About The Position

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 an experienced Regional Sales Director - SLED. The candidate will be an emotionally intelligent, proven coach who thrives when helping others, leverages data to drive decisions and is no stranger to a fast-paced sales environment. 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. OutSystems is the 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 a unified platform. OutSystems is consistently recognized as a leader in enterprise software development by Gartner, IDC, and Forrester, and ranked #1 in Customer Satisfaction by users on G2. Business leaders, IT executives and developers choose OutSystems to accelerate internal innovation without compromising reliability and security. Founded in 2001, the OutSystems ecosystem includes more than 85 million end users, over 600 partners, and thousands of active customers in 75+ countries across 20+ industries. Learn more at www.outsystems.com. Ready to join the global leader in AI Development and be part of a transformative journey? OutSystems awaits, where your talent meets unparalleled opportunity!

Requirements

  • 5+ years experience leading a quota-carrying, closing sales team
  • Leadership presence that team members will walk through walls for: Proven ability to coach, attract, and retain amazing sales talent
  • A competitive spirit who likes to win: Track record of consistently exceeding established goals
  • Experience closing large deals with complex sales cycles on complex large Enterprise Accounts
  • Excellent listening, negotiation and presentation skills
  • A love for the startup environment
  • A Bachelor's Degree

Responsibilities

  • Hire, lead, and coach a successful team of full-cycle sales professionals
  • Develop, motivate, and retain top performers
  • Attain overachievement of team sales goals
  • Engage your team with daily huddles, interactive meetings, and fun challenges
  • Manage activity and pipeline in Salesforce CRM to exceed your goals
  • Maintain accurate and on-time forecast reporting
  • Effectively lead your sales team to success hitting monthly, quarterly and annual sales goals
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