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Active7mo ago

Sales Development Representative

Wing Assistant·📍 Cape Town, South Africa

Employment

FULL TIME

Work mode

Remote

Experience

1–3 years

Salary

Not disclosed

Salary not disclosed

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Role overview

Job description

Wing Assistant is seeking a Head of Training & Development to dismantle our current training model and build a world-class, multi-week Performance Academy from the ground up. This is a foundational, hands-on leadership position, you'll personally design curriculum, lead live training sessions, and establish the systems that define how Wing develops talent at scale before transitioning into a strategic leadership role as the department matures. We onboard 200+ VAs monthly and are transforming from basic orientation into a comprehensive training operation. If you've built training programs from scratch at Virtual Assistant Companies, BPOs or similar, this is your opportunity to do it again with full ownership and executive backing. Responsibilities

  • Conduct high-volume outbound cold calls to prospective clients

  • Identify and qualify potential leads and decision-makers

  • Schedule meetings for the sales team with qualified prospects

  • Execute multi-channel outreach campaigns including:

  • Cold calling

  • LinkedIn prospecting

  • Email marketing

  • SMS outreach

  • Research target accounts and personalize outreach strategies

  • Consistently meet or exceed outreach and meeting quotas

  • Maintain accurate records of outreach activities in the CRM

  • Collaborate with the sales team to improve messaging and conversion

  • Continuously experiment with creative prospecting techniques

    • Requirements

  • 1–3+ years experience in cold calling, SDR, lead generation, or outbound sales

  • Comfortable making 50–100+ outbound calls daily

  • Strong communication and persuasion skills

  • Experience using LinkedIn for prospecting

  • Familiarity with email outreach tools and CRM systems

  • Highly resilient and comfortable handling rejection

  • Strong research skills to identify the right prospects

  • Self-motivated and results-driven

    • Ideal Candidate

    The ideal candidate:

  • Has a hunter mentality

  • Loves outbound sales and prospecting

  • Is creative with outreach strategies

  • Is competitive and motivated by hitting targets

  • Thrives in a fast-paced sales environment

    • About this listing

    • Source: Wing Assistant's official careers site (via Lever) · last confirmed on the source 29 Oct 2026
    • Posted 27 Mar 2026

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    What they are looking for

    Skills & requirements

    CRM →

    Department · Corporate

    Hiring company

    Wing Assistant

    Technology

    Hire top virtual assistants worldwide for under $8/hr. Includes free CSM, training, WorkSpace app, expert supervision, and flexible month-to-month plans.

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