Vp Product Development Jobs in Wisconsin (NOW HIRING)

Job 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 Vice President, Product Development position, you’ll lead the strategy and execution of Direct Supply’s software portfolio, driving AI-powered innovation that delivers differentiated value across the senior living industry.
Responsibilities:
• Define and lead the overarching product strategy across all solution groups and platform teams, with a focus on building differentiated, AI-powered products that drive measurable impact
• Align product initiatives with enterprise goals, ensuring clarity of vision, measurable success criteria, and outcome-based prioritization—including AI adoption milestones
• Establish and scale best practices for product lifecycle management, road mapping, discovery, and delivery—while integrating AI experimentation and model integration into agile processes
• Lead ground-breaking product innovations and influence product direction at the solution group or enterprise level, advancing our AI-first vision
• Push boundaries on product experimentation, setting the example and fostering a culture of risk-taking, rapid learning, and innovation through advanced methods
• Develop a long-term AI strategy for the product portfolio, ensuring that evolving capabilities align with the organization’s goals and customer outcomes
• Mentor and guide product leaders (direct and indirect), fostering a high-performing, AI-literate, and collaborative product organization
• Partner closely with Engineering, Design, and Go-to-Market leaders to drive AI-driven innovation, customer-centricity, and commercially successful solutions
• Evangelize AI innovations internally and externally, showcasing AI’s value to key customers and stakeholders through strategic storytelling and product demonstrations
• Showcase product and AI innovations at Solution Group Town Halls, Quarterly Meetings, and other forums to build alignment, excitement, and a shared vision
• Serve as a thought leader and executive advisor for product-related decisions, trade-offs, and long-term planning—bridging AI capabilities and business strategy
• Ensure product teams are focused on delivering customer value, market differentiation, and top- and bottom-line business results, including through intelligent automation and personalization
• Lead transformation efforts to advance product maturity and elevate product management as a core enterprise capability—with AI as a foundational pillar of that evolution
Qualifications:
Required:
• Bachelor’s degree required; MBA or advanced degree preferred
• 15+ years of experience in product management, including 5+ years in executive or enterprise-level leadership
• Proven success leading product strategy across multiple business units or product portfolios
• Experience building and mentoring large-scale product organizations, including coaching across direct and matrixed structures
• Demonstrated ability to align product vision with business strategy and drive measurable outcomes
• Strong executive presence and communication skills, with the ability to influence across stakeholders and levels
• Develops Organizational Talent – Nurtures top talent for tomorrow across our company. Provides career opportunities and mentorship for Partners from all backgrounds.
• Demonstrates Influence & Organizational Savvy – Wields influence with a masterful understanding of organizational dynamics, effortlessly navigating the complexities to shape outcomes and drive strategic alliances.
• Ensures a Customer Focus – Keeps our customer needs at the center; Tirelessly pushes for AI-First solutions to create customer value and evangelizes Principle #2. Taps into market and customer insights to shape priorities and make decisions.
• 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.
• Deep market immersion and external engagement to drive strategic insight and inform prioritization.
• Creative ability to uncover innovative solutions through a portfolio-driven approach.
• Strong portfolio management and strategic alignment capabilities to scale adoption and impact.
• Exceptional collaboration across product, engineering, design, and commercial teams to accelerate results.
Preferred:
• MBA or advanced degree preferred
• Experience with customer research, competitive analysis, and go-to-market strategy is highly preferred
• Prior exposure to AI-first product development in a B2B or healthcare environment is a plus
Company:
The Direct Supply family of companies cares for every critical area of Senior Living, providing everything from equipment and eCommerce to Founded in 1985, the company is headquartered in Milwaukee, USA, with a team of 1001-5000 employees. The company is currently Late Stage.