Enterprise Sales - Manager / Sr Manager

Enterprise Sales Manager Who We Are? We're GrowthSchool. And we built Outskill. GrowthSchool started with one belief: you learn a skill fastest from the person actually doing it. So we partnered with the top 1% of instructors to build high-impact, cohort-based courses in personal and professional growth for learners around the world and used AI to make that learning personal at a scale a classroom never could. Then AI changed what " upskilling " even means. Roles started getting rewritten faster than curriculums could keep up, and the real divide stopped being skilled versus unskilled. It became AI-ready versus not. So, we built Outskill , our AI education arm, to close that gap, practical, implementation-first AI training for professionals, teams and enterprises. Today Outskill is one of the largest AI education companies in the world: 16M+ learners across 160+ countries , and programs running everywhere from individual upskilling to enterprise AI transformation. Our mission: Make 100 million people AI-ready by 2028. What that actually feels like day to day: we're 300+ people, backed by Sequoia, moving at a speed that surprises most people who join us. Products ship in weeks, not quarters. There's no thick layer of process between an idea and it going live. You'll own things visibly bigger than your title. Some experiments will fail publicly, and we'll talk about them openly on Monday. If you need a finished playbook before you start, this will be uncomfortable. If you'd rather write the playbook, you'll like it here. Why This Role Exists We're looking for a high-performing Enterprise Sales Manager / Senior Manager to own and scale our most strategic enterprise relationships. This role is responsible for driving end-to-end enterprise sales—from consultative discovery and solution design to commercial negotiations, deal closure, and long-term account growth. You'll work with global organizations to solve complex workforce transformation challenges through AI-powered learning solutions. This role requires exceptional consultative selling skills, executive presence, and the ability to navigate complex, multi-stakeholder buying journeys while building trusted relationships with senior business leaders. What You'll Do End-to-End Enterprise Sales Own the complete enterprise sales cycle, including prospecting, discovery, solution consulting, commercial negotiations, contract closure, onboarding, and account growth. Develop and execute winning sales strategies for large, multi-stakeholder enterprise opportunities. Drive new business acquisition while expanding strategic customer relationships. Pre-Sales & Solution Consulting Partner with Product, Marketing, and Learning teams to design tailored enterprise solutions aligned with customer business objectives. Lead executive presentations, solution demonstrations, RFP responses, proposals, and proof-of-concept engagements. Translate complex customer…