A natural match if you have experience in high-volume outbound sales and building training programs from scratch.
Derived from job-description analysis by Serendipath's career intelligence engine.
Original posting from Getwingapp via Lever
Wing Assistant is seeking a Head of Training & Development to dismantle our current training model and build a world-class, multi-week Performance Academy from the ground up. This is a foundational, hands-on leadership position, you'll personally design curriculum, lead live training sessions, and establish the systems that define how Wing develops talent at scale before transitioning into a strategic leadership role as the department matures.
We onboard 200+ VAs monthly and are transforming from basic orientation into a comprehensive training operation. If you've built training programs from scratch at Virtual Assistant Companies, BPOs or similar, this is your opportunity to do it again with full ownership and executive backing.
Responsibilities:
High-Volume Cold Calling: Make 80 - 100+ outbound calls daily to target accounts, pitch our value proposition, and qualify potential leads.
Multi-Channel Prospecting: Execute personalized LinkedIn outreach and follow-up email/SMS campaigns to engage decision-makers.
Event & Trade Show Support: Travel to industry conferences and trade shows, working directly with our Events Marketer to engage attendees, network, and convert booth traffic into sales opportunities.
Lead Qualification & Scheduling: Identify key decision-makers and schedule qualified meetings for the account executive team.
Account Research: Map target accounts and customize outreach messaging to increase connection rates.
Pipeline & CRM Management: Maintain accurate records of all outreach, calls, and prospect interactions in our CRM.
Requirements:
6 months to 2 years of experience in cold calling, BDR/SDR roles, or high-volume phone outreach.
Confident, articulate, and energized when making cold calls daily.
Hands-on experience using LinkedIn to identify and message prospects.
Excited and flexible to travel for conferences and company events as needed.
Highly persistent with a strong ability to bounce back from rejection.
Familiarity with CRM platforms and sales outreach tools.
Self-motivated and results-driven
Ideal Candidate:
The ideal candidate:
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Has a hunter mentality
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Loves outbound sales and prospecting
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Is creative with outreach strategies
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Is competitive and motivated by hitting targets
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Is comfortable striking up conversations with strangers—both on the phone and face-to-face at events.
- Creative, adaptable, and eager to learn and grow within a fast-paced sales environment.
Compensation:
Monthly salary: $45K - $55K + Performance-based incentives
Opportunity for fast growth within the Sales team
Source: Getwingapp careers (Lever)