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Experienced Web Development Technical Expert & Teaching Assistant - Flexible Remote Opportunity with Thinkful by Chegg

Remote, USA Full-time Posted 2025-11-03

Unlock Your Potential as a Web Development Technical Expert & Teaching Assistant

Thinkful, operated by Chegg, is a pioneering online learning platform that empowers ambitious individuals worldwide to embark on high-growth tech careers. We're seeking a skilled and passionate Web Development Technical Expert to join our team as a Teaching Assistant, guiding students through our rigorous web development curriculum and helping them achieve their career goals.

About Thinkful and Chegg

Chegg is a leader in the education space, dedicated to making learning more accessible, affordable, and effective. Thinkful, as part of the Chegg family, offers online learning programs in web development, data science, digital marketing, and more, leveraging a network of industry experts and a cutting-edge online platform. Our mission is to provide a structured and flexible education that helps students land entry-level roles in their chosen fields.

The Role: Web Development Technical Expert & Teaching Assistant

As a Teaching Assistant at Thinkful, you'll play a vital role in supporting our students as they navigate our web development curriculum. You'll host online video sessions, foster a safe and inclusive learning environment, and provide guidance on assignments and projects. This is a part-time, flexible opportunity that can be adapted to your schedule, with a minimum commitment of 10 hours per week.

Key Responsibilities:

  • Host online video sessions for groups of students, providing live support and guidance on web development topics and assignments
  • Create a safe, inclusive, and supportive learning environment that encourages students to ask questions and engage in discussions
  • Arrive punctually and complete required reports before the end of each shift, ensuring seamless continuity for students
  • Stay up-to-date with curricular, team, and company updates through Slack, email, and other async communications
  • Assist in maintaining records of student progress, escalating concerns to instructors when necessary
  • Participate in live student study pods via video call, helping to unblock their progress on labs and coursework within allocated time
  • Substitute as a lecturer, teaching live sessions within our established curriculum, if desired

Requirements and Qualifications

To excel as a Web Development Technical Expert & Teaching Assistant at Thinkful, you'll need:

Essential Qualifications:

  • 4+ years of relevant professional work and/or teaching experience in web development
  • Proficiency with front-end technologies, including HTML, CSS, JavaScript, and jQuery
  • Industry-level expertise in Node.JS and React.JS, with full MERN stack proficiency a plus
  • Genuine student advocacy and empathy for beginners, with a passion for creating an inclusive learning environment
  • Ability to quickly learn and become familiar with our program curriculum, including core concepts, topics, and learning objectives
  • Strong attention to detail, with a focus on providing accurate and high-quality support to students
  • Growth mindset, with a willingness to learn new concepts, adapt to changes, and go through training as needed

Preferred Qualifications:

  • Experience with online teaching or tutoring platforms
  • Familiarity with Thinkful's curriculum or similar online learning programs
  • Excellent communication and interpersonal skills, with the ability to collaborate effectively with instructors and fellow teaching assistants

What We Offer

As a Teaching Assistant at Thinkful, you'll enjoy:

  • A fully remote position with a flexible schedule, adaptable to your needs
  • Access to all Thinkful Course Curriculum for your continued learning and professional growth
  • A community of 500+ like-minded professionals, providing opportunities for networking and skill-sharing
  • A competitive hourly rate of $38, with free access to Thinkful's curriculum to support your ongoing education

Career Growth and Learning Benefits

At Thinkful, we're committed to helping you grow professionally and achieve your career goals. As a Teaching Assistant, you'll have opportunities to:

  • Develop your teaching and mentoring skills, with training and support from our experienced team
  • Stay up-to-date with industry developments and advancements in web development
  • Network with like-minded professionals and expand your professional network
  • Access a wealth of educational resources and curriculum materials, enhancing your knowledge and expertise

Work Environment and Company Culture

Thinkful is a dynamic and inclusive company that values diversity, equity, and inclusion. As a remote team, we prioritize flexibility, autonomy, and work-life balance. Our company culture is built on a foundation of:

  • Collaboration and teamwork, with a focus on supporting each other and driving collective success
  • Innovation and creativity, with a willingness to experiment and try new approaches
  • Continuous learning and growth, with opportunities for professional development and skill-building

Compensation, Perks, and Benefits

We offer a competitive compensation package, including:

  • A hourly rate of $38
  • Free access to Thinkful's curriculum, supporting your ongoing education and professional growth
  • A flexible, remote work arrangement that allows you to balance work and life

Join Our Team!

If you're a passionate and experienced Web Development Technical Expert looking for a flexible, remote opportunity, we want to hear from you! As a Teaching Assistant at Thinkful, you'll play a vital role in shaping the next generation of web developers and advancing our mission to make learning more accessible and effective. Apply now and join our community of like-minded professionals!

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