Sales Development Representative

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

📋 Description

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

• Execute high-volume, multi-channel outbound efforts (calls, emails, LinkedIn, events) and make strategic outreach daily to build the pipeline and surpass meeting and SQL targets.

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

• Collaborate with Account Executives to arrange calls, meetings, and demos, ensuring seamless transitions that lead to opportunities and closed-won deals.

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

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

• Stay informed about the AI, staffing, and outsourcing landscape, sharing market insights with Sales, Marketing, and Product teams to refine messaging and outreach strategies.

• Meet or exceed monthly targets for qualified appointments, scheduled demos, and pipeline generation.

⛳️ Requirements

• 6 months to 2 years of outbound sales experience (SDR, BDR, D2D, inside sales, or a similar role). *(Can be adjusted to 1–3 years for a more senior level.)*

• Confidence in verbal and written communication; able to convey value whether in a 30-second cold call or a tailored email.

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

• Comfortable with high activity levels; capable of executing 50+ touches daily without compromising quality.

• CRM discipline: maintain clean data, updated stages, and notes that are useful for your AEs.

• Strong work ethic, competitiveness with oneself, and a willingness to learn; you track your metrics, understand your conversion rates, and view every “no” as feedback on messaging, timing, or targeting.

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

🏝️ Benefits

• Opportunity to work in a fast-paced, innovative environment.

• Competitive salary and performance-based incentives.

• Comprehensive benefits package including health, dental, and retirement plans.

• Professional development opportunities and ongoing training.

• Flexible remote work arrangements.