Team Lead/Assistant Manager - Training

Instawork’s vision is to create economic opportunities for local businesses and skilled hourly workers in communities around the world. With an AI-first approach, we’re supercharging the leading online labor marketplace and looking for exceptional talent to help us build the future of hourly work. Backed by world-class investors like Benchmark, Spark Capital, Craft Ventures, Greylock, Y Combinator, and more, we want you to help us continue to scale quickly and make an even greater impact.

We are seeking a detail-oriented and proactive Team Lead - Training to join our team. This role is responsible for developing and delivering engaging training sessions, creating high-quality training materials, and ensuring that all content aligns with learning objectives and performance outcomes. The ideal candidate should have a solid understanding of content creation principles, and training facilitation. In addition, they should be enthusiastic about identifying opportunities to improve team efficiency and enhance customer satisfaction. Experience with video editing and e-learning development is a plus but not required.

Key Responsibilities:

• Content Development & Training Material Creation:
• Design, develop, and maintain training materials, including manuals, guides, newsletters, presentations, and handouts.
• Create PowerPoint presentations that effectively communicate key concepts and reinforce learning objectives.
• Develop structured training agendas and lesson plans that align with organizational goals.
• Ensure all training materials are clear, concise, and visually engaging.
• Training Delivery & Facilitation:
• Conduct in-person and virtual training sessions to educate employees on key topics.
• Use interactive training techniques to enhance learner engagement and retention.
• Monitor trainee progress and provide constructive feedback.
• Learning Development:
• Collaborate with subject matter experts (SMEs) to ensure the accuracy and relevance of training content.
• Conduct training needs assessments in collaboration with managers and team leads to identify skill gaps and learning opportunities.Assist in creating e-learning modules and interactive training experiences.
• Support the development of performance metrics to track training impact on operational outcomes.
• Analyze performance data and feedback to inform targeted learning solutions.

Qualifications & Skills:

• Bachelor’s degree in education, Communications, or a related field (or equivalent experience).
• 3-5 years of experience in training, instructional design, or content creation.
• Strong proficiency in Microsoft PowerPoint and other content development tools.
• Ability to develop clear, structured, and engaging training materials.
• Excellent verbal and written communication skills.
• Strong attention to detail and ability to review materials for accuracy and clarity.
• Good-to-have: Experience with e-learning tools (e.g., Articulate, Captivate, or similar).
• Good-to-have: Basic video editing skills (e.g., Camtasia, Adobe Premiere, or similar).

Key Competencies:

• High level of organization and ability to manage multiple projects simultaneously
• Capacity to deliver remote training sessions to other regions and timezones..
• Strong problem-solving skills and ability to adapt training materials to different audiences.
• Team-oriented mindset with the ability to collaborate across departments.
• Passion for learning and development with a commitment to continuous improvement.
• Customer-centric mindset with a drive to enhance the learner experience and operational performance.

Our Values 

• Empathy, Trust & Candor
  We put ourselves in the shoes of our colleagues and customers and don’t shy away from uncomfortable conversations, instead building trust through honest and direct feedback.

• Bias for Action
  We practice high-velocity decision-making, clear-eyed that we often operate with incomplete information. Growing quickly means it’s OK to be wrong, so long as we learn from our mistakes and course correct!

• Always Be Learning
  We’re a curious bunch, and with AI transforming our workplace we encourage everyone to learn from each other, compounding our knowledge and experience to help us change an entire industry.

• Act Like an Owner
  We work long, hard, and smart, building products that delight our users and drive growth. Your ability to impact Instawork is limited only by your courage and conviction, not your job description.

About Instawork

Founded in 2015, Instawork is the nation’s leading online labor marketplace for food services, hospitality, light industry, and logistics, connecting more than 7M skilled workers with local restaurants, hotels, warehouses, stadiums, and more. Our AI-powered platform serves thousands of businesses across more than 50 major markets in the United States and Canada. We're not just helping fill shifts, we're supporting local economies—and we're just getting started!

Instawork has been featured by CBS News, The Wall Street Journal, The Washington Post, and the Associated Press. Forbes included us on their Next Billion Dollar Startups list; RetailTech Breakthrough named us Workforce Hiring Solution of the Year for 2025; and Inc. 5000 recognized us as one of the country's top 10% fastest-growing companies two years in a row. But what matters most is our impact. We're solving real problems for real people, and we’re doing it at scale.

Join our team to help us build something that matters! We’re looking for superstars who want to help us shape the future of work. With hubs in San Francisco, Bangalore, and Chicago, city offices in New York, Phoenix, and Singapore, we're back to working together in-person five days a week because we believe the best ideas happen when great people collaborate face-to-face. We also value diverse perspectives and encourage applications from candidates of all backgrounds.

Ready to make an impact? Learn more at www.instawork.com/about.

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