Outbound Account Executive

Wing Assistant is looking for a highly driven Outbound Account Executive who thrives on prospecting and opening doors with new potential clients.

This role is for someone with a true hunter mindset - someone who is not afraid of rejection, enjoys the challenge of outbound outreach, and is creative in finding ways to engage prospects.

You will hunt down new business, crush quotas, and close deals. You'll proactively pipeline, pitch, and push prospects all the way to signature - owning the full sales cycle in a fast-paced startup environment where closing is the only thing that matters.

If you enjoy the thrill of turning cold prospects into warm opportunities & closing deals, this role is for you.

• Conduct high-volume outbound cold calls to prospective clients
• Identify and qualify potential leads and decision-makers
• Schedule meetings for the sales team with qualified prospects
• Execute multi-channel outreach campaigns including:
  • Cold calling
  • Linked In prospecting
  • Email marketing
  • SMS outreach
• Research target accounts and personalize outreach strategies
• Consistently meet or exceed outreach and meeting quotas
• Maintain accurate records of outreach activities in the CRM
• Collaborate with the sales team to improve messaging and conversion
• Continuously experiment with creative prospecting techniques

• 1–3+ years experience in cold calling, SDR, lead generation, or outbound sales
• Comfortable making 50–100+ outbound calls daily
• Proactively pipeline, pitch, and push prospects all the way to signature & own the full sales cycle in a fast-paced startup environment
• Strong communication and persuasion skills
• Experience using Linked In for prospecting
• Familiarity with email outreach tools and CRM systems
• Highly resilient and comfortable handling rejection
• Strong research skills to identify the right prospects
• Self-motivated and results-driven

• Has a hunter mentality
• Loves outbound sales and prospecting
• Is creative with outreach strategies
• Is competitive and motivated by hitting targets
• Thrives in a fast‑paced sales environment

$800 - $1,000 a month

• Monthly salary: $800-$1000 USD
• Performance-based incentives
• Opportunity for growth within the sales team