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Regional Vice President of Sales East

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OutSystems

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Location:
United States

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Category:

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Contract Type:
Not provided

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Salary:

180750.00 - 250125.00 USD / Year

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. The ideal candidate has a proven track record in managing sophisticated sales cycles, leading teams to surpass goals, and expanding presence in markets.

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. Ensure alignment with broader company objectives and sales targets, collaborating closely with senior leadership to refine the go-to-market approach.
  • 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. Drive the creation and finalization of opportunities to achieve or exceed regional goals.
  • Customer Relationship and Territory Management: Cultivate high-level relationships with key decision-makers across large, complex accounts. Serve as an executive sponsor on major deals and provide support to Sales Directors in managing territories, ensuring the right focus and actions in each account.
  • Partner Collaboration and Leadership: Lead the partner team to build and maintain strong relationships with strategic partners, coordinating efforts to maximize shared opportunities and drive success
  • Build, Develop, and Mentor Sales Team: Recruit, onboard, train, and inspire a highly skilled team of sales professionals. Guide Sales Directors in best sales practices, while empowering them to execute territory plans independently. Foster an environment of continuous learning and motivation.
  • Accurate Forecasting and Pipeline Management: Consistently deliver precise forecasts, maintain a robust and well-qualified pipeline, and track all team activities against KPIs. Ensure transparency and accountability in all sales reporting and team performance metrics.
  • Customer Insight and Feedback: Gather high-quality insights from customer interactions to help guide product strategy and ensure that solutions meet evolving customer needs. Contribute valuable feedback to align products and services with market demand and client objectives.
  • Ethical Leadership: Model a commitment to ethical sales practices, maintaining integrity in all business interactions and serving as a standard for the team and broader organization.

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. We challenge each other to innovate in our products, in our team, and how we use our own technology. And we give our teams space to be proactive and creative.
  • Real career opportunities. We care about growth and development. Yes, vertical career progression is a possibility, but it's not the only one. From lateral moves and joining different teams to mastering specialized skills, we support your growth no matter what your goals are.
  • Work colleagues that are as smart, hard-working, and driven as you. We act as one global OutSystems team, taking ownership and working together toward a shared vision.
  • Disrupting the status quo is in our DNA. In fact, it’s why our company exists.
  • We ask “why” a lot. It helps us connect our individual work to the bigger picture and sometimes even uncover a better way.
  • OutSystems nurtures an inclusive culture of diversity, where everyone feels empowered to be their authentic self and perform at their best. A company that embraces the creativity and innovation that comes through diverse perspectives. We are committed to creating a team that reflects society through inclusive programs and initiatives and are proud to be an equal opportunity employer.

Additional Information:

Job Posted:
February 20, 2026

Employment Type:
Fulltime
Work Type:
Remote work
Job Link Share:

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