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Cape Town City Centre: Group Operations & Commercial Lead – Media & Retail

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Job Description

About the Role

Join Step Into Legacy as a Group Operations & Commercial Lead for Media & Retail, playing a pivotal role in the growth and success of three entrepreneurial companies in the digital out-of-home (DOOH), retail media, and subscription-based adtech space. This is an exceptional opportunity to lead operations across multiple companies, drive strategic priorities, and prepare for co-ownership or leadership succession over five years.

Key Responsibilities

  • Partner with the Founder to define and drive strategic priorities across all companies.
  • Oversee multi-disciplinary functions including commercial negotiations, client relations, project management, and strategic partnerships.
  • Lead planning, execution, and monitoring of high-impact initiatives and deals.
  • Ensure operational excellence, financial discipline, and growth metrics are met.
  • Act as primary liaison with external stakeholders, property owners, advertisers, engineers, agents, and corporate clients.
  • Negotiate commercial contracts and major deals aligned with company goals.
  • Support pricing strategy, revenue forecasts, and new revenue stream development.
  • Mentor and coordinate core team members to deliver performance and results.
  • Foster a professional, accountable, and entrepreneurial culture across the businesses.
  • Drive collaborative implementation of modern tools, systems, and communication mechanisms.
  • Help identify new market opportunities and business models.
  • Contribute to long-term planning for ownership transition and legacy succession.

Requirements

  • Business acumen: Commercial thinking and ability to translate strategy into measurable results.
  • Communication: Articulate, persuasive, and professional in all business environments.
  • Negotiation: Confident in negotiating deals and commercial contracts.
  • Industry insight: Strong familiarity with media, advertising, retail infrastructure, and client-facing roles (or the ability to learn quickly).
  • Leadership: Capable of driving teams, managing stakeholders, and aligning operations across companies.
  • Adaptability: Comfortable wearing multiple hats, solving complex problems, and operating with agility.
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Qualifications

Bachelors degree in Business, Marketing, Media, Commerce, or equivalent (preferred). Proven experience in business operations, sales leadership, consulting, strategy, or media. Experience in digital media, advertising, or retail ecosystems an advantage.

Salary & Benefits

Not specified.

How to Apply

Click the green “Go Apply” button below to apply directly online with the employer.

About Sales Jobs in Cape Town Region

Cape Town’s sales landscape is shaped by the city’s strong economy, diverse industry base, and growing demand for innovative solutions. Typically, sales professionals in this region can expect to find opportunities across various sectors, including technology, financial services, manufacturing, and e-commerce. Generally, these roles require a combination of interpersonal skills, business acumen, and technical knowledge to drive revenue growth and customer satisfaction.

In terms of compensation, salaries for sales positions in Cape Town vary widely depending on factors such as experience, company size, industry sector, and individual performance. Typically, common salary ranges for entry-level sales roles start around R200 000 – R400 000 per annum, with experienced professionals earning upwards of R600 000 – R1 million or more. However, it is essential to note that these figures are broad estimates and may not reflect actual salaries for specific job openings.

Common skills required for success in sales roles include strong communication and interpersonal skills, the ability to build rapport with customers and stakeholders, a solid understanding of industry trends and market dynamics, and proficiency in CRM software and sales tools. Often, sales professionals also benefit from technical knowledge in areas such as data analysis, marketing, or product development. In addition, many employers place a high value on sales candidates with strong business acumen, problem-solving skills, and the ability to work independently.

Sales roles can be found across various industries, including technology, financial services, manufacturing, and e-commerce. The financial services sector, for example, commonly employs sales professionals to build relationships with clients and promote financial products. Similarly, the technology industry often requires sales talent to drive revenue growth through product sales and partnerships. Manufacturing and e-commerce sectors also frequently rely on skilled sales professionals to expand their customer base and increase market share.

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Career development opportunities are available in sales roles, with many employers investing in training and development programs to enhance employee skills and knowledge. Typically, successful sales professionals can expect to progress to leadership roles or transition into specialized areas such as account management, business development, or sales strategy. With experience and a strong track record of performance, sales talent can also pursue opportunities in related fields such as marketing, product management, or entrepreneurship.


This information provides general career guidance. Actual salaries and requirements vary by employer.



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