# Trainer/Facilitator at Wing Assistant

Trainer/Facilitator at Wing Assistant in Makati. On-site, full-time, paying $50k–$80k. Posted November 4, 2025.

- Company: Wing Assistant
- Location: Makati
- Workplace: On-site
- Job type: Full-time
- Pay: $50k–$80k
- Experience: 2+ years
- Posted: 2025-11-04
- Apply: https://jobs.lever.co/getwingapp/b06a6db3-89b3-47bf-b1b1-1b5307c3dbbe/apply
- Source: https://jobmagic.ai/jobs/trainerfacilitator-wing-assistant-1h5wfa

## Requirements

- 2–4+ years in live training/facilitation, L&D, BPO coaching, or training enablement
- Experience with assessing trainees, bridging gaps between instructional design and operational issues like Churn/escalation types
- Clear, confident communicator; English neutral accent and strong pacing
- Skilled at group management, cold-calling participants, and keeping sessions engaging
- Comfortable with LMS (Thinkific or similar), Google Workspace, Zoom/Meet tools
- Can assess performance with rubrics, give actionable feedback, and document results
- Organized and reliable across time zones; thrives in fast iterations

## Description

**Trainer / Facilitator**
 
**Company Description: **Wing helps small businesses, startups, executives, and enterprises streamline their operations by providing access to top-tier remote talent.
 
**Role Summary: **You’ll run classes and training sessions; assess competency; and loop feedback between Instructional Design and QA/OPS to keep content sharp.

### Responsibilities:

- New-hire onboarding for Virtual Assistants: run daily Google Meet classes covering Wing policies, professionalism, data privacy, security, time-tracking, and client etiquette.

- Tool bootcamps: live demos and walkthroughs for common client tools: Calendly, Calendar, Google Workspace, Slack, Zoom, ClickUp/Asana, CRM basics, Notion/Airtable; assign hands-on tasks etc.

- Client-readiness drills: email/chat tone practice, communication style, meeting notes, task intake, follow-ups, and escalation paths; use Wing examples and templates.

- SOP to action: translate client SOPs into step-by-step checklists; run simulated tickets/requests and score with a rubric.

- Quality calibration with QA: score sample work, align standards (accuracy, turnaround time, formatting), and brief VAs on common defects.

- Professionalism & reliability: coach punctuality, shift handover, calendar hygiene, status updates, and expectation setting with clients.

- Systems compliance: verify VA setup (internet speed, power backup plan, headset/cam, workspace), security (2FA, password manager), and confidentiality acknowledgments.

- LMS progression: enroll cohorts, gate modules, check completion, and remediate gaps before client endorsement.

- Readiness sign-off: run quick quizzes and practicals; record scores; issue pass/hold with clear action items and deadlines.

- Account-specific enablement: coordinate with OPS/Future SMEs to deliver short modules on client tools, workflows, and KPIs before deployment.

- Performance follow-through: host week-1 and week-2 check-ins post-deployment; review QA feedback and schedule refreshers as needed.

- Reporting: send weekly cohort report (attendance, pass rates, readiness risks, remediation plan) and track time-to-productivity metrics.

- Feedback loop to instructional design: log confusing content, missing steps, or outdated screenshots; propose fixes and retest after updates.

### Requirements:

- 2–4+ years in live training/facilitation, L&D, BPO coaching, or training enablement

- Experience with assessing trainees, bridging gaps between instructional design and operational issues like Churn/escalation types

- Clear, confident communicator; English neutral accent and strong pacing

- Skilled at group management, cold-calling participants, and keeping sessions engaging

- Comfortable with LMS (Thinkific or similar), Google Workspace, Zoom/Meet tools

- Can assess performance with rubrics, give actionable feedback, and document results

- Organized and reliable across time zones; thrives in fast iterations