Senior Technology Product Manager

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 Technology Product Manager position, you’ll lead the vision, strategy, and roadmap for one or more technology products or capabilities. You will be accountable for aligning product development with customer needs, market trends, and financial outcomes. Through ongoing experimentation, collaboration with data and engineering teams, and strategic influence across business lines, you’ll drive innovation, adoption, and product growth. You’ll serve as a visible product leader—operating at the intersection of customer insight, technical feasibility, and business impact. 

Skills Needed: 

• 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 Influence & Organizational Savvy - Wields influence with a masterful understanding of organizational dynamics, effortlessly navigating the complexities to shape outcomes and drive strategic alliances. 

• Leverages AI & Business Insight - Leads with an AI-First mindset infusing technology into customer solutions and workflows. Harnesses the power of AI and data to cut through noise and inform decisions. Blends business savvy, financial acumen, industry knowledge, and tech expertise to set priorities. 

• Effectively Collaborates - Forges strong partnerships and works productively with others to achieve common goals. Finds common ground to solve problems and seeks out diverse perspectives to inform decisions. Quickly earns trust, puts others at ease, and shows empathy. 

• Deals with Ambiguity - Adapts smoothly to change and thrives in ambiguity, maintaining composure and productivity. Maintains progress despite incomplete information and tackles complex issues constructively. 

• Maintains expertise in market trends and competitive landscape to shape product strategy. 

• Leverages financial insights by partnering with finance teams to evaluate product profitability, support budgeting, and guide investment decisions. 

• Monitors and analyzes key product performance metrics, such as feature utilization and adoption rates, to enhance engagement and retention. 

What You’ll Do and Impact:

• Own the strategic direction and roadmap for 1–3 technology products or capabilities 

• Lead customer discovery and validation sessions to surface needs and test assumptions 

• Develop and refine product strategies based on customer data, market trends, and operational realities 

• Report quarterly on market conditions, competitive shifts, and product opportunities to influence org-level planning 

• Align products with business strategies and OKRs in collaboration with tech leadership, GMs, and senior stakeholders 

• Drive AI-enhanced feature development by partnering with engineering and data science to improve product outcomes and operational efficiency 

• Lead product experiments, surface insights, and use findings to inform roadmap evolution and innovation priorities 

• Define and track product success metrics such as adoption, engagement, feature utilization, and customer retention 

• Identify and execute initiatives to improve product performance and user satisfaction 

• Collaborate with Finance to evaluate product profitability, contribute to budgeting, and support investment decisions 

• Partner closely with Product Owners to ensure backlog clarity and delivery alignment with strategic outcomes 

• Represent product outcomes in leadership forums and communicate roadmap and performance to stakeholders 

Experience: 

• Bachelor’s degree in Business, Computer Science, or a related field (MBA preferred) 

• 5+ years of experience in product management with increasing responsibility 

• Proven ability to lead product strategy, experimentation, and cross-functional collaboration 

• Experience with financial modeling, ROI evaluation, and business case development 

• Familiarity with AI-enabled features, analytics tools, and product experimentation methods 

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

Additional Items of Interest: 

• Experience in healthcare, SaaS, or data-centric platforms 

• Training in product strategy, Lean Startup, or similar frameworks 

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

Direct Supply, Inc. and its U.S. subsidiaries are equal opportunity and affirmative action employers committed to diverse workforces.

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