Sales Executive - AI Agents
About the job
- Proven experience in high-velocity business-to-business sales with a track record of closing deals.
- Exceptional spoken and written English skills.
- Ability to work during U.S. business hours.
- Strong understanding of value selling and call control techniques.
- Experience selling products with a price range of $300–$650 or more monthly recurring revenue.
- Relentless follow-up capabilities and a results-oriented mindset.
- Comfort operating in a fast-paced and competitive sales environment.
- Ability to adapt to various client needs and adjust strategies accordingly.
- Conduct thorough discovery calls to identify client needs and challenges.
- Deliver engaging and informative product demonstrations to potential clients.
- Close sales efficiently, managing the entire sales cycle from prospecting to the first payment.
- Maintain a disciplined approach to pricing and discounting to maximize deal value.
- Utilize value selling techniques to effectively communicate the benefits of AI Agents to small and medium-sized business owners.
- Demonstrate strong call control and follow-up strategies to nurture leads and convert opportunities.
- Meet and exceed individual closing targets consistently.
- Collaborate with the sales team to share insights and improve processes.
- Provide exceptional customer service and build long-lasting relationships with clients.
- Stay updated on industry trends and competitor offerings to maintain a competitive edge.
- Experience selling software or technology products.
- Familiarity with customer relationship management tools and sales enablement platforms.
- Understanding of the small and medium-sized business landscape in the United States.
- Previous success in a commission-based sales role.
- Strong negotiation skills and ability to handle objections.
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