Direct Supply · 16 hours ago
Vice President, Product Management
Milwaukee, WI
Full-time
Onsite
Director/Executive
15+ years expDirect 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.
E-CommerceHealth CareHospitalMedical
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
Qualification
Required
Bachelor's degree required
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
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
Benefits
Generous benefit package available.
Company
Direct Supply
The Direct Supply family of companies cares for every critical area of Senior Living, providing everything from equipment and eCommerce to
1001-5000 employees
H1B Sponsorship
Direct Supply has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (3)
2024 (8)
2023 (4)
2022 (7)
2021 (4)
2020 (3)
Funding
Current Stage
Late StageLeadership Team
J
Jim Pieroth
Chief Financial Officer
C
Corey Denman
President & COO
Recent News
2025-08-24
BizTimes Milwaukee
2025-04-17
Seattle TechFlash
2025-04-15
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