Outbound Cold Caller - Remote

Getwingapp
Johannesburg, South Africa
RemoteCareer-pivot friendly

Who this role is best for

Geared toward mid-level sales professionals comfortable with high-volume outbound prospecting in a remote setting.

Best fit for

  • Candidates who embrace rejection and thrive on cold outreach challenges
    — “not afraid of rejection, enjoys the challenge of outbound outreach”
  • Self-starters with a hunter mentality and creative prospecting approaches
    — “someone with a true hunter mindset”
  • Remote workers skilled in multi-channel lead generation tactics
    — “cold calls, LinkedIn outreach, email campaigns, SMS”

Things to consider

  • Role requires persistent outreach despite high rejection rates
    — “not afraid of rejection”
  • Success measured by ability to convert cold contacts to warm leads
    — “turning cold prospects into warm opportunities”

How to stand out

  • Quantify past cold outreach conversion rates in your resume
    — “generating qualified meetings and sales opportunities”
  • Demonstrate creative prospecting methods beyond standard cold calling
    — “other creative prospecting strategies”
  • Show persistence metrics like calls made per successful meeting
    — “thrives on prospecting and opening doors”
Pace · Fast PacedCollaboration · LowAutonomy · MediumDecision Impact · IndividualLevel · Junior

Derived from job-description analysis by Serendipath's career intelligence engine.

What success looks like

  • Generated qualified meetings
  • Opened doors with new potential clients
Typical background
Sales experienceProspecting skills

Skills & requirements

Required

Cold CallingProspectingOutreach.ioSales

Preferred

Linkedin OutreachEmail CampaignsSMS

Stack & domain

ProspectingOutreach.ioSales

About the role

Original posting from Getwingapp via Lever

Wing Assistant is looking for a highly driven Outbound Cold Caller who thrives on prospecting and opening doors with new potential clients.

This role is for someone with a true hunter mindset - someone who is not afraid of rejection, enjoys the challenge of outbound outreach, and is creative in finding ways to engage prospects.

You will be responsible for generating qualified meetings and sales opportunities through cold calls, LinkedIn outreach, email campaigns, SMS, and other creative prospecting strategies.

If you enjoy the thrill of turning cold prospects into warm opportunities, this role is for you.

Responsibilities:

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Conduct high-volume outbound cold calls to prospective clients

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Identify and qualify potential leads and decision-makers

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Schedule meetings for the sales team with qualified prospects

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Execute multi-channel outreach campaigns including:

-

Cold calling

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LinkedIn prospecting

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Email marketing

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SMS outreach

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Research target accounts and personalize outreach strategies

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Consistently meet or exceed outreach and meeting quotas

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Maintain accurate records of outreach activities in the CRM

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Collaborate with the sales team to improve messaging and conversion

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Continuously experiment with creative prospecting techniques

Requirements:

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

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Comfortable making 50–100+ outbound calls daily

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Strong communication and persuasion skills

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Experience using LinkedIn for prospecting

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Familiarity with email outreach tools and CRM systems

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Highly resilient and comfortable handling rejection

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Strong research skills to identify the right prospects

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Self-motivated and results-driven

Ideal Candidate:

The ideal candidate:

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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

Compensation:

Monthly salary: $800-$1000 USD

Performance-based incentives

Opportunity for growth within the sales team

Source: Getwingapp careers (Lever)

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