Go-to-Market Associate: Outbound Growth & Pipeline

Wing Assistant; Canada; On-site; CAD 45,000 - 75,000; Full time

Job summary

Wing Assistant is seeking a Go-to-Market Associate to generate qualified opportunities and convert hiring intent into conversations. You will identify companies with active needs, craft compelling outreach, and book qualified meetings for our sales team.

This role sits at the front line of our revenue motion, requiring high energy, ownership, and a passion for learning the go-to-market craft. You will collaborate across teams, use AI-enabled workforce solutions, and grow into bigger sales or

Qualifications

• 1 to 4+ years in sales, appointment setting, cold calling, recruiting, staffing, lead generation, outbound marketing, or a comparable role.
• Real interest in go-to-market strategy, pipeline generation, and B2B growth.
• Proven background in prospecting, cold calling, appointment setting, or high-volume outbound outreach.
• Strong written and verbal communication; you can get to the point and make it compelling.
• Comfort reaching out to companies that may not have considered remote assistants, virtual assistants, offshore talent, or AI-enabled workforce solutions before.
• Strong research skills and the ability to turn hiring signals into relevant outbound messaging.
• Strong organization and resilience to keep going when a day does not go your way.
• The drive that comes from chasing clear goals, activity metrics, and booked meeting targets.
• The ability to run your own desk while still collaborating well across teams.
• A genuine eagerness to learn the product, the market, and the craft of go-to-market execution quickly.

Responsibilities

• Generate qualified opportunities by identifying hiring needs and reaching out via multiple channels.
• Research target accounts to understand hiring needs and fit for Wing.
• Book qualified appointments and hand off to the sales team with context.
• Maintain a healthy pipeline and up-to-date CRM activity.
• Turn hiring intent into conversations and educate prospects on remote talent solutions.
• Support revenue team with discovery insights and follow-ups.

Skills

Sales experience

Go-to-market interest

Prospecting

Cold calling

Communication

Research skills

Organization

Goal-driven

Team collaboration

Willingness to learn

Tools

HubSpot

Salesforce

Outreach

Salesloft

LinkedIn Sales Navigator

Job description

Wing Assistant is seeking a Go-to-Market Associate to generate qualified opportunities and convert hiring intent into conversations. You will identify companies with active needs, craft compelling outreach, and book qualified meetings for our sales team.

This role sits at the front line of our revenue motion, requiring high energy, ownership, and a passion for learning the go-to-market craft. You will collaborate across teams, use AI-enabled workforce solutions, and grow into bigger sales or