---
title: 'Training & Onboarding Specialist at Wing Assistant'
canonical: 'https://feeny.ai/job/training-onboarding-specialist-wing-assistant-makati-nt9ec45sfdvk'
type: 'job'
last_seen: '2026-09-08'
---

# Training & Onboarding Specialist at Wing Assistant

- **Company:** Wing Assistant
- **Location:** Makati, Philippines
- **Employment:** full-time
- **Work type:** onsite
- **Posted:** 2026-03-24
- **Last confirmed live:** 2026-09-08
- **Apply:** https://jobs.lever.co/getwingapp/a3f8085c-0fa3-452e-bb79-afd20a4e774d

## Job 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

## About Wing Assistant

## Company Overview
- **One-liner**: Wing Assistant provides fully managed, vetted virtual assistants from the top 1% of global talent to handle recurring business tasks for small businesses, startups, executives, and enterprises.
- **Entity Type**: Private (funded: Seed & Pre-Seed)
- **Headquarters**: Berkeley, California, United States
- **Founded**: 2018
- **Founders**: Not explicitly listed in available sources; co-founders include Sai G. (Co-Founder & CTO) per LinkedIn.

## Core Business
- **Primary industry**: Internet Marketplace Platforms / Virtual Assistant Services
- **Target customers**: B2B – small businesses, startups, executives, and enterprises across multiple verticals (e.g., healthcare, real estate, sales, marketing)
- **Mission or purpose statement**: "Reinventing the future of work for companies worldwide" by providing elite virtual assistants so clients can focus on core business activities.

## Products & Services
- **General Virtual Assistant (GVA) Full-Time**: Dedicated assistant, 160 hours/month, $999/month – includes free training, onboarding, free replacement, Customer Success Manager, quality control, Wing Workspace app, month-to-month.
- **General Virtual Assistant (GVA) Part-Time**: 80 hours/month, $699/month – same features with limited file storage.
- **Healthcare Assistant**: Specialized VA for patient intake, EHR updates, insurance verification (HIPAA compliant).
- **Other Specialty Roles**: Executive Assistant, Sales Development Representative, Digital Marketing Assistant, Bookkeeper, Real Estate VA, and more – sourced and managed by Wing.
- **Enterprise Services**: SOC 2 certified, HIPAA compliant, managed devices/VDI support, access controls and auditability for regulated industries.

## Market Standing
- **Valuation/Market Cap**: Not publicly available (private company)
- **Key Metric**: Annual revenue estimated $5M–$25M (based on employee count of 445 and industry benchmarks); Total funding $2.2M.
- **Notable Investors/Partners**: Surface Ventures (led Seed round of $2.1M in March 2022), SkyDeck Berkeley (Pre-Seed $105k in March 2020).
- **Growth Signals**: 445 employees (+20.7% YoY, +209 people), 177,516 LinkedIn followers (+34.9% yearly), 10,000+ companies supported, 2M+ applicants screened annually (hires <1%), active job postings across multiple roles.

## Competitive Advantages
- **Top 1% talent pool**: Vetted, trained, and managed assistants from a global applicant base of 2M+ annually.
- **Free replacement guarantee**: If an assistant isn’t a fit, Wing replaces them at no cost, monitored by a Customer Success Manager.
- **Managed service model**: Wing handles training, supervision, quality control, and security compliance (SOC 2, HIPAA) – reducing client hiring overhead.
- **Month-to-month contracts**: No long-term commitment, with plans starting at $699/month for part-time support.
- **Security-first**: SOC 2 certified, HIPAA compliant, managed devices, and VDI support for regulated workflows.

## Strategic Focus
- **Current priorities**: Expanding AI solutions (e.g., hiring a Product Manager, AI Solutions) and deepening specialization (healthcare, real estate, sales enablement).
- **Growth direction**: Scaling global talent pool across 23+ countries (Philippines, India, Mexico, US, Nigeria, etc.) and increasing enterprise adoption through compliance certifications.
- **Operational efficiency**: Automating vetting, training, and quality processes to maintain high service consistency while growing headcount.

## Why Work Here
- **Culture**: Inclusive, fun work environment with opportunities for career growth, upskilling, and paid training. Rated 3.7/5.0 on employer reviews (356 reviews) with work-life balance at 3.9, culture at 3.8.
- **Remote/hybrid policy**: Fully remote (100% work-from-home) with US work hours for most roles; positions available across multiple time zones (e.g., US, Philippines, India, Latin America).
- **Notable perks**: Performance incentives, job security and stability, holiday & overtime pay, supportive team, opportunities for advancement.
- **Engineering culture**: Mobile and engineering leaders are present (e.g., Mobile Engineer Leader, Head of Engineering); React Native Developer roles indicate modern tech stack.

## Sources
1. [linkedin.com](https://linkedin.com/company/wingassistant)
2. [get.wingassistant.com](https://get.wingassistant.com/)
3. [leadiq.com](https://leadiq.com/c/wing-assistant/5a1daaf52300005b009fbca2)
4. [wingassistant.com](https://wingassistant.com/careers/us/executive-assistant-us-columbus/)
5. [linkedin.com](https://linkedin.com/company/wing-india)

## Other roles at Wing Assistant

- [Sales Development Representative (PH-based) | 20355](https://feeny.ai/job/sales-development-representative-ph-based-20355-wing-assistant-philippines-47m0r6ap5gmd) — Philippines
- [Product Manager - AI](https://feeny.ai/job/product-manager-ai-wing-assistant-india-680ens3pq8m1) — India
- [Product Manager - AI](https://feeny.ai/job/product-manager-ai-wing-assistant-hong-kong-0sx092w8f4pw) — Hong Kong
- [Product Manager - AI](https://feeny.ai/job/product-manager-ai-wing-assistant-china-6kp2c6ww34wn) — China
- [Product Manager - AI](https://feeny.ai/job/product-manager-ai-wing-assistant-jakarta-7c4cvh7xjzgk) — Jakarta, Indonesia
- [Product Manager - AI](https://feeny.ai/job/product-manager-ai-wing-assistant-taiwan-p1e7zd0nnnnn) — Taiwan
- [Customer Service Representative (Mandarin Bilingual) | 20704](https://feeny.ai/job/customer-service-representative-mandarin-bilingual-20704-wing-assistant-manila-tzshf0cn6a8h) — Manila, Philippines
- [Business Development Representative | 20723](https://feeny.ai/job/business-development-representative-20723-wing-assistant-philippines-2dgqg42rp21m) — Philippines
- [Accounts Receivable Officer (Dayshift) Full-time | 20758](https://feeny.ai/job/accounts-receivable-officer-dayshift-full-time-20758-wing-assistant-philippines-e2ga4ge2g51f) — Philippines
- [Business Development Representative (BDR)](https://feeny.ai/job/business-development-representative-bdr-wing-assistant-united-states-pa2bs3pnrvgn) — United States