Implementation & Customer Success Specialist - AI Agents
About the job
- Customer-facing experience with a strong focus on ownership and resolution.
- Excellent spoken and written English communication skills.
- Demonstrated evidence of ownership in prior roles.
- Technical aptitude and comfort with software configurations.
- Availability during US business hours.
- Ability to learn quickly and adapt to new technologies.
- Take ownership of customers from contract signing through implementation, go-live, adoption, retention, and expansion.
- Independently configure AI agents, including prompts, workflows, actions, transfer rules, notifications, and integrations.
- Troubleshoot customer issues and provide solutions before escalating to engineering.
- Work with APIs, credentials, authentication, two-factor authentication, webhooks, and third-party systems.
- Handle healthcare, electronic health record, and scheduling integrations as needed.
- Conduct end-to-end testing of implementations to ensure they function correctly.
- Run onboarding, implementation, troubleshooting, check-in, and escalation calls with customers.
- Proactively identify and address issues with unhappy or inactive customers.
- Document recurring problems and develop repeatable processes and playbooks.
- Adapt to new AI workflows as the product offerings evolve.
- Experience in software-as-a-service implementation or customer success.
- Hands-on experience configuring software for customers.
- Familiarity with workflow, no-code, or automation tools.
- Understanding of application programming interfaces, webhooks, and telephony or voice-over-IP systems.
- Experience in healthcare, electronic health record, practice management system, or revenue cycle management environments.
- Prior experience in startup operations or working with AI tools.
- Ability to identify upsell and expansion opportunities.
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