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Wing Assistant

Subscription-based virtual assistant services for businesses

Customer Success Manager Coach

Full-TimeUpdated on 10/15/2026
₱50k - ₱70k/mo
Mid
Philippines
HybridHybrid setup required, with a US time zone night-shift schedule.
People & HRLearning & Development

About the job

Requirements
  • Experience coaching Customer Success Managers, Account Managers, or similar roles.
  • A solid foundation in quality assurance and structured feedback delivery.
  • Familiarity with customer relationship management systems and performance coaching tools.
  • Ability to work in a hybrid setup and align with a United States time zone night-shift schedule.
  • Must present original coaching or training materials during the hiring process.
  • Must conduct a live mock training simulation.
  • Must present a self-made deck covering “What is a Customer Success Manager ” and “How to Be a Successful CSM.”
Responsibilities
  • Coach and mentor Customer Success Managers to improve customer satisfaction, retention, and relationship management.
  • Conduct quality reviews of customer interactions, including calls, emails, and 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.
Desired Qualifications
  • Background in software as a service, business-to-business services, or subscription-based support.
  • Familiarity with customer success tools such as HubSpot, Pipedrive, Stripe, and Dialpad.
  • Training or coaching certifications.

About the company

Wing Assistant provides virtual assistant services for businesses, offering dedicated virtual assistants that work remotely on a full-time or part-time basis through a subscription model. Clients hire VAs who handle administrative tasks such as invoicing, payment tracking, and expense recording, while gaining complimentary access to the Wing Task Workspace App for communication, task management, file sharing, and screen recording. The service works by assigning a dedicated VA and, if needed, a Customer Success Manager plus thorough training for assistants to ensure consistent quality. This differentiates Wing Assistant through a strong emphasis on customer support and investment in VA training, with pricing tied to service level and hours required. The company’s goal is to help businesses run more efficiently by providing reliable, scalable administrative support via licensed remote assistants.

Company Size

1,001-5,000

Company Stage

Seed

Total Funding

$2.2M

Headquarters

Berkeley, California

Founded

2018

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Simplify's Take

What believers are saying

  • Wing reported 210% annualized growth after $1.4 million revenue-based financing in 2023.
  • Its 2026 careers pages show active hiring, suggesting demand and ongoing operational expansion.
  • 2026 content marketing around outsourcing and AI services strengthens lead generation against smaller rivals.

What critics are saying

  • Wing still relies on low-margin labor subscriptions, exposing it to price wars and churn.
  • 2026 job posts tie Wing to M32 AI, signaling uncertain strategic drift from core services.
  • The mandatory arbitration terms and security complaints raise client-trust risk before 2027 renewals.

What makes Wing Assistant unique

  • Wing bundles dedicated virtual assistants with customer success and task-workspace software.
  • Its 2026 hiring pages emphasize global remote coverage across hundreds of open roles.
  • Wing markets specialized vertical support, including medical scribing and customer service outsourcing guides.

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Benefits

Performance Bonus

Job Security

Paid Training

Inclusive Culture

Upskilling Opportunities

Remote Work Options

Exceptionally Supportive Team

Opportunities for Career Growth

Company Social Events

Holiday & Overtime Pay

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

0%

2 year growth

0%
FinSMEs
Mar 31st, 2022
Wing Assistant Raises $2.1M In Seed Funding

Wing Assistant, an Irvine, Calif. – based platform enabling companies to find remote talent for recurring work, raised $2.1m in seed funding. Backers included Surface Ventures, Brookstone Venture Capitaland UC BerkeleySkyDeck as well as angel investors. Co-founded by Karan Kanwar, CEO, Martin Gomez, COO, Saideep Gupta, CTO, and Roland Polzin, CMO, Wing Assistant provides business [] The post Wing Assistant Raises $2.1M in Seed Funding appeared first on FinSMEs.

Robotics and Automation News
Nov 5th, 2020
Wing Assistant partners with Kiwibot

Wing AI is partnering with KiwiBot to develop robotic delivery services.

Robotics and Automation News
Aug 18th, 2020
Wing Assistant is developing robotic delivery services

Wing AI is partnering with KiwiBot to develop robotic delivery services.