GTM Associate

Wing Assistant is building the next generation of AI-enabled workforce solutions for growing businesses. We help companies get high-quality support across roles like executive assistance, admin support, customer support, sales support, recruiting support, operations support, and other business functions.

Our growth depends on a steady flow of qualified opportunities, and we are hiring a Go-to-Market Associate to help create them. This person will sit at the front line of our revenue motion: identifying companies with active hiring needs, reaching out with a compelling alternative to traditional hiring, and booking qualified meetings for our sales team.

This is a high-energy, high-ownership role for someone early in their career who wants to learn fast, build real outbound skills, and grow into bigger roles across sales, growth, revenue, or go-to-market strategy over time.

It is a great fit for someone who is 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.

• Identify companies actively hiring for roles Wing can support, such as Executive Assistants, Admin Assistants, Customer Support, Sales Support, Recruiting Support, Operations Support, and other business support roles
• Use job postings, hiring signals, company growth signals, and account research to find strong-fit prospects
• Research target accounts to understand what they are hiring for, why they may need support, and where Wing could be a strong fit
• Reach out to prospective customers across email, phone, Linked In, and other outbound channels
• Run focused outbound campaigns around active hiring needs, operational pain points, and alternative workforce solutions
• Hold early discovery conversations to understand a prospect’s hiring needs, pain points, urgency, and openness to remote talent or AI-enabled workforce solutions
• Communicate what Wing Assistant does and why it matters clearly enough to earn the next meeting
• Book qualified appointments with companies that have a clear hiring need, relevant business use case, or strong fit for Wing

• Monitor companies that are posting roles Wing can service
• Understand what the company is likely trying to solve by hiring that role
• Position Wing as a faster, more flexible, and more scalable alternative to traditional hiring
• Educate prospects who may not have considered remote assistants, virtual assistants, offshore talent, or AI-enabled workforce support before
• Create curiosity with founders, executives, operators, HR leaders, recruiting teams, and department heads

• Work closely with the sales team to build and protect a healthy, well-qualified pipeline
• Hand off opportunities cleanly, with the context needed to move conversations forward
• Share key details from discovery calls, including the role the company is hiring for, their current hiring process, pain points, timing, budget signals, and decision-makers involved
• Keep activity, notes, and pipeline data accurate and current in our CRM

• Feed what you are hearing from prospects back to the Sales, Marketing, and Product teams
• Help refine messaging and outreach based on what is actually landing with companies
• Identify patterns in hiring demand, objections, industries, and roles where Wing is resonating
• Suggest new outbound angles based on job postings, hiring trends, and prospect conversations

• 1 to 4+ years in sales, appointment setting, cold calling, recruiting, staffing, lead generation, outbound marketing, growth, or a comparable role
• A 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…