Regional Sales Director, Specialized Sales – Global Payroll

Island Work Transitions Inc

Boston, MA, US
Base: $174,000 usd - $261,000 usd; bonus/equity: e...
Fully remote
Enterprise payroll sales experience
Global payroll technology expertise
Team leadership and coaching
As the Regional Sales Director, you will lead the sales motion for Workday’s most advanced global payroll technology across North America while managing a team of Product Specialists

Job Summary

  • As the Regional Sales Director, you will lead the sales motion for Workday’s most advanced global payroll technology across North America while managing a team of Product Specialists.
  • Workday offers a culture rooted in integrity, empathy, and shared enthusiasm, providing trust, tools, and support for long-term employee growth.
  • The role involves driving unified go-to-market execution, championing the global growth narrative, and leading demand generation initiatives for an AI-powered enterprise platform.

Matching Summary

As the Regional Sales Director, you will lead the sales motion for Workday’s most advanced global payroll technology across North America while managing a team of Product Specialists.

Salary

Base: $174,000 USD - $261,000 USD; Bonus/Equity: Eligible for bonus/commission and stock grants; Benefits: Comprehensive benefits package

Skills & Requirements

Must-have

  • enterprise payroll sales experience
  • global payroll technology expertise
  • team leadership and coaching
  • complex enterprise sales management
  • consultative sales skills
  • bi-directional API integration knowledge

Nice-to-have

  • strategic mindset with data-driven insights
  • resilience in fast-paced environments
  • executive presence with senior stakeholders
  • collaborative and empathetic culture fit

Key Requirements

  • 5+ years enterprise sales experience
  • 2+ years sales or professional services management
  • 5+ years selling or implementing payroll/EOR/HCM SaaS
  • experience working with C-suite executives
  • proven quota attainment record
  • deep understanding of multi-country compliance

Work Rights

Not specified

Tailored Resume

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