Regional Sales Director, Platform - Healthcare
About The Position
Workday is building a specialized sales team focused on platform, data, analytics, AI, and extensibility solutions for the Office of the CIO. The team partners with enterprise customers to modernize technology strategies, unlock business value from Workday’s platform, and align innovation roadmaps with strategic business outcomes. The Regional Sales Director is an experienced enterprise sales leader who leads and develops specialized Account Executives, builds trusted relationships with CIOs, CTOs, and senior IT leaders, and drives disciplined sales execution. The role oversees complex platform sales cycles, formal AI/Platform Statements of Work, phased technology roadmaps, forecasting, business modeling, and co-selling with cloud hyperscalers and Global System Integrators. The director helps position Workday as a strategic, interoperable platform within customers’ broader technology ecosystems.
Requirements
- For the M4 level: 8+ years selling cloud, SaaS, ERP, or analytics solutions, specifically complex platform, enterprise data, or AI/analytics solutions directly to the Office of the CIO or CTO.
- For the M4 level: 8+ years managing complex sales cycles from start to finish, with a track record of successful revenue or quota attainment.
- For the M4 level: 5+ years as a leader in a team-selling environment.
- For the M5 level: 2+ years of field sales management experience at a SaaS company, ideally focused on new business acquisition, plus 8+ years as a field sales representative.
- For the M5 level: 8+ years selling cloud, SaaS, ERP, or analytics solutions, specifically complex platform, enterprise data, or AI/analytics solutions directly to the Office of the CIO or CTO.
- For the M5 level: 8+ years managing complex sales cycles from start to finish, with a track record of successful revenue or quota attainment.
- For the M5 level: 5+ years as a leader in a team-selling environment.
- Strong technical credibility in modern enterprise IT architectures, cloud data foundations, API orchestration, data privacy and security, and AI/ML platform integration.
- Fluency with the Office of the CIO persona and the ability to keep current with strategic competitive trends and customer needs.
- Proven cross-functional orchestration experience, bringing together business units to maximize sales and position solutions as interoperable components of clients’ wider IT stacks.
- Self-starter with the ability to work in a dynamic environment, empower a team, challenge legacy IT assumptions, frame clear TCO models, and align technology roadmaps with strategic business goals.
- Technical fluency in cloud architecture, data strategy, AI, integration, security, and enterprise transformation.
Nice To Haves
- Field sales management experience at a SaaS company focused on new business acquisition (M5 qualification).
- Experience co-selling joint platform solutions with AWS, GCP, and Global System Integrators.
Responsibilities
- Lead, coach, and mentor a field sales team of specialized Account Executives, fostering accountability, performance, and continuous development.
- Lead complex platform sales cycles of $500K+ ARR, coordinating pre-sales, value management, bid management, and sales support from discovery through negotiation and close.
- Oversee operational accountability for generating and executing formal AI/Platform Statements of Work and delivering phased technology roadmaps spanning 1–3 years.
- Maintain accurate forecasts and business models for senior leadership, and help the team apply a time-to-engage strategy based on corporate triggers.
- Coordinate business units and guide the team in co-selling platform solutions with AWS, GCP, and Global System Integrators.
- Build executive relationships and shape executive-level value propositions for CIOs, CTOs, and senior IT leaders.
- Coach the team on positioning Workday’s platform, extensibility, analytics, and autonomous agent capabilities within customers’ broader IT environments.
Benefits
- May be eligible for the Workday Bonus Plan or a role-specific commission/bonus.
- May be eligible for annual refresh stock grants.
- Workday describes a flexible work approach that combines in-person and remote work.
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What This Job Offers
Job Type
Full-time
Career Level
Manager
Education Level
No Education Listed
