Wing Assistant

Sales Development Representative

Remote, United States remote Entry $10,000 - $21,600
remote Technology & IT Salary listed Curated
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About the role

Role Overview
We're hiring a Sales Development Representative to identify companies actively hiring for roles Wing can support, reach out with a compelling alternative to traditional hiring, and book qualified meetings for our Account Executives.
What You Will Do
Generate and qualify pipeline, research target accounts, reach out to prospective customers, run focused outbound campaigns, hold early discovery conversations, book qualified appointments, and partner with the Sales Team.
Why It Might Be a Fit
This is a high-energy, high-ownership seat for someone early in their sales career who wants to learn the craft fast and grow into bigger things.
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
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
Benefits
Base compensation $1,000 - $1,800 a month
Performance-based incentives tied to qualified meetings, sales outcomes, and weekly activity targets
Appointment and Deal Bonuses
Weekly Competitions
Originally posted on Himalayas

Interview prep

Walk in with sharper answers.

Use this as a quick practice sheet before you speak with the employer.

Role
Technology & IT Business Development Digital Marketing Operations Remote Collaboration Sales remote

Likely questions

  1. Tell us about work you have done that is close to the Sales Development Representative role.
  2. How would you approach your first 30 days at Wing Assistant?
  3. Which of Business Development, Digital Marketing and Operations have you used recently, and what did it help you achieve?
  4. Describe a time you solved a problem without waiting to be told exactly what to do.
  5. How do you stay organised and communicate clearly when working remotely?

Prepare before the call

  • A recent example that proves your experience with Business Development, Digital Marketing and Operations.
  • One short story with a problem, your action, and the result.
  • Two examples that show the strengths listed on your CV.
  • A clear reason why this role and company interest you.
  • Your availability, preferred work style, and salary expectations.

Ask them

  • What would success look like in the first 90 days?
  • What are the main problems this hire should help solve?
  • How does the team give feedback and measure good work?
  • What does a normal working week look like for this role?
Practice line

I am interested in the Sales Development Representative role because I can bring practical experience in Business Development, Digital Marketing and Operations, learn the team quickly, and contribute to the outcomes Wing Assistant needs from this hire.

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