Wing Assistant

Subscription-based virtual assistant services for businesses

Account Executive - AI Agents

Account ExecutiveConfirmed live in the last 24 hours

Full-timeRemote in South Africa

About the Job

Requirements

Proven experience in B2B SaaS sales with a strong closing record.
Ability to manage the full sales cycle independently.
Experience communicating in written English.
Experience with CRM systems and maintaining accurate records.
Ability to negotiate and handle objections.
Ability to engage with small and medium business owners confidently and professionally.
Ability to conduct disciplined daily follow-ups and lead management.

Responsibilities

Own the full sales cycle from discovery through contract signing and first payment.
Conduct live demonstrations and present AI solutions to potential clients.
Handle objections and communicate the value and return on investment of the offerings.
Close deals with an average monthly recurring revenue of $300–$650 or more and short sales cycles.
Follow up with leads daily to support a high close rate.
Structure deal terms and maintain pricing rather than discounting immediately.
Track and manage sales activities in customer relationship management systems accurately.
Communicate confidently with US small and medium business owners at a peer level.
Run several live demonstrations per day to demonstrate product capabilities.
Collaborate with sales and marketing teams to optimize strategies and processes.

Desired Qualifications

Experience selling AI or technology-related solutions.
Familiarity with US small and medium business market dynamics.
History of exceeding sales quotas and performance metrics.
Understanding of return-on-investment calculations and financial discussions.
Experience running product demonstrations in a virtual setting.

Salary Range: 0 to 0 (Currency: USD) (Pay period: per-year-salary)

About the Role

We are seeking a motivated and experienced Account Executive - AI Agents to join our team in South Africa. This is a unique opportunity to work remotely while engaging with US small and medium business owners. You will be responsible for driving our sales process from discovery to close, ensuring a smooth transition for our clients as they adopt our innovative AI solutions.

The ideal candidate is a proven B2B SaaS closer with a track record of successfully managing the entire sales cycle. You will be expected to demonstrate confidence and expertise when running live demos and discussing ROI, while also maintaining a disciplined approach to CRM management.

This position is perfect for someone who is self-directed, commercially sharp, and obsessed with hitting their numbers. If you thrive in a fast-paced environment and have the ability to close deals efficiently, we want to hear from you!

Responsibilities

Own the full sales cycle from discovery through to contract signing and first payment.
Conduct live demos and present our AI solutions to potential clients.
Handle objections and effectively communicate the value and ROI of our offerings.
Close deals with an average MRR of $300–$650+ and short sales cycles.
Maintain daily follow-ups with leads to ensure a high close rate.
Structure terms of deals and hold pricing rather than discounting immediately.
Track and manage sales activities in CRM with discipline and accuracy.
Communicate confidently and peer-level with US SMB owners.
Run several live demos per day, demonstrating product capabilities effectively.
Collaborate with the sales and marketing teams to optimize strategies and processes.

Requirements

Proven experience in B2B SaaS sales with a strong closing record.
Ability to manage the full sales cycle independently.
Exceptional communication skills in written English.
Experience with CRM systems and maintaining accurate records.
Self-directed and motivated with a results-oriented mindset.
Strong negotiation skills and ability to handle objections proficiently.
Ability to engage with SMB owners confidently and professionally.
Disciplined approach to daily follow-ups and lead management.

Nice to Have

Experience in selling AI or tech-related solutions.
Familiarity with US SMB market dynamics.
History of exceeding sales quotas and performance metrics.
Strong understanding of ROI calculations and financial discussions.
Experience running product demos in a virtual setting.

Benefits

Full-time remote position with flexibility to work from anywhere in South Africa.
Engaging company culture focused on innovation and performance.
Competitive base salary plus commission structure.
Opportunities for professional development and career advancement.
Collaborative team environment with a focus on results.
Access to cutting-edge AI technology and resources.

We are an equal opportunity employer and value diversity at our company. We encourage all qualified candidates to apply and look forward to hearing from you!

About the Company

Wing Assistant

Subscription-based virtual assistant services for businesses

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, CA
Founded: 2018

Recently Posted Jobs

Explore more opportunities at Wing Assistant

See more jobs