Part-Time Sales Development Representative / Appointment Setter
About the job
- Experience in outbound calling, sales development, or appointment setting.
- Strong verbal communication skills.
- Comfort conducting outbound calls and speaking with business decision-makers.
- Ability to confidently deliver an approved sales pitch and handle initial objections.
- Strong qualification and appointment-setting skills.
- Ability to follow established scripts and sales processes.
- Ability to learn and discuss an artificial intelligence integration and automation offering.
- Strong organizational skills and attention to detail.
- USB headset with noise cancellation, working webcam, and a computer with at least a 1.8 GHz processor and 4 GB of RAM.
- Main internet service of at least 25 Mbps via cable and backup internet service of at least 10 Mbps.
- Conduct outbound calls to prospective business decision-makers using supplied contact lists.
- Contact three key decision-makers per prospective company.
- Deliver the approved 90-second sales pitch.
- Handle initial objections during outbound calls.
- Qualify prospect interest based on the approved qualification process.
- Book qualified 30-minute meetings with the sales team.
- Follow the approved call scripts and sales playbook.
- Complete the meeting handoff process for qualified prospects.
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