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Wing Assistant

Sales Development Representative - Remote

5w

Wing Assistant

Virginia Beach, US · Full-time · $45,000 – $55,000

About this role

Wing gives growing businesses access to top-tier global remote talent supercharged by AI, helping them scale without scaling headcount. As the first point of contact for prospects evaluating Wing, you'll prospect, educate, and qualify leads to create sales-ready opportunities.

Your day-to-day involves high-volume, multi-channel outbound outreach via calls, email, LinkedIn, and events to build pipeline and exceed meeting and SQL targets. You'll tailor each outreach to the prospect's goals and business model, mastering the Wing story and articulating our value in offloading repetitive work and scaling teams affordably.

You'll partner closely with Account Executives to schedule calls, meetings, and demos, ensuring smooth handoffs that convert into opportunities and closed-won deals. Conducting discovery to qualify fit, pain, and timing, you'll map stakeholders across Operations, Marketing, and Executive teams.

Wing is trusted by thousands of businesses and powered by a global talent pool and proprietary Wing AI platform. This role offers career-defining growth on a fast-scaling team where you can make a real, measurable impact on the businesses we serve.

Requirements

  • 6 months–2 years of outbound sales experience (SDR, BDR, D2D, inside sales, or similar).
  • Confidence on the phone and in writing—able to articulate value in a 30-second cold call or a personalized email.
  • A reliable home/remote work setup and the self-discipline to run a high-volume desk without an office around you.
  • Comfort with high volume; ability to run 50+ touches a day without sacrificing quality.
  • CRM discipline: clean data, updated stages, notes that Account Executives can actually use.
  • Strong work ethic, competitiveness with yourself, and an eagerness to learn—track numbers, know conversion rates, and treat every 'no' as a signal about messaging, timing, or targeting.
  • Nice to have: experience selling AI, SaaS, or staffing/BPO/outsourced services.

Responsibilities

  • Prospect, educate, and qualify leads to create sales-ready opportunities and serve as the first point of contact for prospects evaluating Wing.
  • Run high-volume, multi-channel outbound (calls, email, LinkedIn, events) and make strategic outbound touches daily to build pipeline and exceed meeting and SQL targets.
  • Tailor outreach to each prospect's goals and business model; master the Wing story and articulate our value in offloading repetitive work, scaling teams affordably, and increasing capacity and revenue.
  • Partner with Account Executives to schedule calls, meetings, and demos, and ensure smooth handoffs that convert into opportunities and closed-won deals.
  • Conduct discovery to qualify fit, pain, and timing; map stakeholders across Operations, Marketing, and Executive teams.
  • Acquire key prospect data from the initial conversation, the web, and other sources; keep clean, accurate, up-to-date records in the CRM.
  • Proactively stay current on the AI, staffing, and outsourcing landscape, and share market feedback with Sales, Marketing, and Product to sharpen messaging and cadences.
  • Achieve or exceed monthly quotas of qualified appointments, scheduled demos, and pipeline generated.

Benefits

  • Fully remote work with flexibility in Pacific or Eastern Time zones.
  • Join the leaders in AI-powered remote work.
  • Unlock career-defining growth on a fast-scaling team.
  • Build alongside world-class talent, fully remote.
  • Make a real, measurable impact on the businesses we serve.