Digital Adoption Senior Strategist

The Digital Adoption Senior Strategist serves as a subject-matter expert and technical resource for the firm’s learning technology and digital adoption tools, including AI-enabled learning tools. As a member of the Digital Learning Team (DLT) within the global Learning & Development (L&D) team, the Senior Strategist works both independently and collaboratively on complex projects, sets technical standards, and coaches team members to ensure the implementation, support, and adoption of digital adoption technologies.

Duties and Responsibilities:

• Lead the implementation, administration, and ongoing optimization of learning technologies and digital adoption platforms (e.g., content authoring tools, Whatfix/WalkMe) to improve technology adoption and learning effectiveness across the Firm.
• Administer the Firm’s learning management system (LMS), including content and learner management, troubleshooting, reporting, and ongoing system maintenance.
• Manage integrations between the Firm’s HCM system and digital adoption platforms, including integration design, data validation, synchronization, and troubleshooting to ensure data accuracy and system reliability.
• Establish technical and quality standards for digital learning solutions, including SCORM/xAPI packaging, quality assurance, documentation, and reporting, while coaching team members on consistent application.
• Lead pilots, testing, and evaluation of emerging digital adoption and AI-enabled learning technologies, recommending solutions that enhance existing platforms, workflows, and learning experiences.
• Partner with functional leaders, Learning & Development, Compliance, and other departments to identify learning technology needs, advise on solutions, and support successful program launches and firmwide initiatives.
• Design and deliver digital learning and technology adoption programs through classroom instruction, software demonstrations, workshops, webinars, and individual coaching, incorporating participant feedback to improve effectiveness.
• Serve as an escalation point for complex technical issues and user inquiries related to digital adoption systems, developing clear documentation and resources to support effective technology use.
• Develop surveys, reports, and other measurement tools to evaluate learning effectiveness, technology adoption, and program outcomes, using findings to recommend improvements.
• Contribute to the Firm’s digital learning strategy and continuous improvement initiatives by evaluating industry trends, recommending enhancements to learning technologies and processes, and supporting additional projects as needed, including travel of approximately 5–10%.

Education and/or Experience:

Required:

• Bachelor’s degree
• Minimum of five years of experience working in or managing learning technology (e.g., Cornerstone LMS, SCORM, Camtasia, Articulate Storyline, Whatfix/WalkMe)
• Minimum of four years’ experience in technical training and support legal or professional services environment
• Minimum of two years of experience in creating test scenarios with a priority on usability and user experience
• Strong proficiency in Excel, Word and PowerPoint

Preferred:

• Experience creating xAPI integrations
• Knowledge of eLearning development software (e.g., Articulate Storyline, Camtasia)
• Experience with reporting and data analytics
• Familiarity with project management

Other Skills and Abilities:

The following will also be required of the successful candidate:

• Strong organizational skills
• Strong attention to detail
• Good judgment
• Strong interpersonal communication skills
• Strong analytical and problem-solving skills
• Able to work harmoniously and effectively with others
• Able to preserve confidentiality and exercise discretion
• Able to work under pressure
• Able to manage multiple projects with competing deadlines and priorities

The target salary range for this role is:

Salaries vary by location and are based on numerous factors, including, but not limited to, the relevant market, skills, experience, and education of the selected candidate. Our compensation package also includes bonus eligibility and a comprehensive benefits program. Benefits information can be found at Sidley.com/Benefits.

To perform this job successfully, an individual must be able to perform the Duties and Responsibilities above satisfactorily and meet the requirements. The requirements listed above are representative of the minimum knowledge, skill, and/or ability required. Reasonable accommodations will be made to enable individuals with disabilities to perform the essential functions of the job. If you need such an accommodation, please email sidleytalentacquisition@sidley.com (current employees should contact Human Resources).

Sidley Austin LLP is an Equal Opportunity Employer.

Sidley is an elite global law firm with a known reputation of deploying innovative strategies to achieve powerful results.

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Business professionals are essential to the firm’s ability to deliver the highest quality legal services to our clients. We are always looking for talented, motivated individuals who thrive in a performance-driven culture to join our team.

More About Sidley

Sidley employs approximately 2,300 lawyers working with our clients in complex transactional, restructuring, crisis management, investigation, regulatory, and litigation matters.

Our 160 years of perspective and reach are truly global, supported by 21 offices strategically situated in key commercial, regulatory, and financial centers across the world. Our lawyers and business professionals, fluent in more than 75 languages, possess the cultural awareness and cross-border legal acumen needed to bring clarity to a dynamic business landscape.