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Wing Assistant

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GTM Sales

Sales EngineerSales EngineerFull TimeRemoteMid LevelTeam 501-1,000H1B No SponsorCompany SiteLinkedIn

Location

Canada

Posted

6 days ago

Salary

$1.2K - $2.5K / year

Seniority

Mid Level

Job Description

GTM Sales

Wing Assistant

Role Description 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 - 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. Qualifications - 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 the ability to turn hiring signals into relevant outbound messaging - Strong organization and the 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 Requirements - Exposure to staffing companies, recruiting firms, BPOs, outsourcing companies, virtual assistant companies, digital agent companies, or high-ticket professional services organizations - Familiarity with CRM and sales engagement tools such as HubSpot, Salesforce, Outreach, Salesloft, Apollo, Instantly, Clay, Close, or LinkedIn Sales Navigator - Familiarity with auto dialers, power dialers, cold calling workflows, and high-volume outbound systems - Experience prospecting into founders, executives, operations leaders, HR leaders, recruiting teams, customer support leaders, sales leaders, or department heads - Awareness of business support workflows such as executive assistance, admin support, sales support, customer support, recruiting coordination, inbox/calendar management, and back-office operations Benefits - $1,200 - $2,500 a month - Performance-based incentives tied to qualified meetings, sales outcomes, and weekly activity targets - Appointment and Deal Bonuses - Weekly Competitions

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