Sales Team Leader - Long Term Insurance Worksite Sales
The Legends AgencyCape Town, Western Cape, South Africa
Posted January 5, 2026
Full Time
About the Company
The Legends Agency is a leading Employer of Record (EOR) partner that enables global companies to build and manage high‑performing teams in South Africa. By connecting clients with top local talent and handling all payroll, compliance, and benefits administration, the firm delivers a seamless, cost‑effective hiring experience. Its full‑service approach—combining recruitment, payroll, and regulatory support—allows businesses to focus on core growth while the agency manages the intricacies of local workforce management. With a proven track record of reducing salary and social‑premium costs and providing skilled English‑speaking professionals, The Legends Agency stands out as the go‑to partner for companies looking to expand in the region.
Job Description
Tired of the same-old sales job? Ready to build something that actually makes a difference in peoples lives? We're looking for a dynamic, hands-on Retail Worksite Sales Manager to build and scale a team of high-performing sales specialists.
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?
- RE5 and Matric (RE5 preferred, but not a deal-breaker)
- Familiar with PERSAL or stop order systems?
- 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.
Benefits
- Generous Paid Time Off
- 401k Matching
- Retirement Plan
- Visa Sponsorship
- Four Day Work Week
- Generous Parental Leave
- Tuition Reimbursement
- Relocation Assistance