Job Description

Skills Needed:

• Builds & Drives Strategy- Crafts a visionary DS 2.0 roadmap for a CorporateFunction, securing Executive and team endorsement for future directions and projects. Sharpens the Function's OKRs for laser-focused execution of strategic goals.

• Ensures a Customer Focus- Keeps our customer needs at the center; Tirelessly pushes for AI-First solutions to create customer valueTaps into market and customer insights to shape priorities and make decisions.

• 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.

• 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.

• Proven ability to scale a SaaS platformwith measurable adoption and feature utilization goals, driving deep customer engagement and retention.

• Strong commercial and monetization expertise, including experience with transaction-based revenue models, marketplace economics, supplier-funded programs, or data-driven revenue streams.

• Demonstrated ability to lead cross-functional accountability across Product and Engineering, ensuring reliable delivery against roadmap commitments and performance targets.

• Deep experience building data-driven platforms that ingest, normalize, and generate insightsfrom complex operational datasets.

*Click here for a full list ofDS 2.0 Leader skills and definitions

What You’ll Do and Impact:

• Define and lead the multi-year product strategy for a cloud-based procurement and spend management platform that combines eCommerce ordering, analytics, benchmarking, and advisory-enabled services

• Drive measurable adoption and feature penetration across core platform capabilities, ensuring customers fully leverage automation, compliance tools, and spend optimization features that materially reduce administrative burden and lower total cost of operations

• Lead the evolution of a foundational spend intelligence layer that ingests data from multiple systems (AP, purchasing, p-card, and external feeds), normalizes it, benchmarks performance, and applies AI to generate actionable insights

• Embed AI capabilities into core workflows - including predictive forecasting, anomaly detection, supplier performance analysis, and automated decision support - to differentiate the platform in the healthcare market

• Partner closely with Engineering leadership to ensure high delivery reliability, scalable architecture, and disciplined execution against roadmap commitments

• Design interoperable product experiences that connect procurement workflows, clinical cost insights, and operational data into a unified ecosystem

• Align product capabilities with strategic supplier and enterprise partnerships, ensuring integrations, data exchange, and co-developed services drive mutual growth

• Optimize monetization levers including transaction economics, supplier fee structures, and value-based service offerings to achieve revenue and margin targets

• Lead structured incubation and commercialization of new platform extensions and adjacent capabilities, launching scalable revenue-generating offerings that expand category reach and ecosystem value

• Establish clear product success metrics tied to adoption, retention, customer ROI, revenue growth, and operating leverage

• Directly lead, develop and mentor a high-performing team of Product Managers, building strong discovery practices, outcome-based roadmapping, and data-driven decision making

• Serve as the executive voice of the Spend Management product strategy internally and externally, articulating a compelling AI-first vision for the future of procurement in senior living and healthcare

Experience:

• Bachelor’s degree required; MBA or advanced degree preferred

• 15+ years of product management experience, including senior leadership roles within SaaS, marketplace, procurement technology, supply chain technology, fintech, or data platforms

• Experience scaling a transaction-based or marketplace-style platform with measurable revenue and margin accountability

• Proven success building products that leverage AI and advanced analytics to create differentiated customer value

• Demonstrated experience leading Product Managers and partnering closely with Engineering to deliver complex, data-intensive platforms

• Strong executive communication skills with the ability to influence senior stakeholders and represent product strategy externally

• Ability to travel by car and/or plane up to 25%

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

Additional Items of Interest:

• Experience in healthcare, senior living, supply chain, procurement, or spend analytics markets

• Background in data platforms that unify multiple operational systems into a single intelligence layer

• Experience integrating software platforms with professional or advisory service offerings

• Location:Milwaukee, WIor Hybrid

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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