Senior Product Owner

Direct Supply•Milwaukee, WI

65d

About The Position

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 Product Owner position, you’ll lead the execution of complex initiatives that span multiple teams or domains. You’ll partner with engineering and data science teams to deliver scalable, AI-enhanced features, manage strategic prioritization across roadmaps, and mentor other Product Owners on delivery practices. Your work will drive clear outcomes and support Direct Supply’s broader product strategy and business objectives. Skills Needed: Provides Customer Value - Delivers cutting-edge, tech-driven solutions paired with outrageous customer service with an eye to profitability. Seizes opportunities that reward both the customer and DS, fostering robust customer relationships. Makes Quality Decisions - Makes swift and sound decisions that propel objectives forward. Hunts for crucial qualitative and quantitative data. Balances thorough analysis with wisdom, experience, and judgment for informed decision-making. Applies AI and Technology - Identifies opportunities to boost efficiency and add value using AI and tech. Embraces and applies digital innovations and tech solutions to build business. Eagerly learns and integrates new technologies where they matter most. 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. Optimizes Work Processes - Streamlines workflows by harnessing data, AI, and technology. Identifies opportunities for efficiency and incorporates new processes and technology. Defines new success measures. Strong ability to lead complex initiatives from vision to execution, ensuring alignment with business goals, technical feasibility, and customer needs. Deep technical expertise in managing complex implementations, proactively addressing technical debt, performance, and scalability to optimize long-term product success.

Requirements

Bachelor’s degree in Computer Science, Business, or a related field
5+ years of experience in a Product Owner, Technical Product Owner, or Agile delivery role.
Demonstrated experience leading delivery across teams or programs.
Strong experience working in Agile tools (e.g., Jira, Confluence, Aha!).

Nice To Haves

Experience with AI or automation technologies preferred.
Certified Scrum Product Owner (CSPO) or equivalent Agile certification.
Experience in healthcare, SaaS platforms, or data-rich environments.

Responsibilities

Guide the execution of complex product initiatives across multiple teams or within a program.
Refine backlogs with clear priorities, acceptance criteria, and sequencing to support delivery goals.
Lead AI-enhanced product feature development with partners in data science and engineering.
Track progress against roadmap goals and customer impact, adjusting plans in real-time to mitigate risks.
Partner with architecture and tech leads to ensure scalability, technical feasibility, and delivery readiness.
Mentor and support other Product Owners in backlog hygiene, delivery standards, and stakeholder communication.
Use intelligent tooling and data to shape decision-making and refine prioritization.
Ensure backlog reflects customer insight, operational considerations, and strategic goals.
Translate product roadmap into tactical delivery plans with measurable success criteria.
Collaborate with Product Managers to evolve strategic plans based on execution input and delivery feedback.