Wing Assistant
Sales Development Representative
TLDR
Drive high-volume outbound prospecting for a global AI-powered talent platform, qualifying leads and collaborating with AEs to convert opportunities into revenue.
At Wing, we give growing businesses access to the top tier of global remote talent supercharged by AI so they can scale without scaling headcount. From sales and support to operations and admin, Wing turns the recurring work that bogs teams down into reliable, AI-powered capacity that drives real output.
Trusted by 1000’s businesses and powered by a global talent pool and our proprietary Wing AI platform, we help startups, SMBs, and enterprises move faster and do more with less.
Our growth is fueled by hiring exceptional people, holding them to high standards, and giving them room to make an impact. If you’re hungry for growth and ready to get to work, you won’t find a better place to learn and accelerate your career.
Responsibilities
Requirements
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.
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
Health Insurance
tools and software provision
All core tools and software provided
Paid Time Off
Flexible PTO plus holidays
Remote-Friendly
Fully remote work
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
Sales Development Representative (SDR)