GTM Sales

Getwingapp

Calgary, CA

On-siteCareer-pivot friendly

Who this role is best for

Geared toward early-career sales professionals comfortable with high-energy outreach and AI workforce solutions in a target-driven environment.

Best fit for

Early-career sales professionals eager to grow into larger roles
— “someone early in their sales career who wants to learn the craft fast”
Competitive individuals motivated by measurable targets and outreach
— “someone who's competitive, well-organized, motivated by clear targets”

Things to consider

High-ownership role with direct impact on sales pipeline
— “high-ownership seat for someone early in their sales career”
Requires proactive outreach to companies actively hiring
— “identify companies that are actively hiring for roles Wing can support”

How to stand out

Demonstrate previous success in high-volume outreach or lead generation
— “reach out with a compelling alternative to traditional hiring”
Show enthusiasm for AI's role in workforce solutions
— “genuinely curious about how AI, remote talent, and global workforce solutions”
Highlight organizational systems for managing sales targets
— “well-organized, motivated by clear targets”

Pace · Fast PacedCollaboration · MediumAutonomy · MediumDecision Impact · IndividualLevel · Junior

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

What success looks like

Identify qualified sales opportunities
Reach out to prospective customers
Book meetings for Account Executives

Typical background

Early in sales careerCompetitive and motivated

Skills & requirements

Required

Sales DevelopmentProspect IdentificationCold OutreachMeeting BookingSales Pipeline ManagementAI And Remote Talent Knowledge

Preferred

CRM UsageSales Analytics

Stack & domain

Sales DevelopmentProspectingCold CallingMeeting BookingAIRemote TalentGlobal Workforce SolutionsCompetitive SpiritOrganizationMotivationCuriositySalesRemote Work

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)