Table of Contents
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Job Overview
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About Workday – A Leader in the Future of Work
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Available Jobs and Related Roles at Workday
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Senior Regional Sales Director Jobs 2025 – Role Description
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Key Job Responsibilities
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Why This Senior Regional Sales Director Role at Workday?
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Requirements and Eligibility
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How to Apply for This Role
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FAQs – Senior Regional Sales Director Jobs 2025
Job Overview
Job Title: Senior Regional Sales Director, Large Enterprise – Riyadh, KSA
Company: Workday
Location: UAE – Dubai (Flex / hybrid, serving Riyadh and KSA market)
Department: Field Sales – Large Enterprise
Employment Type: Full Time
Job Requisition ID: JR-0101936
If you’re actively exploring senior regional sales director jobs in the SaaS and digital transformation space, this opportunity with Workday is a standout.
Based in Dubai on a flexible (Flex) hybrid model, you will lead Workday’s Large Enterprise sales focus for Riyadh and the wider Saudi market. This isn’t just a maintenance role—you’ll be helping establish and scale Workday’s presence in a strategic region, building a high-performing team of Account Executives and driving net new large enterprise deals.
You report into a new Regional Manager and play a foundational role in defining the initial customer base and growth trajectory for Workday’s enterprise cloud platform in KSA.
About Workday – A Leader in the Future of Work
When evaluating senior regional sales director jobs, it’s crucial to look at the company behind the role.
Workday is a Fortune 500 company and a leading AI-powered cloud platform for managing:
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People (Human Capital Management)
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Money (Financial Management & Planning)
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Agents and intelligent workflows
Workday helps organizations modernize HR, finance, and operations, empowering them to make better decisions and move faster in an ever-changing world.
Key aspects of Workday’s culture and value proposition:
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A mission to make hard work pay off—for employees, customers, and communities
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A culture rooted in integrity, empathy, inclusion, and shared enthusiasm
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A strong emphasis on collaboration and “winning as a team”
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Investment in people for the long haul through coaching, learning, and clear career paths
The Sales organization, and particularly the Field Sales team for Large Enterprise, is central to Workday’s strategy. As a Senior Regional Sales Director, you’ll be part of the group that takes Workday’s innovation to some of the largest organizations in the region.
Available Jobs and Related Roles at Workday
Professionals exploring senior regional sales director jobs often compare multiple leadership opportunities across SaaS and enterprise tech. Besides this Workday role, you might see:
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Regional Sales Director – Enterprise or mid-market segments
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Country Sales Director – KSA or GCC
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Enterprise Account Executive – Large Enterprise SaaS
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VP / Head of Sales – Middle East or EMEA
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Strategic Accounts Director – Cloud or HCM/ERP platforms
Within Workday specifically, career progression paths from this role could include:
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Regional Manager / Country Manager for wider territories
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VP Sales or broader regional leadership positions
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Global sales or go-to-market leadership roles
Senior regional sales director jobs 2025 – Role Description
Among senior regional sales director jobs 2025, this Workday position is particularly attractive because it combines:
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Regional leadership
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Net new market build-out
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Enterprise SaaS sales in a high-growth space
As Senior Regional Sales Director, Large Enterprise – Riyadh, KSA, you will:
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Lead, coach, and develop a team of Account Executives focused on Large Enterprise new business
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Own Workday’s net new large enterprise sales strategy for Saudi Arabia, from a base in Dubai
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Help establish Workday’s market presence and customer footprint in KSA
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Drive digital transformation conversations at C-level across multiple verticals
You’ll balance hands-on sales leadership with strategic planning and team development, making this ideal for senior sales professionals who love building teams, shaping markets, and closing complex deals.
Key Job Responsibilities
This role covers leadership, strategy, team coaching, and direct involvement in high-value enterprise opportunities.
1. Team Leadership and Development
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Lead and develop a team of highly skilled, opportunity-creating Account Executives
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Provide ongoing coaching on:
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Pipeline generation
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Deal strategy and qualification
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Value-based selling and negotiation
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Foster a culture based on integrity, collaboration, and accountability
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Help each team member build and execute a plan to consistently hit or exceed their quota
2. Ownership of Large Enterprise New Business in KSA
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Take full responsibility for net new Large Enterprise sales in Saudi Arabia, with a strong focus on Riyadh
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Ensure robust pipeline generation activities across your team
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Drive opportunities from early discovery to successful close, coaching AEs at each stage of the cycle
3. Managing Complex Enterprise Sales Cycles
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Guide your team in navigating complex, multi-stakeholder sales cycles
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Support Account Executives in leading executive-level, business-outcome-driven conversations
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Oversee negotiation planning, commercial strategy, and contract closure
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Ensure Workday’s long-term value is clearly articulated and understood by customer decision-makers
4. Territory and Account Planning
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Design an equitable and strategic territory coverage model
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Ensure fair distribution of opportunity and clear account ownership across your team
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Support Account Executives in building detailed account plans for key targets and strategic accounts
5. Executive Relationship Management
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Build and maintain strong relationships with C-level executives and key stakeholders within target organizations
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Engage across multiple verticals, bringing a deep understanding of business transformation and cloud adoption
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Represent Workday at key customer meetings and industry events
6. Cross-Functional Orchestration
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Collaborate closely with:
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Solution Consultants and pre-sales experts
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Marketing and demand generation teams
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Customer Success and Professional Services
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Partner ecosystem and system integrators
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Orchestrate resources effectively to support strategic pursuits and accelerate deals
7. Championing Workday’s Culture and Flex Model
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Model Workday’s cultural values of integrity, empathy, and shared enthusiasm
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Support Workmates in leveraging the Flex model while maintaining alignment and strong results
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Encourage wellbeing, work-life balance, and personal development across your team
Why This Senior Regional Sales Director Role at Workday?
