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DWdirectsupply.wd501.myworkdayjobs.com/direct-supply logo

directsupply.wd501.myworkdayjobs.com/direct-supply

WI Milwaukee Main Campus, United States of America

Vice President, Engineering.

LEADERSHIPENGINEERING
Position Summary: 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 transformative growth, execution speed, and value delivery. Skills Needed: Builds & Drives Strategy – Crafts a visionary, AI powered, market leading DS 2.0 technology strategy and institutionalizes a scaled, disciplined software engineering discipline across our portfolio. Focused Execution – Establishes engineering standards across architecture, data and design principles with clear metrics to drive scaled software delivery, support and lifecycle management. Sharpens the Function's OKRs for laser-focused execution of strategic goals. Champions Innovation – Propels teams to unlock value with cutting-edge, tech-enabled innovations. Stays ahead of the tech curve, ready to embrace the next big thing. Leads with an entrepreneurial mindset and takes calculated risks. Disrupts the status quo when required while bringing the team along for the journey. Leads Through Change & Ambiguity – Navigates the unknown with confidence, steering through change and uncertainty with a clear vision and unwavering determination. Turns chaos into clarity, keeping goals firmly in sight. Leads & Inspires Partner Owners – Ignites Partner Owners’ passion and purpose. Boosts Partners to peak performance while operating at the top of their license. Attracts and develops top talent and builds an environment that fuels innovation. Exceptional ability to lead complex technology organizations through rapid change, aligning technical vision with enterprise strategy. Proven track record of scaling engineering teams in high-growth or start-up environments, balancing innovation with execution. Expertise in building AI-first platforms and embedding emerging technologies to deliver enterprise impact. Strong executive communication and cross-functional collaboration skills, with the ability to inspire action and gain alignment at all levels. 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. Manage, mentor, and develop a team of engineering leaders across Solution Groups, fostering a culture of ownership, experimentation, and continuous improvement. Shape technical strategy in partnership with Product, Architecture, and Platform leaders to deliver reliable, scalable, and secure solutions. Drive operational excellence, ensuring high-quality execution across all engineering teams and delivering customer-centric outcomes. Champion modern engineering practices and organizational agility to accelerate time-to-market and value delivery. Collaborate closely with Executive leadership to ensure engineering investments align to strategic business outcomes. Model innovation leadership by exploring new tools, AI capabilities, and startup-like models to spark engineering transformation. Experience: Bachelor’s degree in Computer Science, Engineering, or related field; Master’s degree preferred 15+ years of software engineering and architecture experience 10+ years of progressive people leadership, including senior technical leaders across multiple teams or departments Proven success leading large-scale engineering organizations and building AI-first platforms Experience in high-growth or start-up environments preferred Deep understanding of software development lifecycle, cloud-native architectures, and modern engineering practices Additional Items of Interest: AI, architecture, or cloud certifications strongly preferred Experience working in regulated, enterprise, or multi-product technology environments Demonstrated thought leadership in engineering, AI, or product development Job to be performed in the location listed. Generous benefit package available. © 2013 to 2026 Direct Supply, Inc. All rights reserved. Direct Supply delivers solution-driven platforms, products and services to help solve the toughest challenges facing Senior Living and Healthcare. For more than 35 years, we’ve grown consistently while expanding our offering of innovative solutions for virtually every critical area of senior health across the continuum of care. If you asked our 1,200+ Partners what separates Direct Supply from other applied technology companies, it’s that we are 100% employee owned and driven to work with a purpose. Every day, we strive to honor our mission of enhancing the lives of millions of seniors and healthcare professionals in a results-oriented agile environment that gives our Partners the necessary tools and flexibility to truly bring what’s next to Healthcare. Ready to make a difference?
Pay
Not stated
Where
WI Milwaukee Main Campus, United States of America
Work
Not stated
Type
Not stated
Posted
12 Aug, 2026
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