Workday logo

Regional Sales Director, FSI

Workday

New York City, NY · FlexibleFull-time$174–261K/yrPosted 1 day agoStill listed today

Most applications go out cold — see where you stand first. No sign-up to start.

You apply on the employer's site, with no Olive account needed.

Watch jobs like this.

Don't just apply. Show up ready.

Olive works from this exact posting.

At a glance

Compensation
$174–261K/yr
Location
New York City, NYFlexible
Schedule
Full-time
Work Authorization
Not specified

Olive lists jobs from US employers, including remote roles you can work from the United States.

Job overview

Workday seeks a Regional Sales Director to lead, coach, and mentor a field sales team selling its solutions. The director will drive new business, guide complex sales cycles by coordinating internal teams, and position Workday against legacy ERP alternatives. The role calls for extensive sales and leadership experience, including cloud or SaaS sales, complex-cycle management, and team leadership.

Skills & qualifications

RequiredNice to have

Skills

Cloud SalesSaaS SalesERP SalesAnalytics SalesComplex Sales CyclesRevenue AttainmentQuota AttainmentField Sales ManagementTeam SellingCompetitive PositioningCross-Functional CollaborationSales ForecastingBusiness ModelingSelf-StarterAdaptability

Qualifications

8+ Years Cloud/SaaS/ERP/Analytics Sales8+ Years Complex Sales Cycles5+ Years Team Leadership2+ Years Field Sales Management8+ Years Field Sales Representative

Full job description

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. 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 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.

About You

Basic Qualifications (M4)

  • 8+ years experience selling cloud/ SaaS/ ERP/ analytics solutions
  • 8+ years experience managing complex sales cycles from start to finish with a track record of successful revenue/quota attainment
  • 5+ years experience as a leader in a team selling environment

Basic Qualifications (M5)

  • 2+ years of field sales management experience as a SaaS company, ideally focused on new business acquisition, with additional 8+ years as a field sales representative
  • 8+ Experience selling cloud/ SaaS/ ERP solutions
  • 8+ years experience managing complex sales cycles from start to finish with a track record of successful revenue/quota attainment
  • 5+ years experience as a leader in a team selling environment

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 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

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.NY.New York City

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.

Workday is committed to providing reasonable accommodations for qualified individuals during our application process, in order to perform one or more essential functions of their job, as well as regarding the use of AI tools for employment decision-making to any degree. Please see below for more details including how to request an accommodation as a qualified veteran, due to a disability or for religious reasons, or as otherwise provided under applicable law.

Workday prohibits taking adverse action against any candidate or employee for reporting a possible violation of this policy, requesting one or more work accommodations, exercising a privacy right, or cooperating in an investigation in accordance with applicable law. Any employee who retaliates against a candidate or employee for doing so may be subject to disciplinary action, up to and including termination of employment, to the fullest extent allowable under applicable law.

If you require a reasonable accommodation, you may email [email protected], as far in advance as possible.

Are you being referred to one of our roles? If so, ask your connection at Workday about our Employee Referral process! At Workday, we value our candidates’ privacy and data security. Workday will never ask candidates to apply to jobs through websites that are not Workday Careers.

Please be aware of sites that may ask for you to input your data in connection with a job posting that appears to be from Workday but is not.

In addition, Workday will never ask candidates to pay a recruiting fee, or pay for consulting or coaching services, in order to apply for a job at Workday.

How this job compares

Set against the 1,387 open Sales Director jobs on Olive Jobs, counted November 7, 2026.

Pay
  • This posting$174–261K/yr
  • New York median$163–238K/yr83 salary ranges
  • US median$151–226K/yr962 salary ranges

This range's midpoint, $218K, is 10% above the New York median midpoint ($198K) — in the middle half of Sales Director salary ranges in New York.

Openings
Olive Jobs lists 135 open Sales Director jobs in New York and 1,387 across the US. 18% of them nationwide are listed as remote or flexible.
Hiring the most in New York
Experience
This posting asks for at least 5 years of experience; Sales Director postings that state a minimum ask for 7 years at the median (1,067 postings).
Education
311 of the 1,387 open Sales Director jobs (22%) ask for a bachelor's degree or higher.

Counted across the open, public US postings on Olive Jobs on November 7, 2026. Pay medians are the middle values of the low ends and of the high ends of postings that list both ends of a range in the same cadence (a yearly salary or an hourly rate); a range's midpoint is halfway between its ends. Pay and experience figures resting on fewer than 20 postings are left out.

Prepare for this role

You've read the whole posting — now see how you match it.