When comparing senior regional sales director jobs, consider what makes this opportunity unique:
1. Market-Building and Strategic Impact
You’re not stepping into a static territory. You’re helping establish Workday’s presence in KSA, defining:
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Early strategic customer wins
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Market positioning and go-to-market motion
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Long-term account strategy and expansion
This means high visibility, high impact, and a meaningful legacy in the region.
2. High-Growth SaaS and Digital Transformation
Workday operates at the heart of enterprise digital transformation—HR, finance, planning, and operations. As Senior Regional Sales Director, you’ll:
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Lead transformation deals that fundamentally reshape how organizations operate
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Work in a segment (enterprise SaaS) that continues to experience strong growth
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Stay close to the latest developments in AI, automation, and cloud platforms
3. People-First Culture and Flexibility
Workday emphasizes:
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A people-centric culture where employees are trusted and supported
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Flex / hybrid work arrangements
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Investment in career development and leadership growth
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Equal opportunity, diverse teams, and inclusive practices
This matters for experienced leaders who want an environment that supports both high performance and personal wellbeing.
4. Strong Platform for Future Leadership
For those targeting long-term careers in sales leadership, this role offers:
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Exposure to executive leadership at Workday
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Credibility from owning a strategic, high-value market
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Experience managing cross-border enterprise sales and multi-vertical engagements
Success here can naturally lead to broader regional roles or global leadership opportunities.
Requirements and Eligibility
To succeed in this role—and in similar senior regional sales director jobs—you’ll need a strong blend of experience, skills, and personal attributes.
Basic Qualifications
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12+ years of experience in the SaaS industry, working within business applications or digital transformation
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Proven ability to manage complex, multi-stakeholder enterprise sales cycles from start to finish
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8+ years of experience managing a team of high-performing Account Executives focused on new business
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Proven experience selling into the region (GCC / KSA)
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Excellent verbal and written communication skills in English and Arabic
Other Qualifications
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Demonstrable success leading teams in complex, team-based sales environments
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Self-starter mindset with the ability to thrive in a dynamic, high-growth context
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Strong understanding of the competitive SaaS and cloud landscape in the Middle East
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Track record as a first- or second-line sales leader, ideally focused on new logo acquisition
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High level of accountability and ownership in a fast-moving environment
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Well above-average communication and storytelling skills
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Recognized as a fast-learner, self-starter, and agent of change
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Team player and excellent orchestrator across internal and external stakeholders
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Proficiency in a variety of selling methodologies, with an ability to coach and teach these approaches to your team
Location and Work Setup
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Role is posted as Flex, combining office presence (UAE.Dubai) with remote working options
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Requires frequent engagement with customers and stakeholders in Riyadh and across KSA
How to Apply for This Role
If this opportunity aligns with your goals and experience in senior regional sales director jobs, here’s how to move forward:
FAQs – Senior Regional Sales Director Jobs 2025
1. Is this role based in Dubai or Riyadh?
The role is listed under UAE.Dubai with a Flex model, but the primary market focus is Riyadh and the wider KSA Large Enterprise segment. You’ll likely travel frequently to Saudi Arabia.
2. Do I need to speak Arabic for this Senior Regional Sales Director role?
Yes. The job description specifies excellent skills in both English and Arabic, which are essential for building relationships with enterprise customers and stakeholders in KSA.
3. Is prior SaaS experience mandatory for senior regional sales director jobs like this?
For this role, yes—12+ years in SaaS or business applications is required. Experience in digital transformation and cloud-based solutions is especially relevant.
4. What makes this different from other senior regional sales director jobs in the region?
Key differentiators:
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You’re building and scaling a strategic market (KSA) for a global leader in enterprise SaaS
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The role combines team leadership, new business acquisition, and market strategy
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Workday’s culture offers strong support, flexibility, and long-term career development
5. Can this role lead to higher-level positions?
Absolutely. Strong performance here can pave the way to:
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Country Manager or Regional Manager roles
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Broader sales leadership across multiple countries or regions
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Senior go-to-market or strategic leadership positions within Workday
If you’re a proven SaaS sales leader ready to lead a high-impact team, build a strategic market, and drive enterprise transformation, this Workday opportunity is one of the most compelling senior regional sales director jobs 2025—offering scope, influence, and a culture designed to help you and your team do your best work.