Regional Sales Director, Specialized Sales – Global Payroll

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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.

In this role, you will:

• 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.

About You

You are a hands-on sales leader who thrives in emerging product areas and can bridge the gap between complex technical integrations and business-level ROI. You have a proven track record of selling disruptive technologies—specifically enterprise payroll, EOR, or HCM platforms—and you excel at leading teams through consultative sales motions.

Basic Qualifications

• 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.

Other Qualifications

• 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.

Workday Pay Transparency Statement

The annualized base salary ranges for the primary location and any additional locations are listed below.  Workday pay ranges vary based on work location. As a part of the total compensation package, this role may be eligible for the Workday Bonus Plan or a role-specific commission/bonus, as well as annual refresh stock grants. Recruiters can share more detail during the hiring process. Each candidate’s compensation offer will be based on multiple factors including, but not limited to, geography, experience, skills, job duties, and business need, among other things. For more information regarding Workday’s comprehensive benefits, please click here.

Primary Location: USA.MA.Boston

 

Primary Location Base Pay Range: $174,000 USD - $261,000 USD

 

Additional US Location(s) Base Pay Range: $174,000 USD - $261,000 USD

Our Approach to Flexible Work
 

With Flex Work, we’re combining the best of both worlds: in-person time and remote. Our approach enables our teams to deepen connections, maintain a strong community, and do their best work. We know that flexibility can take shape in many ways, so rather than a number of required days in-office each week, we simply spend at least half (50%) of our time each quarter in the office or in the field with our customers, prospects, and partners (depending on role). This means you'll have the freedom to create a flexible schedule that caters to your business, team, and personal needs, while being intentional to make the most of time spent together. Those in our remote "home office" roles also have the opportunity to come together in our offices for important moments that matter.

Pursuant to applicable Fair Chance law, Workday will consider for employment qualified applicants with arrest and conviction records.

Workday is an Equal Opportunity Employer including individuals with disabilities and protected veterans.

At Workday, we are committed to providing an accessible and inclusive hiring experience where all candidates can fully demonstrate their skills. If you require assistance or an accommodation at any point, please email [email protected].

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