Enterprise Account Executive

About Stitch Stitch is a payments infrastructure company on a mission to make it easier for enterprise businesses to connect to the financial system and build better experiences for their customers. We are expanding the team to enable Stitch to broaden our product offering and extend our geographical footprint. We’re hiring an Enterprise Account Executive to drive new-logo revenue across South Africa. Reporting to the Head of Sales, you will own the full enterprise sales cycle - from strategic prospecting through to negotiation and closing of deals. This is purely a new business role focused on acquiring and closing complex, high-value enterprise opportunities. You’ll engage C-level and senior stakeholders, helping leading businesses transition from legacy payment infrastructure to Stitch’s enterprise-grade payment and data solutions. This role requires strong commercial ownership, strategic thinking, and the ability to navigate complex buying environments. Key Responsibilities Own and close new enterprise opportunities, driving net new revenue growth. Build and execute strategic account plans across priority enterprise targets. Develop and manage a high-quality pipeline through proactive outbound prospecting and network-driven lead generation. Lead complex, multi-threaded sales processes involving executive, technical, procurement, legal, and compliance stakeholders. Partner closely with Solutions, Product, and Leadership teams to design tailored commercial and technical proposals. Negotiate and structure commercial agreements with C-suite and senior decision-makers. Maintain accurate pipeline forecasting and reporting in HubSpot Requirements Knowledge & Skills Strong understanding of the South African fintech, banking, or payments landscape. Ability to sell complex technical solutions to both business and technical audiences. Demonstrated experience navigating long, multi-stakeholder enterprise sales cycles. Strong commercial acumen and negotiation capability. Comfortable operating in a fast-moving, high-growth environment with ambiguity. Excellent written and verbal communication skills.. Experience 5+ years of experience in enterprise B2B sales, with a focus on new business acquisition in South Africa. Proven track record of closing complex enterprise deals and consistently achieving or exceeding revenue targets. Experience selling payments, fintech, data, infrastructure, or API-driven solutions is highly preferred. Experience managing sophisticated sales processes with large enterprise customers. Proficiency using CRM systems (e.g., HubSpot) for pipeline management and forecasting. Benefits & Perks 🏖️ Remote-friendly Work We recognise and value the importance of enabling remote work and maintaining a globally distributed workforce. We cater to equitable employee experiences for both in-office and remote team members. We remain conscientious about ensuring a level playing field, especially around team events, business meeting practices, and office-driven benefits. While we facilitate remote work, we also see the value in bringing the full team together in person from time to time. 🎨 Stock Ownership* We believe in the power of ownership. That's why every full-time team member becomes a part-owner of Stitch. Our employee stock ownership plan ensures that when the company thrives, you do too. ⏰ Time Off* Taking time off from work is critical to ensure that you can take necessary breaks and have time for important life events outside of work. It also helps you manage your energy better. In line with this, we provide a generous annual leave policy, along with supportive family responsibility, parental, study, and long-tenure sabbatical leave options, designed to accommodate the diverse needs of our team. 📚 Learning & Development Fund* We are committed to the professional growth of our team. Each year, we allocate $3,000 per full time team member for learning and development, supporting a culture of continuous improvement and skill enhancement. 🩺 Health Insurance Contribution* Recognising the importance of health and well-being, we contribute to health insurance for all team members and provide group health insurance schemes in certain jurisdictions. 💻 Equipment To ensure our team has the tools they need, new members receive a brand-new Mac laptop along with the necessary peripheral equipment upon joining Stitch. 💜 Employee Assistance Programmes We care about the well-being of our team. Our Employee Assistance Programmes provide you with the necessary resources and support to not only excel in your job but also to thrive in your personal life. Whether it's counselling, advice, or support services, we're here to help every step of the way. Other notable benefits and perks Celebrations for important life and work milestones Daily team lunches in the Cape Town office Bi-annual work retreats New starter dinners Frequent team and company events Compliance with POPIA Our processing of your Personal Information is subject to, and in compliance with, the provisions of POPIA. Privacy and security of your information We will process your information only on instructions from you, which we are deemed to have received when you submit information on our website. We will maintain the confidentiality and security of such information per the standards contained in the POPIA, which requires us to adopt reasonable safeguards to protect the integrity and confidentiality of such information from unauthorized access, loss or destruction. *these benefits are applicable for full-time staff members but may not apply for fixed-term and part-time staff