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Regional Vice President of Sales

United States 180750.00 - 250125.00 USD / Year · Job Posted February 20, 2026
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Job Description

OutSystems is seeking a dynamic and experienced Regional Vice President of Sales to develop and lead a high-performing sales team, focusing on driving net new sales growth and maximizing revenue in complex, large-scale enterprise accounts. This is a second line role, managing between 2 to 4 Regional Sales Directors with teams of between 8 - 16 AEs. This leader will play a key role in shaping the sales strategy, guiding account execution, and building strong, lasting relationships across the region.

Job Responsibility

  • Develop and Execute Sales Strategy: Lead the development of short- and long-term sales strategies, organizational design, annual budgeting, forecasting, and revenue targets
  • Lead the Sales Cycle: Oversee all stages of the sales cycle from prospecting to deal closure, including managing complex negotiations, conducting in-depth discovery with prospects and clients, and leveraging a solution-oriented Value Framework
  • Customer Relationship and Territory Management: Cultivate high-level relationships with key decision-makers across large, complex accounts
  • Partner Collaboration and Leadership: Lead the partner team to build and maintain strong relationships with strategic partners
  • Build, Develop, and Mentor Sales Team: Recruit, onboard, train, and inspire a highly skilled team of sales professionals
  • Accurate Forecasting and Pipeline Management: Consistently deliver precise forecasts, maintain a robust and well-qualified pipeline, and track all team activities against KPIs
  • Customer Insight and Feedback: Gather high-quality insights from customer interactions to help guide product strategy
  • Ethical Leadership: Model a commitment to ethical sales practices

Requirements

  • 10+ years successful field sales experience with a proven track record of breaking into new accounts and navigating through complex sales processes
  • 5+ years track record of building successful sales teams as well as previous experience as a second line leader
  • Proven success in solution selling and managing complex sales cycles
  • Strong understanding of territory management, targeting, and sales execution methodologies
  • Education: Bachelor’s degree required
  • MBA or advanced degree preferred
  • Ability to travel within the region as required to support goals and client relationships

What we offer

  • A company that is always growing, changing, and innovating
  • Real career opportunities
  • Work colleagues that are as smart, hard-working, and driven as you
  • Disrupting the status quo is in our DNA
  • We ask “why” a lot
  • Inclusive culture of diversity

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