Overview
Sales Team Leader – Long Term Worksite Sales Jobs in Cape Town, South Africa at The Legends Agency
Position: 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).
A growth mindset. Ambition. Hustle. Leadership presence.
Title: Sales Team Leader – Long Term Worksite Sales
Company: The Legends Agency
Location: Cape Town, South Africa
Category: Sales (Business Development, Director of Sales)
