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Wing AssistantWA

Sales Learning & Development Specialist

Wing Assistant provides dedicated virtual assistants to small businesses and startups, integrating AI and human expertise to streamline workflows and enhance productivity.

Wing Assistant

Employee count: 1001-5000

Salary: 3k-5k USD

United States only

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Overview:

We are looking for a Sales Learning & Development Specialist to join our growing sales team. In this role, you will be responsible for designing, delivering, and optimizing learning initiatives that enhance the performance and effectiveness of our sales representatives. You’ll play a critical role in creating a customized training curriculum, developing engaging learning modules, and implementing long-term skill-building strategies that directly contribute to increased close rates and revenue growth.

Key Responsibilities:

Develop and Implement Training Programs:

  • Create scalable and tailored sales training programs that address different stages of the sales funnel and rep seniority levels (onboarding, ramp-up, ongoing L&D).

Customize Curriculum and Modules:

  • Design role-specific, relevant learning paths using a mix of formats (e.g., live sessions, e-learning, shadowing, and simulations). Customize based on team needs, market dynamics, and performance data.

Upskill Sales Team:

  • Deliver training sessions and workshops focused on improving key sales skills such as discovery, objection handling, negotiation, product knowledge, and closing techniques.

Track Learning & Skills Adoption:

  • Build systems and processes to measure training engagement, knowledge retention, and the long-term incorporation of skills in daily workflows. Track KPIs like ramp time, conversion rate, and close rate improvements.

Collaborate with Sales Leadership & Enablement:

  • Partner with sales managers, sales enablement, and RevOps to identify gaps, set learning priorities, and evaluate program impact.

Maintain Sales Content & Resources:

  • Keep learning materials, sales playbooks, talk tracks, and knowledge bases up to date and aligned with business goals and messaging.

Foster a Learning Culture:

  • Encourage continuous improvement and growth by facilitating peer-to-peer learning, coaching programs, and self-directed learning initiatives.

Qualifications:

  • 3+ years of experience in sales training, sales enablement, or a similar L&D role supporting a sales team (required)
  • Experience designing and executing training programs that improved measurable sales performance (required)
  • Strong understanding of B2B sales methodologies (e.g., SPIN, MEDDIC, Challenger, etc.) - (Preferred)
  • Excellent facilitation, presentation, and communication skills (required)
  • Comfortable using LMS platforms, e-learning tools, and sales tech stacks (CRM, enablement tools, etc.) - (Required)
  • Data-driven mindset with the ability to assess training effectiveness and impact - (Required)
  • Self-starter with a passion for developing people and driving performance - (Required)

About the job

Apply before

Posted on

Job type

Full Time

Experience level

Mid-level

Salary

Salary: 3k-5k USD

Location requirements

Hiring timezones

United States +/- 0 hours

About Wing Assistant

Learn more about Wing Assistant and their company culture.

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Wing Assistant is an innovative virtual assistant service that connects small businesses, startups, and executives with top-tier remote talent. Founded in 2020 and headquartered in Berkeley, California, Wing has quickly established itself as a leader in the virtual assistant landscape by offering a unique blend of human expertise and AI-driven support. The company provides dedicated assistants who are tailored to the specific needs of its clients, enabling them to offload recurring tasks, manage complex projects, and optimize their workflows.

Unlike traditional hiring, Wing's platform allows clients to scale their support needs dynamically—whether they require part-time help or full-time assistance. With pricing structures that reflect their commitment to affordability, clients can secure the services of a talented virtual assistant for as little as $599 per month. Each assistant is rigorously vetted to ensure they possess the necessary skills and competencies, making them capable of handling a wide range of tasks from administrative support to specialized services in areas like marketing, e-commerce, and customer service. Wing's Customer Success Managers ensure quality and compatibility, fostering long-term relationships between assistants and clients to continually refine and enhance service delivery.

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Wing Assistant

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Wing Assistant hiring Sales Learning & Development Specialist • Remote (Work from Home) | Himalayas