Job Overview
Location
Toronto
Job Type
Full-time
Category
Product Management
Date Posted
July 5, 2026
Full Job Description
đź“‹ Description
- • Serve as the first point of contact for prospective customers, representing Wing AI Technologies and introducing Wing Assistant as an AI-powered alternative to traditional hiring methods.
- • Identify and research companies that are actively hiring for roles aligned with Wing’s workforce solutions, using targeted outreach strategies to engage decision-makers.
- • Craft and deliver personalized outreach messages via email, LinkedIn, and other channels to generate interest and initiate conversations about AI-enabled talent acquisition.
- • Qualify leads by assessing company size, hiring needs, and readiness to adopt new hiring technologies, ensuring only high-intent prospects are passed to Account Executives.
- • Book qualified discovery meetings with Account Executives, maintaining a consistent pipeline of opportunities to support company growth targets.
- • Track and document all outreach activities, lead interactions, and meeting outcomes in the CRM system with precision and attention to detail.
- • Collaborate closely with Account Executives and marketing teams to refine messaging, optimize outreach campaigns, and improve conversion rates.
- • Stay current on industry trends in AI, remote work, and global talent markets to confidently articulate Wing’s value proposition to prospects.
- • Meet and exceed weekly and monthly targets for outreach volume, qualified meetings booked, and pipeline contribution.
- • Demonstrate high energy, resilience, and self-motivation in a fast-paced, target-driven environment where performance is directly tied to business growth.
- • Take ownership of your pipeline and results, proactively identifying new prospecting channels and refining your approach based on feedback and data.
- • Learn the full sales cycle from prospecting to close, with clear pathways to advance into Account Executive or other growth roles within the company.
- • Represent Wing’s mission to transform how businesses build teams by leveraging AI to connect companies with qualified remote and global talent.
🎯 Requirements
- • Proven ability to meet or exceed sales targets in a fast-paced environment
- • Strong written and verbal communication skills with experience in cold outreach via email or LinkedIn
- • High level of organization and discipline in managing outreach pipelines and CRM documentation
- • Demonstrated curiosity about technology, AI, and the future of work
- • Competitive drive and motivation to succeed in a performance-based role
- • Willingness to learn and adapt quickly in a growing startup environment
🏖️ Benefits
- • Competitive base salary with uncapped commission structure
- • Comprehensive health, dental, and vision insurance
- • Generous paid time off and flexible work arrangements
- • Access to professional development and sales training programs
- • Equity participation in a high-growth AI startup
- • Regular team-building events and remote-friendly culture
Skills & Technologies
See exactly how your profile matches this role — strengths, skill gaps, and what to do about them.
About Wing AI Technologies, Inc.
Wing AI Technologies operates a phone and text-based concierge service that lets consumers outsource everyday tasks such as food ordering, courier requests, reservations, and customer-support inquiries to remote human agents supported by proprietary automation software. Users submit requests through the Wing app, WhatsApp, or SMS; agents coordinate with vendors, track orders, and handle payment, aiming to deliver results within minutes. The company monetizes via subscription plans and per-task fees while offering business-facing APIs that let restaurants and retailers receive and manage outsourced customer interactions. Headquartered in San Francisco, Wing serves individual and enterprise clients across the United States.
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