Sales Team Leader - Long Term Insurance Worksite Sales

The Legends Agency; Cape Town; On-site; ZAR 200,000 - 300,000; Full time

Job summary

A dynamic Insurtech company in Cape Town is seeking a Sales Team Leader for Long Term Insurance Worksite Sales. The role involves building and leading a team to provide life and disability cover to clients at their workplace. Candidates should have experience in insurance sales and team leadership, with strong analytical skills and tech-savvy capabilities. This position offers an exciting opportunity to shape a new sales model in a growing market.

Qualifications

• 2+ years in insurance sales with team leadership experience.
• Proven success in building and managing worksite teams.
• Cape Town-based with existing employer/worksite contacts is a huge bonus.

Responsibilities

• Build, lead, and inspire a growing team of worksite sales specialists.
• Drive expansion by opening new employer groups across Cape Town.
• Engage face-to-face at municipal offices and large employer sites.

Skills

Team leadership

Insurance sales

Analytical mindset

Tech-savvy

Education

Matric

RE5

Tools

Digital sales tools (tablet/laptop)

Job description

Cape Town, Western Cape, South Africa

Job Openings Sales Team Leader - Long Term Insurance Worksite Sales

About the job Sales Team Leader - Long Term Insurance Worksite Sales

Sales Team Leader in Long Term Insurance Worksite Sales

Based in Claremont, Cape Town

Tired of the same-old sales job? Ready to build something that actually makes a difference in peoples lives?

This is your chance to lead from the front, launch a brand-new sales channel, and make your mark in South Africa's booming Insurtech space.

We're looking for a dynamic, hands-on Retail Worksite Sales Manager to build and scale a team of high-performing sales specialists and help bring life, disability, and funeral cover to thousands of hard-working South Africans, right where they work.

Duties:

• Build, lead, and inspire a growing team of worksite sales specialists.
• Drive expansion by opening new employer groups across Cape Town (and beyond).
• Engage face-to-face at municipal offices, government departments & large employer sites.
• Own the numbers: performance metrics, team KPIs, and regional growth goals.
• Coach in the field, close deals, and keep sales tools (tablets/laptops) humming.
• Partner with HR reps and key decision-makers to secure long-term access.
• Help shape the future of a new sales model your ideas will matter here.

Requirements:

• 2+ years in insurance sales (long or short-term) with team leadership experience.
• Proven success in building & managing worksite teams.
• Cape Town-based with existing employer/worksite contacts? Huge bonus.
• RE5 and Matric (RE5 preferred, but not a deal-breaker).
• Familiar with PERSAL or stop order systems? Even better.
• Analytical mindset you don't just track numbers, you act on them.
• Tech-savvy with confidence in using digital sales tools (tablet/laptop).