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Transactional Sales Executive

Remote / Online - Candidates ideally in
Cape Town, 7100, South Africa
Listing for: MasterStart
Remote/Work from Home position
Listed on 2026-03-14
Job specializations:
  • Sales
    B2B Sales, Sales Development Rep/SDR
  • Business
Job Description & How to Apply Below

This is a remote position.

The Transactional Sales Executive is responsible for driving consistent monthly revenue through a combination of new business acquisition and upselling/cross-selling to existing clients.

This is a high-volume B2B sales role requiring strong pipeline discipline, commercial acumen, and the ability to engage confidently with decision-makers. The successful candidate will balance proactive new client generation with revenue expansion across the existing client base.

Key Responsibilities
The responsibilities outlined below are indicative of the role and may evolve in accordance with business needs.

Revenue Generation
  • Achieve and exceed monthly sales targets through a balanced mix of:

    • New business acquisition

    • Upselling and cross-selling to existing clients;

  • Build and manage a structured pipeline of new and existing opportunities; and

  • Maintain strong follow-up cadence to maximise conversion and revenue expansion.

New Business Development
  • Identify, qualify, and secure new B2B clients;

  • Conduct outbound prospecting via phone, email, and Linked In;

  • Engage HR leaders, L&D managers, department heads, and business owners; and

  • Convert first-time prospects into enrolled clients through structured, solution-led. conversations

Account Growth & Upselling
  • Proactively identify opportunities to expand revenue within existing accounts;

  • Position additional programmes aligned to client workforce development needs;

  • Build relationships with key decision-makers to unlock repeat business; and

  • Ensure high levels of client engagement to drive retention and recurring sales.

Sales Execution

  • Conduct needs analyses and recommend appropriate solutions;

  • Deliver professional written proposals and verbal presentations;

  • Maintain accurate CRM data, forecasting, and activity tracking; and

  • Operate effectively in a high-volume, transactional sales environment.

Requirements

Minimum Requirements

  • Minimum 2 years’ B2B sales experience with exposure to both new business and account growth;

  • Proven ability to achieve consistent monthly sales targets;

  • Experience operating in a high-volume sales environment;

  • Demonstrated passion for sales and performance-based roles;

  • Above-average written and verbal communication skills;

  • Solutions-oriented mindset with strong objection-handling ability;

  • Confidence engaging with key decision-makers; and

  • Strong pipeline management and follow-up discipline.

Preferred Qualifications and Experience

  • B or similar undergraduate qualification; or relevant work experience;

  • Background in education, professional development, or a related field; and

  • Experience selling training, education, or skills development solutions.

Core Competencies

  • Commercially driven and target-focused;

  • Strong balance between hunter (new business) and farmer (account growth);

  • Resilient and self-motivated;

  • Structured and process-oriented; and

  • Customer-centric with a consultative sales approach.

This role is suited to a high-energy sales professional who thrives in a performance environment and can simultaneously generate new opportunities while maximising revenue within existing client relationships.

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