Senior Director, Product Development & Improvement - DSMI

Location: Milwaukee, WI

Time Type: Full time

Job Description

Position Summary:

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

In the Senior Director, Product Development & Improvement – DSMI position, you’ll lead a high-performing team of engineers and a program manager to drive innovation, product excellence, and continuous improvement across Direct Supply’s proprietary brands. You’ll oversee the end-to-end product development system—combining technical depth, execution rigor, and business acumen to deliver cost-effective, high-performing solutions that meet market needs and accelerate company growth.

Skills Needed:

• 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.

• Drives Accountability & Results – Sets clear goals and ensures team members deliver top-notch results. Uses data and tech to boost accountability, pushing everyone to excel individually and as a team.

• Thinks Strategically – Anticipates future trends and aligns actions with long-term objectives. Draws on broad knowledge to craft future-focused plans that effectively translate strategy into action.

• Demonstrates Executive Presence – Ignites enthusiasm and inspires trust and confidence. Effortlessly captivates customers and Executives. Exudes a commanding presence while keeping cool and staying humble.

• Demonstrated technical expertise in product development, with proven results delivering innovative, cost-effective proprietary products.

• Excellent ability to lead complex engineering and program execution across innovation, cost-out, and quality initiatives.

• Strong decision-making grounded in business impact, execution velocity, and customer insight.

• Experience leveraging AI and automation to improve engineering efficiency and drive consistent outcomes.

What You’ll Do and Impact:

• Lead and develop Engineering and Program Management teams, driving accountability, alignment, and high-quality execution across all DSMI product initiatives.

• Own and optimize the full product development system, from concept to commercialization, across new products, cost-out, and improvement efforts.

• Translate business strategies into actionable engineering and execution roadmaps that fuel growth and operational excellence.

• Champion the use of AI and automation to enhance development efficiency, reduce time-to-market, and ensure delivery consistency.

• Partner with Category, Supply Chain, and Sales to align product development with customer needs and strategic goals.

• Oversee program budgets, forecasts, and resource planning to ensure alignment with investment priorities and business outcomes.

• Proactively manage risk, resolve cross-functional issues, and ensure technical decisions meet both regulatory and commercial requirements.

Experience:

• Bachelor’s degree in Engineering (Design, Industrial, or related field required); advanced degree a plus

• 12+ years of experience in engineering and product development, with 10+ years in leadership roles

• Proven ability to lead multi-disciplinary teams across Engineering, Program Management, and Operations

• Experience in regulated, consumer product, or healthcare-adjacent industries preferred

• Track record of delivering customer-centric innovations, margin improvements, and product scaling in complex environments

• Ability to travel by car and/or plane up to 15%

• Valid, unexpired driver’s license with satisfactory driving record

Additional Items of Interest:

• Experience in a Stage Gate or PMO-driven innovation system strongly preferred

• Voice of Customer experience and iterative design methodology highly valued

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

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