Regional Sales Director, Specialized Sales – Global Payroll

Workday • Boston, MA

4d • Hybrid

About The Position

Your work days are brighter here. 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. The minute you join, you’ll 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. We’re 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, 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. About the Team The Specialized Product Sales team drives the adoption of Workday’s most innovative and strategic solutions, including those redefining the global employee experience through automation and embedded technology. We are seeking an exceptional sales leader to join this team in North America, focused on Workday GO Global Payroll. This team is at the forefront of Workday’s "Intelligent Enterprise" narrative, helping organizations move beyond fragmented legacy systems to a unified, cloud-first global payroll model. Workday GO, powered by Remote’s embedded technology, allows companies to hire, pay, and manage distributed teams in 180+ countries directly within the Workday environment. About the Role As the Regional Sales Director (RSD) for the Global Payroll CoE, you will lead the sales motion for Workday’s most advanced global payroll technology across North America. You will manage a team of Product Specialists while personally engaging in high-impact opportunities to differentiate Workday as the leading platform for global workforce management.

Requirements

• 5+ years of experience in enterprise sales, product, or pre-sales roles selling to C-Level executives (CFO, CHRO, CIO).
• 2+ years of sales management experience in a SaaS environment, with accountability for team performance.
• 5+ years selling enterprise payroll, global employment (EOR), or HR SaaS solutions.
• 5+ years of experience managing complex enterprise sales cycles end-to-end with a consistent record of quota attainment.

Nice To Haves

• Global Payroll & EOR Expertise: Deep understanding of distributed workforce solutions, international HRIS, and the complexities of multi-country compliance.
• Technical Acumen: Strong understanding of bi-directional API integrations and how automation applies to enterprise payroll use cases.
• Executive Presence: Proven ability to engage and influence senior stakeholders (CFO, VP of Payroll, CHRO) by articulating the competitive advantage of a connected, cloud-first technology.
• Strategic Mindset: Ability to incorporate data-driven insights and forecasting into sales strategy.
• Self-Starter: Resilience and adaptability to operate effectively in a fast-paced, evolving product environment.

Responsibilities

• Drive Unified GTM Execution: Operate with a GM mindset to partner with Core HCM and Financials sellers, Solution Consulting, and Partners to maximize pipeline for the Workday GO motion.
• Lead & Coach: Hire, lead, and mentor a team of Product Sales Specialists focused on Workday’s Global Payroll solutions.
• Champion the Global Growth Narrative: Guide complex enterprise sales motions by evangelizing how Workday GO eliminates the need for third-party payroll bureaus and local legal entities.
• Persona-Based Value Proposition: CFOs & Finance Leaders: Articulate the value of consolidated global labor spend and real-time reporting in a single currency.
• CHROs & People Ops: Demonstrate how embedded EOR and payroll services provide a seamless, high-quality experience for international hires.
• Payroll & IT Leaders: Position the "Workday-first" integration, showing how bi-directional data transfer reduces manual errors and administrative burdens by 15-20 hours a week.
• Demand Generation: Lead initiatives that advance Workday’s vision for an open, extensible, and AI-powered enterprise platform.

What This Job Offers

• Job Type: Full-time
• Career Level: Director
• Education Level: No Education Listed
• Number of Employees: 5,001-10,000 employees