Posted 2 months ago

Trainer - Learning and Development Specialist

MakatiOn-siteFull-time

AI Summary

Trainer focused on delivering live onboarding, tool bootcamps, and performance feedback for virtual assistants, translating client SOPs into actionable checklists and coordinating with OPS to ensure readiness and compliance.

About this role

Wing helps small businesses, startups, executives, and enterprises streamline their operations by providing access to top-tier remote talent.

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Feedback loop to instructional design: log confusing content, missing steps, or outdated screenshots; propose fixes and retest after updates.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

Skills

2FA/password ManagersAirtableAsanaCalendy/CalendarClassroom FacilitationClickUpCohort ManagementCRM BasicsData Privacy/security PracticesGoogle WorkspaceKPI TrackingLMS Platforms (Thinkific Or Similar)NotionOnboarding And Training FacilitationPDCA/continuous ImprovementQ&A/rubric ScoringQuality CalibrationReporting And AnalyticsRubric-based AssessmentSlackZoom/Meet Tools

Trainer - Learning and Development Specialist

About this role

Responsibilities:

Requirements:

Skills

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