Senior Account Executive - Toronto

Title: Senior Account Executive - Toronto Location: Canada - Remote There are NO limits to your career: come shape the future and be part of a truly unique global culture at OutSystems! The Senior Account Executive at OutSystems will cover an assigned territory, add new logos, manage the entire sales process from discovery to close, and will leverage his or her network to gain access to selling opportunities. The ideal candidate will have over 10 years of experience in a direct sales role and will have the ability to partner with System Integrators, Channel, and Alliance partners. They will have excellent communication and problem-solving skills along with the ability to be self-driven and to work independently. What You Will Lead/Do or Key Responsibilities Uncover and manage new selling opportunities in a geographic territory Call on and develop relationships with C-level executives across business and IT units for named accounts Execute a sales process that validates and qualifies the technical and business requirements of the customer in order to close the business Articulate the value proposition and be familiar with ROI and TCO tools at a business level to provide to Business Stakeholders Negotiate contracts, up-sell and cross-sell, build customer rapport Achieve sales quotas in a territory on a quarterly and annual basis by developing a sales strategy in the allocated territory with a target prospect list, and a regional sales plan to include selling with and through partners. Prospect, effectively qualify, and develop new sales opportunities and ongoing revenue streams from new and existing accounts. Work with Global and local SIs and Channel partners to promote OutSystems solutions Qualifications / What You Need To Succeed Bachelor’s Degree (or equivalent experience) 10+ years of direct and indirect selling experience within the enterprise software space and 3+ years within the application & application development space, SaaS. PaaS and Cloud offerings. Strong technical sales background with the ability to explain the business value to executives, experienced managing complex sales processes. Experience/ Success with named account selling model Proven track record of partnering with Global and Local System Integrators and Channel Partners. More about OutSystems 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. Working at OutSystems 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.