Enterprise Sales Representative (South Africa) - 20799

Role: Enterprise Sales Representative

Priority Location: South Africa

Working Hours: Monday - Friday 9AM to 5PM (EST) 

Salary Range: $2,500 - $3,500 per month

Type of Contract:Independent Contractor 

Type of Role : Remote 

About the Company

We are a well-established, 12-year-old corporate gifting, employee rewards, and engagement platform that has recently undergone a major transformation. Having rebuilt our technology around cutting-edge AI, our platform consolidates traditionally fragmented corporate programs—gifting, employee rewards, company stores, and kitting—into a single, highly scalable, end-to-end solution.

We primarily sell into North American mid-market and enterprise organizations ($30M–$500M+ in annual revenue). Following our AI-enabled platform rebuild, the company is experiencing tremendous momentum and is aggressively scaling its enterprise sales capacity.

Position Overview

We are seeking a high-performing, self-directed Enterprise Account Executive based in South Africa to own and grow a full-cycle book of business.

This role is designed for a hungry, polished, and autonomous B2B sales professional who delivers the sophistication of a top U.S. enterprise seller. You will operate across two key sales motions:

Enterprise & Platform Sales (Primary Focus): Running consultative, multi-threaded solution sales into mid-market and enterprise leadership, guiding complex deals with average 3-month sales cycles (ranging from 3 weeks to 12 months).

Product & Transactional Sales (Fast-Turn Focus): Capitalizing on high-volume inbound leads for branded merchandise and corporate orders, converting quick-turn opportunities with rapid speed-to-lead.

You will not be micromanaged or "babysat." You will be given direct access to leadership, powerful AI tools to remove administrative overhead, inbound lead flow, and the autonomy to build a highly lucrative pipeline.

Key Responsibilities

Enterprise / Platform Solution Sales

• Full-Cycle Ownership: Proactively target, engage, qualify, demo, negotiate, and close enterprise-level prospects.


• Consultative Selling: Uncover complex business needs, map the platform against fragmented legacy vendors, and articulate clear ROI to cross-functional executive stakeholders.


• Multi-Threaded Account Management: Build relationships across multiple departments (HR, People Ops, Marketing, Operations) within $30M–$500M+ revenue organizations.


• Pipeline Management: Drive opportunities forward independently from initial discovery to close without requiring management oversight to push steps.

 Rapid Inbound & Transactional Execution

• Speed-to-Lead: Instantly respond to high-intent inbound inquiries for branded merchandise, employee recognition orders, and seasonal corporate gifts.


• Fast-Turn Conversions: Swiftly assess requirements, coordinate proposals, and close simple or urgent deals (often same-day to 3-week turnarounds).

Execution & AI Integration

• Leverage internal AI tools to streamline prospecting, proposal building, and administrative workflows, maximizing your time spent in front of decision-makers.


• Consistently meet and exceed quarterly activity and revenue targets, maintaining rigorous pipeline tracking.

What We Are Looking For

• High Agency & Ownership: A true "operator" mindset. You take complete responsibility for your quota, follow-up, and pipeline progression.


• Polished Communication: Exceptional spoken and written English skills, with an executive presence and communication style that builds immediate credibility with North American buyers.


• Speed & Responsiveness: Obsessive about speed-to-lead and persistent with candidate/prospect follow-ups.


• Adaptable Execution: Ability to seamlessly pivot between a high-touch, strategic enterprise deal and a fast-turn transactional order without losing momentum.


• Tech-Savvy: Comfortable adopting modern sales technology and AI tools to accelerate productivity.

Required Qualifications

• Experience: Proven track record in B2B full-cycle sales (SDR/BDR → AE → Enterprise AE lifecycle or equivalent) selling software, technology, HR Tech, employee engagement, corporate services, or related solutions.


• Market Familiarity: Direct experience presenting to and closing buyers in North American markets (U.S./Canada).


• Location: Must be based in South Africa with a reliable remote setup (high-speed internet, quiet workspace, reliable power solution/backup).


• Availability: Able to work remote hours aligned with North American business time zones.


• Methodology: Strong grasp of discovery frameworks, multi-threaded deal coordination, and objection handling.

Compensation & Perks

• Variable Upside: Highly competitive commission structure designed to reward top performers with substantial total earnings (OET/Uncapped).


• Cutting-Edge Stack: Access to proprietary AI tools that automate administrative tasks so you can focus strictly on selling.


• High Impact & Autonomy: Work directly with senior leadership in a flat, performance-driven environment with zero red tape.