Sales Development Representative (SDR)

Getwingapp
Kingston
RemoteCareer-pivot friendly

Who this role is best for

Geared toward candidates with mid-level experience in outbound sales comfortable with high-volume cold calling and multi-channel outreach strategies.

Best fit for

  • Candidates with mid-level outbound sales experience and a hunter mentality who enjoy prospecting.
    — “This role is for someone with a true hunter mindset”
  • Individuals who are creative with outreach strategies and can handle rejection.
    — “someone who is not afraid of rejection, enjoys the challenge of outbound outreach, and is creative in finding ways to engage prospects”
  • Professionals who can manage high-volume outreach across multiple channels with precision.
    — “Conduct high-volume outbound cold calls to prospective clients”

Things to consider

  • The role requires a high level of daily outreach, potentially impacting work-life balance.
    — “Comfortable making 50–100+ outbound calls daily”
  • Candidates must be prepared to work in a fast-paced sales environment with performance expectations.
    — “Thrives in a fast-paced sales environment”

How to stand out

  • Highlight your track record of meeting or exceeding outreach and meeting quotas in your resume.
    — “Consistently meet or exceed outreach and meeting quotas”
  • Showcase your ability to personalize outreach strategies based on target account research.
    — “Research target accounts and personalize outreach strategies”
  • Emphasize your experience with LinkedIn prospecting and CRM tools in your application materials.
    — “Experience using LinkedIn for prospecting”
  • Demonstrate your resilience and ability to handle rejection during interviews.
    — “Highly resilient and comfortable handling rejection”
  • Demonstrate collaboration experience with sales teams to improve messaging and conversion.
    — “Collaborate with the sales team to improve messaging and conversion”
Pace · Fast PacedCollaboration · MediumAutonomy · MediumDecision Impact · IndividualLevel · Junior

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

What success looks like

  • Generated qualified meetings
  • Improved outreach conversion
  • Enhanced sales pipeline
Typical background
Sales DevelopmentOutbound SalesMarketing

Skills & requirements

Required

Cold CallingLead GenerationSales OutreachCRM ManagementProspecting

Preferred

Email MarketingSMS OutreachLinkedin Prospecting

Stack & domain

Cold CallingLinkedin ProspectingEmail OutreachCRM SystemsCommunicationPersuasionResearchCreativity

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

-

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:

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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

-

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:

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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 Per Month

Performance-based incentives

Opportunity for growth within the sales team

Source: Getwingapp careers (Lever)

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