Head of Insurance Sales

Listing reference: track_001641
Listing status: Online
Apply by: 1 April 2026
Position summary
Industry: IT & Internet
Job category: Sales Management
Location: Randburg
Contract: Permanent
Remuneration: Market Related
EE position: Yes
Introduction
Reporting to the Chief Commercial Officer, the Head of Insurance Sales will have full commercial accountability for the Insurance vertical. This role is responsible for defining and executing the go-to-market strategy, driving sustainable revenue growth, and expanding the insurance portfolio through data-, AI- and telematics-enabled insurance solutions. The role carries national revenue accountability and requires close collaboration with product, underwriting, data and technology teams to commercialise innovative insurance propositions.
Job description

·       Own and execute the end-to-end sales and commercial strategy for the Insurance channel, including revenue growth, margin performance, and forecast accuracy.

·       Provide strategic leadership in the commercialisation of data-driven, AI-enabled and telematics-based insurance and underwriting solutions.

·       Build and maintain senior executive relationships across insurers, MGAs, brokers, fleet operators, OEMs, and InsurTech partners.

·       Lead the development of scalable go-to-market models, including direct sales, strategic partnerships, and embedded insurance propositions.

·       Deliver new strategic partners and grow existing accounts through consultative, enterprise-level selling.

·       Collaborate closely with product, underwriting, actuarial, and data teams to translate analytics and insights into compelling commercial value propositions.

·       Build, lead and develop a high-performing national sales team using modern sales operating models, CRM platforms, and performance analytics.

·       Own national sales planning, budgeting, pipeline management, and performance reporting.

·       Represent the organisation at industry forums, conferences, and executive roundtables as a thought leader in telematics-enabled insurance.

·       Analyse current and future insurance market trends to inform sales strategy, product development, and partnership opportunities.

·       Influence internal stakeholders and cross-functional teams to drive adoption of new commercial and operating models.

Minimum requirements

·       Essential: Bachelor’s Degree in Sales, Marketing, Business Management or a related field.

·       Desirable: Management Development Programme (MDP), MBA, or similar executive qualification.

·       Minimum of 5–8 years’ experience leading large, diverse, national sales teams.

·       Strong background in the Short-Term Insurance industry, preferably in the Commercial Lines - Motor

·       Demonstrated experience in technology-enabled or InsurTech environments.

·       Strong understanding of data-driven underwriting, telematics, AI, and advanced analytics.

·       Proven track record of achieving revenue growth, profitability, and long-term partner value

·       Experience selling complex, consultative, multi-stakeholder solutions at executive level.

·       High emotional intelligence with strong leadership, influence, and change-management capability.

·       Experience in managing a team of experienced sales professionals

·       Excellent written and verbal communication skills; results-driven and solutions-oriented.

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