Regional Sales Director, Workday

Large Enterprise Customer Base, FSI

$168-252k

+ This role may be eligible for the Workday Bonus Plan or a role-specific commission/bonus, as well as annual refresh stock grants

Expert level

Boston

New York

More information about location

Enterprise AI platform for managing HR and finance

Job no longer available

Enterprise AI platform for managing HR and finance

1001+ employees

B2BHRInternal toolsAnalyticsFinancial ServicesCloud Computing

Job no longer available

$168-252k

+ This role may be eligible for the Workday Bonus Plan or a role-specific commission/bonus, as well as annual refresh stock grants

Expert level

Boston

New York

More information about location

1001+ employees

B2BHRInternal toolsAnalyticsFinancial ServicesCloud Computing

Company mission

To leverage the power of AI to elevate humans and supercharge work, moving business forever forward.

Job

Company

Role

Who you are

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
~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
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

What the job involves

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
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
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

Our take

Workday is a cloud-based software vendor that provides management of workforces and finances. The company uses a single database for workforce management and financial management to offer integration and optimize business intelligence across companies. It has added to the packages and tools it offers over the years, providing analytic options that allow companies to combine third-party data with information collected by Workday.

The company has also grown through acquisitions and partnerships to broaden its capabilities.. Most recently, in 2025 it purchases Sana, an AI-driven enterprise knowledge and learning platform, to create a "new front door for work". This acquisition allows Workday to integrate Sana's AI-powered search, agents, and learning capabilities with its own data and workflows, allowing employees to access information, automate tasks, and complete their day entirely within Workday.

Through a combination of strategic acquisitions and in-house development, WOrkday has built a comprehensive suite of HR, financial, and enterprise tools. By focusing on innovation and AI-driven workflows, the company continues to push productivity and decision-making for organizations worldwide. Building on this track record, Workday is very much positioned for even more growth, reinforcing its status as a leader in shaping the future of work.

Kirsty

Company Specialist at Welcome to the Jungle

Insights

Top investors

16% employee growth in 12 months

Glassdoor (4.2)

Trustpilot (1.1)

Company

Funding (last 2 of 5 rounds)

Oct 2011

$85m

SERIES F

Apr 2009

$75m

SERIES E

Total funding: $215.3m

Company HQ

Pleasanton, CA

Leadership

Aneel Bhusri

(Co-Founder & Executive Chair)

Annel began his career at Morgan Stanley as a Corporate Finance Analyst. He then spent nearly 6 years at PeopleSoft as a Senior VP before co-founding Workday in 2005, where he has served as the CEO ever since.

Carl Eschenbach

(CEO)

Carl joined Workday in 2022 as Co-CEO, becoming CEO in 2024. He has also been a Partner at Sequoia Capital since 2016. Previously, he spent 14 years at VMware as President and COO and 3 years at Inktomi Corporation as the VP of North America Sales.

Peter Bailis

(CTO)

Prior to joining Workday in 2025, People was a VP of Engineering at Google. He also previously founded Sisu Data, where he served as the CEO for over 5 years.

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