--- title: 'Customer Success Coach - Trainer at Wing Assistant' canonical: 'https://feeny.ai/job/customer-success-coach-trainer-wing-assistant-makati-v94kts0jkchb' type: 'job' last_seen: '2026-09-08' --- # Customer Success Coach - Trainer at Wing Assistant - **Company:** Wing Assistant - **Location:** Makati, Philippines - **Employment:** full-time - **Work type:** hybrid - **Posted:** 2026-04-14 - **Last confirmed live:** 2026-09-08 - **Apply:** https://jobs.lever.co/getwingapp/7bb4f3d9-03cd-4654-87cd-5f02c141232c ## Job description About the Role: We're looking for a Customer Success Coach - Trainer to develop, support, and elevate the performance of our Customer Success Managers (CSMs). This role combines coaching, quality assurance, and training delivery to ensure our CSMs are equipped to drive long-term client success. The ideal candidate has prior experience coaching CSMs or similar client-facing roles and brings a structured approach to performance improvement. Former BPO trainers with a strong QA background are welcome to apply. ## Key Responsibilities - Coach and mentor Customer Success Managers (CSMs) to improve customer satisfaction, retention, and relationship management - Conduct quality reviews on customer interactions (calls, emails, task updates) and provide detailed feedback - Develop and deliver coaching plans tailored to individual performance metrics and team goals - Collaborate with leadership on team skill development, training needs, and continuous improvement - Lead training sessions and skill refreshers to reinforce best practices and performance standards - Maintain standardized coaching documentation and feedback tools - Track, report, and analyze coaching effectiveness and performance trends Candidate Requirements - Experience coaching Customer Success Managers, Account Managers, or similar roles - Solid foundation in quality assurance and structured feedback delivery - Former BPO trainers with QA and client-facing experience are strongly encouraged to apply - Excellent communication, facilitation, and coaching skills - Familiarity with CRMs and performance coaching tools - Must be able to work in a hybrid setup and align with a US time zone (night shift) schedule - Must present original coaching/training materials during the hiring process Hiring Requirement – Simulation & Mock Deck - Conduct a mock training simulation (live) - Present a self-made presentation deck on the following topics: - “What is a Customer Success Manager?” - “How to Be a Successful CSM” - This simulation will be used to assess facilitation skills, structure, clarity, and relevance of content. Preferred Skills: Background in SaaS, B2B services, or subscription-based support Familiarity with CS tools like Hubspot, Pipedrive, Stripe, Dialpad Training or coaching certifications are a plus ## 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. 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