Go-to-Market Sales Associate

About Wing Assistant

Wing Assistant is pioneering AI-driven workforce solutions designed to support growing businesses. We provide quality help across a variety of functions including executive assistance, administrative support, customer service, sales support, recruiting, operations, and several other business roles.

Role Overview

We are seeking a proactive Go-to-Market Associate to fuel our revenue growth by generating qualified sales opportunities. This role involves identifying organizations with active hiring needs relevant to Wing’s offerings, approaching them with compelling alternatives to traditional recruitment, and securing meetings for our sales team. This dynamic position suits individuals early in their careers eager to develop outbound sales skills, operating with high energy and ownership, while aiming to progress into greater responsibilities in sales, growth, or go-to-market strategy.

Key Responsibilities

• Locate companies hiring for roles suited to Wing’s support services such as executive and administrative assistants, customer and sales support, recruiting, operations, and other business functions.
• Analyze job postings, hiring indicators, growth signals, and detailed account research to identify promising prospects.
• Conduct research to grasp the hiring needs of target accounts and discover why Wing could provide a valuable solution.
• Engage prospective clients via email, phone, LinkedIn, and other outreach methods.
• Develop targeted outbound campaigns addressing hiring demands, operational challenges, and workforce alternatives.
• Lead initial discovery conversations to assess hiring motivations, urgency, and openness to remote or AI-enhanced workforce support.
• Effectively explain Wing Assistant's value proposition to secure follow-up qualified meetings.
• Consistently book appointments with companies demonstrating clear hiring requirements and alignment with Wing’s service offerings.
• Keep an eye on hiring activity to interpret company goals behind open roles and position Wing as a superior, scalable, and flexible alternative to conventional hiring.
• Educate and generate interest with founders, executives, HR teams, and department leaders unfamiliar with remote or AI-assisted workforce options.
• Work collaboratively with the sales team to maintain a robust and well-qualified lead pipeline.
• Ensure thorough handoffs with comprehensive context that helps progress sales discussions.
• Document insights from discovery calls, including role specifics, hiring workflows, challenges, anticipated timing, budget indications, and the involved decision-makers.
• Maintain precise, up-to-date information and pipeline data in the CRM system.
• Relay market feedback to Sales, Marketing, and Product teams to enhance messaging, discover trends, and adjust outreach strategies.
• Identify industry and hiring patterns where Wing gains traction and propose new campaign approaches based on data and conversations.

Candidate Profile

• Possess 1 to 4+ years of relevant experience in sales, appointment setting, cold calling, recruiting, lead generation, outbound marketing, or similar fields.
• Demonstrate strong enthusiasm for go-to-market strategy, sales pipeline development, and B2B growth.
• Have proven skills in prospecting and conducting high-volume outbound outreach.
• Exhibit excellent verbal and written communication, able to articulate concise and engaging messages.
• Be comfortable approaching companies new to remote assistants, offshore talent, or AI workforce solutions.
• Showcase strong research abilities to convert hiring cues into effective outreach.
• Be well-organized, resilient, and driven by meeting clear performance targets.
• Capable of independently managing workload while collaborating across teams.
• Eager to quickly learn the product offering, market dynamics, and go-to-market execution techniques.

Preferred Qualifications

• Background exposure to staffing, recruiting, business process outsourcing, virtual assistant services, or professional service firms.
• Experience with CRM and sales engagement platforms such as HubSpot, Salesforce, Outreach, Salesloft, Apollo, or similar tools.
• Knowledge of auto dialers, power dialers, and cold calling systems designed for high-volume outreach.
• Experience targeting executives, HR leaders, recruiting teams, and department heads for prospecting.
• Awareness of workflows in business support functions including executive assistance, calendar and inbox management, recruiting coordination, and back-office operations.

Additional Information

We incorporate AI tools in parts of the recruitment process for reviewing applications and analyzing candidate responses; however, all hiring decisions rest with human recruiters. Eligibility inquiries regarding data processing can be addressed upon request.

This role features a base salary plus performance-driven incentives related to qualified meetings, successful sales, and weekly activity targets.

Compensation Incentives

• Bonuses awarded for every qualified meeting that attends.
• Additional rewards for meetings that convert into closed customers.
• Weekly competitive bonuses for highest dial activity and meeting generation.

This compensation model is tailored for goal-oriented and motivated individuals who thrive on targets and rewarding effort with direct financial benefits.