Technical Customer Success Manager - AI Agents
About the job
- Proven experience in a Customer Success Manager or Technical Account Manager role, preferably within a B2B SaaS environment.
- Strong technical curiosity and the ability to understand and communicate complex technical concepts to non-technical stakeholders.
- Verbal and written fluency in English and Spanish.
- A proven track record of managing customer relationships and driving product adoption.
- Ability to work independently and demonstrate a high level of initiative in a fast-paced environment.
- Experience troubleshooting and problem-solving in a technology-focused environment.
- Strong organizational skills and the ability to manage multiple clients and priorities effectively.
- Own the complete onboarding process for new clients, ensuring a smooth transition to the products.
- Configure Central independently to meet client needs and maintain a strong understanding of the technical aspects of the solutions.
- Drive product adoption through proactive communication and training with customers.
- Provide troubleshooting support, address common issues, and escalate genuine engineering problems to the technical team.
- Manage customer communications and provide timely, clear updates throughout the customer journey.
- Focus on retention by identifying opportunities for expansion within existing accounts.
- Execute same-day actions and communications proactively.
- Participate in independent go-lives by Day 7 following the accelerated ramp schedule.
- Work collaboratively with engineering on custom APIs and new integrations while maintaining ownership of the customer experience.
- Work during US business hours.
- Familiarity with APIs and integrations.
- Experience in the AI or machine learning sector.
- Familiarity with customer success software tools and platforms.
- Prior experience in a startup or rapidly growing organization.
- Knowledge of project management methodologies.
- Experience conducting client training sessions.
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