Director / Head of Enterprise Sales

1 week ago

Johannesburg, Gauteng, South Africa Optiontown Full time R250 000 - R500 000 per year

We are transforming global travel with AI-powered subscription and optimization platforms that deliver unmatched flexibility, savings, and personalization for enterprises and their travelers. Backed by 20+ years of MIT-origin research and 20+ patents, we are expanding rapidly across Africa—and seeking a world-class enterprise sales leader to drive large-scale adoption.About the RoleWe are looking for a superstar enterprise sales leader—a proven closer who has sold multimillion-dollar contracts to large corporates, enterprises, and multinational organizations across South Africa.If you've spent the last 15–20 years shaping major deals, navigating complex procurement cycles, and building C-suite relationships that last, you're exactly who we want.Experience selling travel, corporate travel management solutions, aviation products/services, or enterprise SaaS for travel/expense optimization is a big plus.What You Will Do• Own the end-to-end enterprise sales strategy and pipeline for South Africa and the broader African region.• Identify, pitch, and close large enterprise deals (>$1M) with corporates, government organizations, and major travel buyers.• Build and expand strong relationships with CXOs, procurement heads, and finance leaders.• Deliver high-impact sales presentations and proposals tailored to enterprise travel optimization needs.• Work closely with product, marketing, and leadership teams to customize solutions for clients.• Drive country-level revenue goals and expansion milestones.• Represent the company at industry events, conferences, and with key travel ecosystem partners.What We're Looking For• 15–20+ years of enterprise sales experience with a track record of closing large, complex, multimillion-dollar deals.• Deep network across corporates, large enterprises, and government organizations in South Africa.• Strong experience in corporate travel, TMCs, airlines, travel technology, expense/travel optimization, or enterprise SaaS is highly desirable.• A true hunter with exceptional negotiation, relationship management, and deal-shaping skills.• Ability to work independently, deliver results, and thrive in a fast-growing, high-performance environment.• Outstanding communication and executive-level presentation skills.Why Join Us• Be part of a global AI-driven travel transformation backed by decades of R&D and industry leadership.• Build a category-defining product in one of the world's largest industries.• Work closely with a high-impact, founder-led team and help shape the next era of travel.• Competitive compensation with attractive performance-based incentives.

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