Learning & Development Manager

October 11

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Wing Assistant

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B2B • SaaS • Productivity

Wing Assistant is a company specializing in providing virtual assistant services to businesses worldwide. The company offers a wide range of services including general virtual assistant work, executive assistance, customer service, bookkeeping, and digital marketing. Wing Assistant aims to enhance productivity for startups and enterprise teams by delegating tasks to dedicated virtual assistants, reducing operational load, and enabling businesses to focus on core activities. Their services are accessible via a subscription model, providing flexible and cost-effective solutions compared to traditional hiring methods. Clients benefit from a dedicated assistant model where the assistant works solely for their business, gaining a deeper understanding of their processes over time.

501 - 1000 employees

🤝 B2B

☁️ SaaS

⚡ Productivity

💰 $2.1M Seed Round on 2022-03

📋 Description

• Own and manage the delivery of live bootcamps, training sessions, and upskilling programs across multiple service lines (EAs, GVAs, SDRs, etc.). • Work closely with the L&D Director and LMS Team to align live training content with self-paced learning modules and certification paths. • Design, schedule, and monitor interactive learning experiences — ensuring consistency in delivery, participation, and outcomes. • Supervise trainers or facilitators conducting live sessions; ensure training quality and adherence to curriculum. • Collect, analyze, and report on training feedback and post-training performance data to measure learning impact. • Collaborate with Operations, QA, and Training stakeholders to identify training needs and skill gaps. • Maintain a library of training materials, recordings, and resources for continuous learning. • Support the rollout of new learning initiatives, tools, and LMS features that improve the overall learner experience.

🎯 Requirements

• Minimum 3–5 years of experience in Learning & Development, Training, or Talent Enablement. • Strong background in facilitating or managing live training programs, workshops, or virtual bootcamps. • Excellent communication, coordination, and stakeholder management skills. • Experience designing interactive learning experiences and ensuring measurable outcomes. • Familiarity with Learning Management Systems (LMS), curriculum design, and training analytics. • Strong organizational skills and comfort working in a remote, fast-paced environment. • Certification in Learning & Development, Instructional Design, or Training Facilitation. • Experience with digital learning platforms and training operations automation tools. • Understanding of adult learning principles and competency-based training models.