Trainer – Tools & Process

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Wing Assistant

WebsiteLinkedInAll Job Openings

501 - 1000 employees

🤝 B2B

☁️ SaaS

⚡ Productivity

💰 $2.1M Seed Round on 2022-03

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.

📋 Description

• Facilitate live training sessions on key tools such as HubSpot, Pipedrive, Asana, Slack, Gmail, and Zoom, ensuring practical fluency and consistent process application. • Create, update, and deliver curricula and step-by-step walkthroughs that align with company workflows and client standards. • Design and conduct graded simulations that evaluate speed, accuracy, and comprehension of tool-based tasks. • Partner with L&D leadership, QA, and Operations to ensure training outcomes meet deployment readiness standards. • Track trainee performance metrics and generate reports on simulation results, progress, and readiness for endorsement. • Continuously refine content to reflect process updates, tool improvements, and best practices from operations teams. • Provide remediation coaching for underperforming trainees to ensure complete readiness before deployment.

🎯 Requirements

• Minimum 2 years of experience in training, enablement, or operations — preferably in a BPO, SaaS, or virtual assistant environment. • Strong proficiency with HubSpot, Pipedrive, Asana, and communication tools (Slack, Zoom, Gmail, Notion, or ClickUp). • Excellent facilitation, communication, and demonstration skills with diverse learners. • Experience designing and grading simulation-based or competency-based assessments. • Highly organized, with the ability to manage multiple training cohorts and maintain quality standards. • Preferred Skills • Familiarity with CRM configuration, workflow automation, or project management systems. • Knowledge of adult learning principles, LMS tools, and competency frameworks. • Strong analytical mindset for assessing trainee performance and learning trends.