Sales Development Representative

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

📋 Description

• Identify organizations that are currently hiring for positions that Wing can support, including Executive Assistants, Admin Assistants, Customer Support, Sales Support, Recruiting Support, Operations Support, and other business support roles.

• Conduct research on target accounts to gain insights into their hiring needs, the reasons behind their support requirements, and how Wing may be an ideal solution.

• Engage with potential clients through email, phone, LinkedIn, and various other outbound channels.

• Execute targeted outbound campaigns focused on hiring indicators, job postings, company expansion, and operational challenges.

• Conduct initial discovery discussions to comprehend the prospect's hiring needs, challenges, urgency, and receptiveness to remote talent or AI-driven workforce solutions.

• Clearly articulate the benefits of Wing Assistant to secure further meetings.

• Schedule qualified appointments for Account Executives with organizations that exhibit clear needs, relevant hiring activities, or compelling use cases for Wing.

• Collaborate closely with Account Executives to develop and maintain a robust, well-qualified pipeline.

• Transition opportunities smoothly, providing Account Executives with the necessary context to advance deals.

• Relay crucial information from discovery calls, including the position the company is hiring for, current recruitment processes, pain points, timing, budget indicators, and involved decision-makers.

• Maintain accurate and up-to-date activity, notes, and pipeline data within our CRM.

• Share insights gathered from prospects with the Sales, Marketing, and Product teams.

• Assist in refining messaging and outreach strategies based on what resonates with companies.

• Identify trends in hiring demand, objections, and sectors where Wing is gaining traction.

• Propose new outbound strategies based on job postings, hiring trends, and conversations with prospects.

⛳️ Requirements

• 1–4+ years of experience in sales, business development, appointment setting, cold calling, recruiting, staffing, or a similar outbound role.

• A genuine interest in B2B sales; additional points for experience in SaaS, AI, staffing, recruiting, outsourcing, or global workforce operations.

• Demonstrated experience in sales prospecting, cold calling, appointment setting, or high-volume outbound outreach.

• Excellent written and verbal communication skills; able to convey points clearly and engagingly.

• Comfort in reaching out to companies that may not have previously considered remote assistants, virtual assistants, or offshore talent.

• Strong research abilities and the capacity to translate hiring signals into relevant outbound messages.

• Excellent organizational skills and the resilience to persist even when challenges arise.

• Motivation derived from pursuing clear goals, activity metrics, and meeting booking targets.

• Capability to manage your own desk while effectively collaborating with other teams.

• A sincere eagerness to quickly learn about the product, the industry, and sales techniques.

• Nice to Have

• Experience with staffing companies, recruiting firms, BPOs, outsourcing firms, virtual assistant agencies, digital agent companies, or high-ticket professional services organizations.

• Familiarity with CRM and sales engagement platforms such as HubSpot, Salesforce, Outreach, Salesloft, Apollo, Instantly, Clay, Close, or LinkedIn Sales Navigator.

• Knowledge of auto dialers, power dialers, cold calling procedures, and high-volume outbound systems.

• Experience in prospecting to founders, executives, operations leaders, HR leaders, recruiting teams, customer support leaders, or sales leaders.

• Understanding of business support workflows, including executive assistance, admin support, sales support, customer support, recruiting coordination, inbox/calendar management, and back-office operations.

🏝️ Benefits

• Compensation, Bonus, and Commission

• In addition to base salary, this position offers performance-based incentives linked to qualified meetings, sales outcomes, and weekly activity targets.

• Appointment and Deal Bonuses

• Receive a bonus for every qualified meeting that attends.

• Earn an extra bonus when a qualified meeting results in a closed customer.

• This structure ensures that SDRs are rewarded not just for booking meetings, but for generating genuine opportunities that progress through the sales process.

• Weekly Competitions

• We host weekly competitions to keep the team competitive, motivated, and focused on the appropriate activity metrics.

• These incentives are tailored for SDRs who thrive on targets, relish competition, and seek direct rewards from their efforts.