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Regional Sales Director, Platform - Medium Enterprise Diversified Industries

Workday

Chicago, ILJobSeen 3 days agoSeen in employer's feed 3 days ago

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At a glance

Compensation
No compensation found
Location
Chicago, IL
Work Authorization
Not specified

Olive lists jobs from US employers, including remote roles you can work from the United States.

Job overview

Workday is building a specialized sales team focused on platform, data, analytics, AI, and extensibility solutions for the Office of the CIO. The Regional Sales Director leads and coaches Account Executives, guides complex enterprise sales, and builds executive relationships with CIOs, CTOs, and senior IT leaders. The role also oversees deal governance, forecasting, technology roadmaps, and co-selling with cloud and systems integration partners.

Skills & qualifications

RequiredNice to have

Skills

Sales LeadershipSales CoachingComplex Sales CyclesRevenue AttainmentCloud SolutionsSaaS SolutionsERP SolutionsAnalytics SolutionsPlatform SolutionsEnterprise DataAI SolutionsExecutive RelationshipsCloud ArchitectureData StrategyIntegrationSecurityEnterprise Transformation

Qualifications

8+ Years Cloud/SaaS/ERP/Analytics Sales8+ Years Complex Sales Cycles5+ Years Team Sales Leadership2+ Years Field Sales Management8+ Years Field Sales Representative Experience

Full job description

This job was posted by https://illinoisjoblink.illinois.gov : For more information, please see: https://illinoisjoblink.illinois.gov/jobs/13829036 Your work days are brighter here. Were obsessed with making hard work pay off, for our people, our customers, and the world around us. As a Fortune 500 company and a leading AI platform for managing people, money, and agents, were shaping the future of work so teams can reach their potential and focus on what matters most. The minute you join, youll feel it. Not just in the products we build, but in how we show up for each other. Our culture is rooted in integrity, empathy, and shared enthusiasm. Were in this together, tackling big challenges with bold ideas and genuine care. We look for curious minds and courageous collaborators who bring sun-drenched optimism and drive. Whether you're building smarter solutions, supporting customers, or creating a space where everyone belongs, youll do meaningful work with Workmates whove got your back. In return, well give you the trust to take risks, the tools to grow, the skills to develop and the support of a company invested in you for the long haul. So, if you want to inspire a brighter work day for everyone, including yourself, youve found a match in Workday, and we hope to be a match for you too. About the Team Workday is building a new specialized sales team focused on selling platform, data, analytics, AI, and extensibility solutions into the Office of the CIO. This team will partner with enterprise customers to help IT leaders modernize their technology strategies, unlock business value from Workdays platform, and align innovation roadmaps to strategic business outcomes.\ \ The Revenue organization at Workday balances integrity, innovation, accountability, and collaboration. We are looking for an experienced sales leader who can build trusted executive relationships, coach high performing sellers, and help accelerate market adoption in a dynamic growth area for Workday About the Role You are an experienced enterprise sales leader who combines technical fluency, executive presence, and disciplined sales execution. You have led teams through complex, multi stakeholder sales cycles and are comfortable engaging directly with CIOs, CTOs, and senior IT leaders. You know how to coach sellers, orchestrate internal resources, shape executive-level value propositions, and create accountability around pipeline generation, forecast accuracy, and revenue performance. You bring credibility in conversations about cloud architecture, data strategy, AI, integration, security, and enterprise transformation, and you can help your team position Workday as a strategic platform within a customers broader technology ecosystem. Key Focus & Responsibilities - Team Leadership & Coaching: Use your experience to lead, coach, and mentor a field sales team of specialized Account Executives. Drive a culture of accountability, performance, and continuous development. - Deal Strategy & Orchestration: Lead a team focused on driving complex platform sales cycles ($500K+ ARR) by orchestrating internal teams of pre-sales, value management, bid management, and sales support from initial discovery through negotiation and closing. - SOW, Roadmap, & Deal Governance: Oversee your team's operational accountability for generating and executing formal AI/Platform Statements of Work (SOWs) and delivering 13 year phased technology roadmaps. - Forecasting & Business Modeling: Maintain accurate forecasting data and business modeling for senior leadership, while helping your team operationalize a "time to engage" strategy based on corporate triggers. - Hyperscaler & Partner Co-Selling: Employ effective selling strategies by pulling together different business units to maximize sales, guiding y ur team to co-sell joint platform solutions with cloud hyperscaler partners (AWS, GCP) and Global System Integrators (GSIs). #platformjobs About You Basic Qualifications M4 Regional Sales Director, Platform: - 8+ years experience selling cloud/SaaS/ERP/analytics solutions, with a specific focus on complex platform, enterprise data, or AI/analytics solutions directly to the Office of the CIO or CTO. - 8+ years experience managing complex sales cycles from start to finish with a track record of successful revenue/quota attainment. - 5+ years experience as a leader in a team selling environment. M5 Regional Sales Director, Platform: 2+ years of field sales management experience at a SaaS company, ideally focused on new business acquisition, with an additional 8+ years as a field sales representative. 8+ years experience selling cloud/SaaS/ERP/analytics solutions, with a specific focus on complex platform, enterprise data, or AI/analytics solutions directly to the Office

How this job compares

Set against the 1,317 open Sales Director jobs on Olive Jobs, counted November 3, 2026.

Pay
  • This postingNot listed
  • Illinois median$140–218K/yr43 salary ranges
  • US median$29–39/hr33 hourly ranges
Openings
Olive Jobs lists 60 open Sales Director jobs in Illinois and 1,317 across the US. 17% of them nationwide are listed as remote or flexible.
Hiring the most in Illinois
Experience
This posting asks for at least 8 years of experience; Sales Director postings that state a minimum ask for 7 years at the median (1,016 postings).
Education
311 of the 1,317 open Sales Director jobs (24%) ask for a bachelor's degree or higher.

Counted across the open, public US postings on Olive Jobs on November 3, 2026. Pay medians are the middle values of the low ends and of the high ends of postings that list both ends of a range in the same cadence (a yearly salary or an hourly rate); a range's midpoint is halfway between its ends. Pay and experience figures resting on fewer than 20 postings are left out.

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