Sales Development Representative

This is a fully remote position, open to applicants in Virginia.

📋 Description

• Identify, educate, and qualify potential leads to establish sales-ready opportunities, acting as the initial contact for prospects assessing Wing.

• Execute high-volume, multi-channel outreach (calls, emails, LinkedIn, events) and implement strategic outbound efforts daily to develop a pipeline and surpass meeting and SQL objectives.

• Customize outreach based on each prospect’s objectives and business model; master the Wing narrative and effectively communicate our value in alleviating repetitive tasks, scaling teams economically, and enhancing capacity and revenue.

• Collaborate with Account Executives to arrange calls, meetings, and demonstrations, ensuring seamless transitions that convert into opportunities and closed deals.

• Conduct discovery sessions to assess fit, pain points, and timing; identify stakeholders across Operations, Marketing, and Executive teams.

• Gather essential prospect information from initial discussions, online research, and other resources; maintain clean, accurate, and up-to-date records in the CRM.

• Stay informed on the AI, staffing, and outsourcing sectors, providing market insights to Sales, Marketing, and Product teams to refine messaging and outreach strategies.

• Meet or surpass monthly targets for qualified appointments, scheduled demos, and generated pipeline.

⛳️ Requirements

• 6 months to 2 years of experience in outbound sales (SDR, BDR, D2D, inside sales, or similar roles). *(Eligibility for adjustment up to 1–3 years for a more senior level.)*

• Demonstrated confidence in verbal and written communication to convey value effectively, whether during a 30-second cold call or in a tailored email.

• A dependable home/remote work environment and the self-discipline to manage a high-volume workload independently.

• Ability to handle a high volume of outreach; capable of executing 50+ touches daily without compromising quality.

• CRM proficiency: maintaining clean data, updated stages, and notes that are beneficial for your AEs.

• Strong work ethic, self-competitive nature, and a desire to learn; you monitor your metrics, understand your conversion rates, and perceive every “no” as feedback regarding messaging, timing, or targeting.

• Preferred: experience in selling AI, SaaS, or staffing/BPO/outsourced services.

🏝️ Benefits

• Competitive salary and commission structure.

• Opportunities for professional development and career advancement.

• Flexible work environment with remote work options.

• Access to cutting-edge tools and technologies.

• Supportive team culture focused on collaboration and success.