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Wing Assistant

Sales Development Representative

Wing Assistant

Sales Development Representative at Wing Assistant identifying companies for workforce solutions. Engaging with prospective customers to generate sales-ready meetings for Account Executives.

Posted 7/4/2026full-timeRemote • 🇨🇴 ColombiaJunior💰 $1,000 - $1,800 per monthWebsite

Tech Stack

Tools & technologies
Apollo

About the role

Key responsibilities & impact
  • 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.
  • 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.
  • 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.

Requirements

What you’ll need
  • 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

Benefits

Comp & perks
  • Compensation, Bonus, and Commission
  • In addition to base compensation, this role includes performance-based incentives tied to qualified meetings, sales outcomes, and weekly activity targets.
  • Appointment and Deal Bonuses
  • Earn a bonus for every qualified meeting that shows up.
  • Earn an additional bonus when a qualified meeting turns into a closed customer.
  • This means SDRs are rewarded not just for booking activity, but for creating real opportunities that move through the sales process.
  • Weekly Competitions
  • We also run weekly competitions to keep the team competitive, motivated, and focused on the right activity metrics.
  • These incentives are designed for SDRs who are driven by targets, enjoy competition, and want direct upside from their effort.

ATS Keywords

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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
B2B SalesOutbound OutreachHigh-Volume OutreachHiring Signals AnalysisBusiness Support Workflows
Soft Skills
Strong CommunicationOrganizationResilienceCollaborationEagerness to Learn