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Customer Success - Trainer

Wing Assistant • Virtual Assistant Services • Business Process Outsourcing (BPO) • 2 months ago

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Salary

$9.6k – $13k per year

Location

Hybrid (Makati, Philippines)

Employment

Full-Time

Confirmed on the employer's own hiring board on Oct 18, 2026. First seen by Alion on Aug 25, 2026. Wing Assistant scores B on the Alion truth index.

Overview

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Wing Assistant

Wing Assistant is a remote staffing company that provides small businesses, startups, executives and enterprises with dedicated full-time remote assistants for recurring work such as executive assistance, social media management, data entry, outbound sales calling and marketing. Most of its assistants are recruited in the Philippines, with hiring also in Latin America, for roles such as digital marketing account managers, social media specialists and automation developers. The company is headquartered in Berkeley, California, United States.

wingassistant.com • HQ: Berkeley, United States • Business Process Outsourcing (BPO) • Virtual Assistant Services • 501-1000 employees • Est. 2026

Tech stack of Wing Assistant

About the Role:

We're looking for a Customer Success - 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.

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