General Manager and Vice President, DSSI

Responsibilities: Define and execute DSSI’s strategy, portfolio, and roadmap with clear make/build/buy decisions Shape cross-portfolio integration and interoperability to increase customer value Lead product, platform, and services strategy and translate it into plan and investments Own financial performance, including revenue, margins, and operating expenses, with disciplined trade-offs Establish a cadence linking strategy, priorities, and execution; measure performance and manage risks Lead development and commercialization of new products/services, including AI-enabled offerings Build and nurture relationships with customers, suppliers, and strategic partners; coordinate with Engineering, AI, Sales, Marketing, Operations, and Finance Develop and mentor a high-performing DSSI leadership team and evolve the operating model to leverage AI/automation Collaborate with senior leadership to align DSSI with Direct Supply’s goals and drive strategic changes

Key requirements: 15+ years of leadership in a technology-enabled business or platform/portfolio Proven ability to synthesize market signals and position a business within a portfolio Deep leadership experience in shaping portfolios and delivering launches and ongoing performance Strong business and financial acumen with capacity to manage resources and trade-offs Track record turning strategy into execution with accountable leadership Experience building leaders and managing change with an enterprise mindset Curiosity and fluency with AI, data, and emerging tech applied to value creation Experience in healthcare, senior living, or complex B2B tech markets Experience commercializing AI-enabled products, SaaS platforms, data products, or partner offerings Experience with strategic partnerships, licensing, or launching new revenue programs strategic thinking strong leadership and people development cross-functional collaboration AI-enabled capabilities SaaS platforms data products