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Regional Sales Director, Office CFO

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: Workday
Full Time position
Listed on 2026-02-17
Job specializations:
  • Management
    Account Manager
Salary/Wage Range or Industry Benchmark: 100000 - 125000 USD Yearly USD 100000.00 125000.00 YEAR
Job Description & How to Apply Below
Position: Regional Sales Director, Office of the CFO

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

Workmates pride themselves on winning while having fun! That means supporting each other while driving accountability for amazing results and performance. This team is no different. Everything we do inspires a brighter work day for all. The Enterprise Management Sales team at Workday helps the company to continue to grow by balancing integrity and innovation, ensuring Workmates have the environment to bring their best self, and get better by pushing and developing themselves and the Workmates around them.

We are looking for an exceptional leader with a stellar sales record that will capitalize on strategic accounts, be a self-starter and love working in a dynamic environment with an amazing team of people. You will lead a team of sellers dedicated to driving growth for our oCFO products to customers and prospects in the financial services industry.

About

The Role

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 oCFO 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 oCFO business for Workday’s financial services group by leveraging your unique ERP and industry acumen.
  • Lead a team focused on driving complex sales cycles through orchestration of internal teams including solution consulting, value management, bid management, inside sales, marketing, customer success, and sales support.
  • Be a go-to resource for oCFO Product Strategy, serving as a primary 'feedback loop' of customer need.
  • Use your experience to lead, coach and mentor a field sales team for your assigned territory, acting as a 'player/coach’ who balances closing deals with skill development for your team.
  • Employ effective selling strategies to successfully position Workday as a viable cloud partner of choice to alternative ERP solutions, including leveraging your fluency with our partner ecosystem to drive co‑selling success.
About You Basic Qualifications
  • 2+ years of field sales management experience at a SaaS company, ideally focused on new business acquisition, with additional ~10+ years as a field sales representative
  • Experience selling ERP, or ERP‑adjacent solutions to customers in the financial services industry
  • Proven track record of competing against and winning over legacy ERP providers, including Oracle, SAP, and Net Suite
  • Experience in cultivating relationships with the partner ecosystem (ISVs, GSIs, Private Equity, and more).
  • Experience managing complex sales cycles in a team‑selling environment from start to finish with a track record of successful revenue/quota attainment.
Other Qualifications
  • 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…
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