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Posted Apr 15, 2026

Transactional Sales Lead

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This is a remote position. MasterStart SA, the South African partner of MasterStart, is an edtech business that places human connection at the heart of our flexible and fully supported online learning programmes. Our portfolio of programmes empowers learners to grow, adapt and develop their careers in our fast-changing world. At MasterStart, we cultivate and champion competence, confidence, curiosity and character, equipping people not only with knowledge, but with the mindset and integrity required to apply it with impact. We are looking for a highly driven and operationally strong Transactional Sales Lead with 3-5 years experience to oversee the performance, processes, and reporting of the transactional sales function. This role combines hands-on selling with team leadership and operational excellence. ​ The successful candidate will be responsible for achieving individual revenue targets, managing a small but growing team, and ensuring a disciplined, data-driven approach to pipeline management and conversion. Initially, the role will manage one Transactional Sales Agent, with scope to scale. Responsibilities would include, but are not limited to: Sales Performance & Revenue Generation - Own and deliver against individual transactional sales targets - Drive new business acquisition through high-volume, fast, consultative sales cycleResponding to inbound enquiries from corporate contacts and small and medium business contacts - Running discovery calls to understand client needs and recommend the right online course or programme - Following up on leads and nurturing prospects  - Maintain a strong personal pipeline and consistently close deals - Identify and act on opportunities to improve conversion rates and deal velocity - Sharing feedback from prospects and clients with the Head of Sales to sharpen messaging and outreach Team Leadership & Development - Manage and support one Transactional Sales Agent (with future team growth expected) with responsibility for their day-to-day performance, growth, and onboarding - Set clear performance expectations and KPIs - Provide coaching, mentorship, and performance feedback - Foster a high-energy, target-driven team culture CRM & Pipeline Management - Own CRM discipline and best practices within the team - Build, manage, and optimise sales pipelines using CRM tools - Leverage CRM insights to forecast revenue and inform decision-making - Ensure data integrity and reporting accuracy ensuring  all CRM records are up to date across all pipeline stages. - Track your teams’ and own key metrics (activity, pipeline, conversion, revenue) and flag issues early - Identify operational inefficiencies and implement improvements Strategic Support - Support the Head of Sales in executing the transactional sales strategy - Contribute insights on market trends, customer behaviour, and sales performance to improve team performance. - Contribute positively to a high-energy, target-driven team culture - Assist in scaling processes and systems as the team grows recommending improvements to processes, playbooks, and team structure. - Support onboarding of new team members as the team grows Requirements Experience - 3-5 years of experience in sales, with a strong focus on transactional or high-volume sales environments Proven track record of consistently achieving or exceeding sales targets - Experience selling to B2B Corporate and SME clients Experience in a team lead or supervisory role preferred Strong experience using CRM systems (e.g., HubSpot, Salesforce, or similar) Skills & Competencies - Ability to manage a high volume of leads without losing quality or care - Highly organised with exceptional attention to detail - High energy, self-motivated, and results-driven - Strong analytical mindset with the ability to interpret sales data to guide your own performance - Excellent communication and interpersonal and active listening skills - Ability to operate both strategically and hands-on - Inform team-level decisions and strategy recommendations - Strong pipeline discipline, self-management and forecasting capability - Able to operate independently while staying aligned to team targets and processes Personal Attributes - Driven by targets and performance outcomes - Proactive and solutions-oriented - Consultative by nature, where you ask good questions and actually listen - Comfortable with change in a fast-paced, evolving environment and able to adapt quickly - Strong sense of ownership and accountability What We Offer: - Competitive Salary - Commission structure on top of base salary - A collaborative, high-energy sales environment - Real career growth potential as the transactional sales function scales - Hybrid working environment - The opportunity to work in a purpose-driven edtech company making a genuine impact in South Africa.
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