outcomes.

• Champion modern engineering practices and organizational agility to accelerate time-to-market and value delivery.

• Align engineering investments with enterprise strategy through close collaboration with executive leadership.

• Explore emerging tools, AI capabilities, and start-up-like models to advance engineering innovation and transformation.

• Scale disciplined software engineering practices across the portfolio to support an AI-powered, market-leading technology strategy.

• Lead the organization through change and ambiguity, building alignment around a clear technical vision and direction.

What You'll Bring:

• Bachelor’s degree in Computer Science, Engineering, or a related field.

• 15+ years of experience in software engineering and architecture.

• 10+ years of progressive people leadership, including leading senior technical leaders across multiple teams or departments.

• Proven success leading large-scale engineering organizations, scaling engineering teams, and building AI-first platforms.

• Deep knowledge of the software development lifecycle, cloud-native architectures, and modern engineering practices.

• Ability to lead complex technology organizations through change, align technical vision with enterprise strategy, and communicate effectively with executives and cross-functional stakeholders.

• Preferred: Master’s degree; experience in high-growth or start-up, regulated, enterprise, or multi-product technology environments.

• Preferred: AI, architecture, or cloud certifications and demonstrated thought leadership in engineering, AI, or product development.

Job to be performed in the location listed. Generous benefit package available.

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