Regional Sales Director, Platform
- Canada Remote Type: Full Time We’re 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, we’re shaping the future of work so teams can reach their potential and focus on what matters most. We’re in this together, tackling big challenges with bold ideas and genuine care. Whether you're building smarter solutions, supporting customers, or creating a space where everyone belongs, you’ll do meaningful work with Workmates who’ve got your back. In return, we’ll 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, you’ve found a match in Workday, and we hope to be a match for you too. 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 Workday’s 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 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 customer’s broader technology ecosystem. 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. 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. Maintain accurate forecasting data and business modeling for senior leadership, while helping your team operationalize a "time to engage" strategy based on corporate triggers. Employ effective selling strategies by pulling together different business units to maximize sales, guiding your team to co-sell joint platform solutions with cloud hyperscaler partners (AWS, GCP) and Global System Integrators (GSIs). #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. M5 Regional Sales Director, Platform: 2+ years of field sales management experience at a SaaS company, ideally focused on recent 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 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. Domain & Technical Fluency: Strong technical credibility in modern enterprise IT architectures, cloud data foundations, API orchestration, data privacy/security, and AI/ML platform integration. Speaks the language of IT leadership. Understands the strategic competitive landscape by staying up to date with trends and customer needs so you can effectively coach your team to position Workday solutions. Proven experience pulling together different business units to maximize on sales and position Workday's extensibility, analytics, and autonomous agent capabilities as an interoperable component of a client's wider IT stack. Self-starter attitude with the ability to work in a dynamic environment, empowering your team to challenge legacy IT assumptions, frame clear TCO models, and align technology roadmaps to strategic business goals. Workday Pay Transparency

📌 District Sales Manager (Canada)
🏢 Workday
📍 Canada