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Instructional Design

Senior Instructional Designer

Job Type Full-Time  
Experience Level Senior  
Organization Type Edtech  
Pay Range TBD  

Job Description

Senior Instructional Designer

Who We Are

Chegg Skills is a new type of school that brings high-growth tech careers to ambitious people everywhere. We provide 1-on-1 learning through our network of industry experts, hiring partners, and online platform to deliver a structured and flexible education to help upskill and reskill the workforce. We offer programs in tech and tech adjacent fields, such as AI, cybersecurity, web development, data science, data analytics, UX design, and project management, as well as durable skills and leadership disciplines like communication, sales and frontline management.

Job Description

The Senior Instructional Designer will be responsible for designing, building, optimizing and maintaining program(s) that leads to the maximization of student learning and career outcomes in one or multiple domains across. They will analyze data, define and run research, and iterate content and curricula for skills training across Chegg Skill’s portfolio of programs to achieve these outcomes. The content created will address the core needs of learners who wish to upskill or move into new career paths.

The Senior Instructional Designer must be an expert in adult learning design and bring experience developing content and assessments to meet the needs of learners and partners. They will stay up to date on industry-recognized credentials and skills to prepare students to test for certifications or job outcomes. They will then use this set of findings to inspire informed development of our programs for a designated area and measure the efficacy of the content they design at delivering improved student outcomes. 

The Senior Instructional Designer must be skilled in designing for a range of domains – from highly technical content to durable skills / soft skills content. Additionally, they must be comfortable building programs for different types of learners and customers – such as business to business (B2B) and direct to consumer (D2C). They should have experience utilizing AI tools to enhance curriculum development processes and power elements of the learning experience. They should be comfortable utilizing lab-based tooling systems, prompt engineering simulations, working with SMEs, and be interested in staying up to date with industry certifications and new instructional design tools – ensuring our content stays competitive in the market.


  • Formulate data-driven strategies for maintaining and improving instructional materials for our programs, drawing on existing metrics like pacing, skills attainment, and mastery.
  • Partner with our Instructional Design Manager to formulate a strategy for improving student outcomes in assigned programs.
  • Partner with Producers, Editors, and other Instructional Designers to ensure our content roadmap is aligned to the largest opportunities for improvement for our students within a domain.
  • Conduct surveys, tests, and competitive analyses to ensure our learning objectives are teaching the highest-demand job skills in each industry we teach.
  • Test updated content with users as it is being developed to ensure clarity and student engagement is a core tenant of each piece of content we develop.
  • Evaluate the efficacy of learning outcomes and curriculum for individual students across the catalog.
  • Set program design and create materials to help learners achieve objectives at high rates. This includes setting learning objectives, designing, and writing lessons to achieve those learning objectives, designing formative and summative assessments to measure student mastery, and monitoring and addressing feedback from students and educators.
  • Hire, manage and review the work of subject matter experts, and author material yourself when appropriate.
  • Create and update skills taxonomies for assigned programs to ensure the content we teach is tightly aligned to these skills and delivers a high hired rate for students.
  • Solve for a diverse group of student personas. Our students have varied education, skills, work backgrounds, and demands on their time: we must build solutions that solve for each group in equitable and personalized ways.
  • Design towards different goals and metrics depending on customer needs / business goals.
  • Ensure our content delivery is viable and feasible: recommend and develop content solutions for student problems that can be supported by our Operations teams at scale, and delivered within budget by our Subject Matter Experts, Instructional Designers, and Editorial teams.
  • Mentor and inspire junior instructional designers and subject matter experts, set the standard for excellence within the department, and consistently deliver high-quality work products.
  • Recommend, evangelize, and communicate instructional strategy, encouraging cross-functional partners to act in ways that put our students first.
  • Represent Chegg excellently to students, staff, partners, and peers.
  • Perform other duties and ad hoc requests as needed by management.


  • 3-5 Years working in a Curriculum Development, Learning Design, Learning Engineering, or Instructional Design role.
  • 2+ years of experience working with and/or supporting adult educational programming related to technical education, durable skills education, and/or leadership education.
  • 2+ years designing learning experiences for an online education platform.
  • Experience/comfort with prompt engineering and utilizing AI tools like ChatGPT and Bard to develop content and design AI powered simulations.
  • Experience developing programs for B2B and D2C program formats / customers.
  • Excellent writing and editing skills.
  • Experience managing others, formally or informally, to deliver on your vision.
  • Strong understanding and application of best practices in user research, competitive analysis, adult learning theory, and skill development.
  • Experience running user interviews, surveys, and developing personas based on findings.
  • Experienced in analyzing data, developing, and testing hypotheses, and using findings to develop content solutions.
  • Experience using research and survey tools like Usertesting.com, Typeform, Lightcast, and consuming market and educational research.
  • Ability to contextualize skills and tools taught in the program to specific job functions.  
  • Ability to use backward design to create and iterate content as needed.
  • Self-motivated, organized, reliable, nimble, deadline-oriented, curious, have keen attention to detail and can complete multiple tasks in a timely fashion.
  • Comfortable with remote work. You enjoy collaborating and partnering with people in a remote environment and have excellent communication, project management skills and follow through.


Why do we exist?

Students are working harder than ever before to stabilize their future. Our recent research study called State of the Student shows that nearly 3 out of 4 students are working to support themselves through college and 1 in 3 students feel pressure to spend more than they can afford. We founded our business on provided affordable textbook rental options to address these issues. Since then, we’ve expanded our offerings to supplement many facets of higher educational learning through Chegg Study, Chegg Math, Chegg Writing, Chegg Internships, Thinkful Online Learning, and more to support students beyond their college experience. These offerings lower financial concerns for students by modernizing their learning experience. We exist so students everywhere have a smarter, faster, more affordable way to student.

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Chegg is an equal opportunity employer

United States Remote: This is a remote position which may be performed anywhere in the United States.