There are NO limits to your career: come shape the future and be part of a truly unique global culture at OutSystems!
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 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.
Key Responsibilities:
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.
Qualifications:
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.
OutSystems is a leading AI Development Platform built for the enterprise. Global organizations trust OutSystems to rapidly build mission-critical apps and agents, modernize legacy processes with agentic systems, and govern their entire AI portfolio across complex regulatory environments, all on one unified platform.
As the future becomes agentic, our customers need us now more than ever. While AI has opened the door to extraordinary possibilities, most large organizations find themselves stuck on one side of the "enterprise gap" because AI by itself doesn't solve their complex use cases and business challenges. OutSystems bridges the "enterprise gap" by combining the speed of generative AI with a deterministic, enterprise-grade framework. We provide the tools for teams of any size to deliver high-quality, reliable AI solutions that drive real business impact.
We are looking for passionate, talented, and motivated people to join us as we empower organizations to build, deploy, and scale the next generation of enterprise software. While we are leading the charge into the agentic era, our mission is broader: we are the platform enterprise leaders trust to evolve their entire business, accelerating innovation through secure, governed human-AI collaboration.
OutSystems is a global company, with more than 900k developer community members, 1,700 employees, more than 600 partners, and thousands of active customers in over 75 countries and across 21 industries. Founded in 2001, OutSystems now has offices in the United States, United Kingdom, the Netherlands, Portugal, Germany, the UAE, Japan, Hong Kong, Malaysia, Australia, India, and Singapore, and includes a thriving, worldwide community of remote employees.
Our customers are some of the world's most recognizable brands across diverse industries— such as Toyota, Heineken, Bosch, KeyBank, and UCLA—who trust OutSystems to deliver ROI and transformational impact.
Consistently recognized as a leader by top analyst firms Gartner, IDC and Forrester, OutSystems continues to shape the future of enterprise software development in the agentic era. We are proud to be named a leader in more than 100 categories on G2, including #1 in Customer Satisfaction in Enterprise Low Code Development, and most recently as a leader in AI Agent Building in the G2 Spring 2026 Reports.
Our culture is built on our core values of Trust, Customer Success, Innovation, and Alignment. We operate as one global OutSystems team, taking ownership to pursue our vision of being the AI platform enterprise leaders trust to build, secure, and evolve their most critical applications and systems.
What do we have to offer you?
A company at the vanguard of the agentic revolution, where we don’t just react to AI innovation—we architect it. Joining OutSystems means stepping onto a high-growth rocket ship that combines the fearless agility of a startup with the sophisticated, global foundation of an enterprise powerhouse.
Real growth opportunities. We don't just talk about development; we invest in it through structured programs designed to scale your expertise. Whether you are aiming for vertical progression, exploring lateral moves into new domains, or mastering specialized AI skills through our Professional Development Fund and Internal Mobility Program, we provide the resources to get you there.
A global collective of world-class talent, where you’ll collaborate with enterprise software legends and sought-after thought leaders. At OutSystems, our industry experts aren't just visionaries—they are accessible, approachable mentors who are deeply invested in your growth as we architect the agentic future together.
OutSystems nurtures an inclusive culture where talented individuals from all backgrounds are empowered to learn, experiment and make an impact. . We believe that driving our next phase of growth requires the radical creativity that only comes from diverse perspectives. We are committed to building a team as global and diverse as the organizations we serve, ensuring every individual can perform to their full potential. As an equal opportunity employer, all qualified applicants receive equal consideration regardless of race, origin, religion, sex, sexual orientation, gender identity, disability, veteran status, or any other protected status.
