Large Enterprise Customer Base Regional Sales Director - Healthcare

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.

As a Regional Sales Director you will use your extensive sales and leadership experience to lead, coach and mentor a team of Senior Account Executives selling Workday’s Solutions. You will lead a team of passionate, enthusiastic and motivated people who want to be part of one of the most innovative and disruptive cloud companies on the planet. In this role, you will:

• Be a key leader focused on driving new business for Workday

• Lead a team focused on driving complex sales cycles through orchestrating internal teams of pre-sales, value management, bid management, inside sales, marketing and sales support

• Use your experience to lead, coach and mentor a field sales team for your assigned territory 

• Employ  effective selling strategies to successfully position Workday as a viable cloud partner of choice to alternative to legacy ERP solutions.

• 12+ years of field sales experience at a SasS company, ideally focused on new business acquisition or equivalent relevant Workday sales experience
• Experience selling cloud/ SaaS/ ERP solutions
• Experience in cultivating relationships with partners and alliances
• Experience managing complex sales cycles from start to finish with a track record of successful revenue/quota attainment
• Experience as a leader in a team selling environment

• 2+ years of field sales management experience as a SaS company, ideally focused on new business acquisition, with additional
• 10+ years as a field sales representative
• Experience selling cloud/ SaaS/ ERP solutions
• Experience in cultivating relationships with partners and alliances
• Experience managing complex sales cycles from start to finish with a track record of successful revenue/quota attainment
• Experience as a leader in a team selling environment

• Understanding of the strategic competitive landscape by staying up to date with trends and customer needs so you can effectively position Workday solutions within accounts
• Proven experience of pulling together different business units to maximize on sales
• Experience maintaining accurate forecasting data and business modeling for senior leadership
• Self-starter attitude with the ability to work in a dynamic environment

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.

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