Wing Assistant
Wing Assistant

Sales Development Representative

$40,000 – $50,000 per year

TLDR

Drive high-volume, multi-channel outbound prospecting to create sales-ready opportunities for Wing's AI-powered remote staffing platform.

Responsibilities

What You’ll Do

  • 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.
Requirements

What You’ll Bring

  • 6 months–2 years of outbound sales experience (SDR, BDR, D2D, inside sales, or similar). (Adjust up to 1–3 years for a more senior bar.)
  • Confidence on the phone and in writing you can articulate value whether it’s 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; you can run 50+ touches a day without sacrificing quality.
  • CRM discipline: clean data, updated stages, notes your AEs can actually use.
  • Strong work ethic, competitiveness with yourself, and an eagerness to learn you track your numbers, know your 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.

Logistics

  • Fully remote. Pacific Time/ Eastern Time
  • 4-year degree preferred but not required.

 

Why You’ll Love Working Here

Wing is one of the best places to:

  • 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

Benefits

Impact on business

Make a real, measurable impact on the businesses we serve

Remote-Friendly

Build alongside world-class talent, fully remote

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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