Wing Assistant
Wing Assistant

Sales Development Representative

$1,000 – $1,800 per month

TLDR

Generate and qualify pipeline for Wing's AI-enabled workforce solutions by identifying hiring needs, researching target accounts, and booking qualified meetings for Account Executives.

What You'll Do

Generate and Qualify Pipeline

  • Identify companies actively hiring for roles Wing can service, such as Executive Assistants, Admin Assistants, Customer Support, Sales Support, Recruiting Support, Operations Support, and other business support roles.

  • 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, LinkedIn, and other outbound channels.

  • Run focused outbound campaigns around hiring signals, job postings, company growth, and operational pain points.

  • Hold early discovery conversations to understand the 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 for Account Executives with companies that have a clear need, relevant hiring activity, or a strong use case for Wing.

  • Partner with the Sales Team

    • Work hand-in-hand with Account Executives to build and protect a healthy, well-qualified pipeline.

    • Hand off opportunities cleanly, with the context AEs need to move deals forward.

    • Share key details from discovery calls, including the role the company is hiring for, current hiring process, pain points, timing, budget signals, and decision-makers involved.

    • Keep activity, notes, and pipeline data accurate and current in our CRM.

    • Bring the Market Back In

      • Feed what you're hearing from prospects back to the Sales, Marketing, and Product teams.

      • Help refine messaging and outreach based on what's actually landing with companies.

      • Identify patterns in hiring demand, objections, and industries where Wing is resonating.

      • Suggest new outbound angles based on job postings, hiring trends, and prospect conversations.

What We're Looking For

Core Requirements

  • 1–4+ years in sales, business development, appointment setting, cold calling, recruiting, staffing, or a comparable outbound role.

  • A real interest in B2B sales; bonus points if it's in SaaS, AI, staffing, recruiting, outsourcing, or global workforce operations.

  • Proven background in sales 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, or offshore talent 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 doesn't 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 industry, and the sales craft quickly.

  • Nice to Have

    • 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, or sales leaders.

    • Awareness of business support workflows such as executive assistance, admin support, sales support, customer support, recruiting coordination, inbox/calendar management, and back-office operations

Wing Assistant builds a dedicated support system for businesses and executives, providing affordable assistance for essential tasks that fuel growth. Targeting companies striving to streamline operations and build elite teams, Wing positions itself as a one-stop shop in the evolving landscape of work.

Founded
Founded 2017
Employees
51-200 employees
Industry
Professional Services
Total raised
$2.2M raised
View company profile
Sales Development Representative (SDR)
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