Regional Sales Director, Enterprise Platform & AI Solutions

Workday, Inc.; Boston (MA); Hybrid; USD 174,000 - 261,000; Full time

Job summary

Workday, Inc. is seeking a Regional Sales Director for Large Enterprise Diversified Industries. You will lead a specialized sales team, drive multi-stakeholder platform deals, and orchestrate pre-sales, value management, and bid teams from discovery to close.

You’ll shape executive value propositions, manage SOWs and roadmaps, and coordinate co-selling with cloud partners. This role demands strong CIO/CTO engagement and proven revenue leadership.

Qualifications

• 8+ years selling cloud/SaaS/ERP/analytics to CIO/CTO.
• 8+ years managing complex sales cycles with revenue/quota attainment.
• 5+ years leading a sales team.

Responsibilities

• Lead a field sales team of specialized Account Executives and coach for accountability.
• Drive complex platform sales cycles ($500K+ ARR) with internal team orchestration.
• Oversee AI/Platform SOWs and 1–3 year technology roadmaps.
• Maintain accurate forecasts and business modeling for senior leadership.
• Coordinate co-selling with cloud hyperscalers and GSIs.

Skills

Cloud/SaaS sales

Enterprise sales

Executive relationships

Team leadership

CIO/CTO engagement

Job description

Workday, Inc. is seeking a Regional Sales Director for Large Enterprise Diversified Industries. You will lead a specialized sales team, drive multi-stakeholder platform deals, and orchestrate pre-sales, value management, and bid teams from discovery to close.

You’ll shape executive value propositions, manage SOWs and roadmaps, and coordinate co-selling with cloud partners. This role demands strong CIO/CTO engagement and proven revenue leadership.