GTM Sales Associate

Getwingapp
Toronto, CA
On-siteCareer-pivot friendly

Who this role is best for

Best suited to early-career sales professionals who thrive in competitive, target-driven environments and have curiosity about AI workforce solutions.

Best fit for

  • Early-career sales professionals seeking rapid skill development in AI-driven workforce solutions.
    — “someone early in their sales career who wants to learn the craft fast
  • Competitive individuals energized by clear performance targets and pipeline generation.
    — “competitive, well-organized, motivated by clear targets

Things to consider

  • High-ownership role requiring independent outreach and meeting booking.
    — “high-energy, high-ownership seat
  • Must be comfortable being the first point of contact for all prospects.
    — “the first person prospective customers meet

How to stand out

  • Demonstrate specific examples of meeting or exceeding sales targets in previous roles.
    — “motivated by clear targets
  • Showcase research skills by analyzing companies actively hiring for relevant roles.
    — “identify companies that are actively hiring for roles Wing can support
  • Highlight any prior experience with AI or workforce technology solutions.
    — “genuinely curious about how AI, remote talent, and global workforce solutions
Pace · Fast PacedCollaboration · LowAutonomy · MediumDecision Impact · IndividualLevel · Junior

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

What success looks like

  • identify and reach out to potential customers
  • book qualified meetings for account executives
Typical background
early sales career

Skills & requirements

Required

Sales DevelopmentLead GenerationSales Pipeline ManagementAI And Remote Talent Knowledge

Preferred

Competitive SpiritOrganizational SkillsCuriosity About AI And Workforce Solutions

Stack & domain

SalesAIRemote TalentGlobal Workforce SolutionsCompetitiveWell-organizedMotivatedCurious

About the role

Original posting from Getwingapp via Lever

Wing Assistant is building the next generation of AI-enabled workforce solutions for growing businesses, and our growth depends on a steady flow of qualified sales opportunities. We're hiring a Sales Development Representative to be the tip of that spear: the first person prospective customers meet and the engine that keeps our pipeline full.

This is a high-energy, high-ownership seat for someone early in their sales career who wants to learn the craft fast and grow into bigger things. You'll identify companies that are actively hiring for roles Wing can support, reach out with a compelling alternative to traditional hiring, and book qualified meetings for our Account Executives.

It's a great fit for someone who's competitive, well-organized, motivated by clear targets, and genuinely curious about how AI, remote talent, and global workforce solutions are changing the way companies build teams.

Source: Getwingapp careers (Lever)

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