Chicago - Practice Innovation Product Specialist

About Us At Winston Taylor, we set the standard, together. Winston Taylor is a transatlantic law firm built for the businesses, people, and markets driving capital and innovation. Here, you're in the room. In the action. Sleeves rolled up. You'll work with leading clients. Disruptors. Fast-growth companies. And help them to stay one step ahead of the moment and make critical decisions that shape their future. We're present in the U.S., U.K., Europe, Latin America, and the Middle East, combining the scale and speed that clients demand. You'll be trusted with real responsibility from the outset and build experience through hands‑on work. We take your progression personally. We provide the platform. You shape the work around your goals and aspirations. Step into the moments that matter. Join Winston Taylor. Position summary The Practice Innovation Product Specialist will report directly to the Senior Manager of Practice Innovation and will work closely with IS leadership to design, build, and scale technology‑enabled workflows that enhance legal service delivery across both litigation and transactional practices harnessing the firm’s current and expanding legal technology and AI enabled portfolio. At the direction of team leadership, this individual will translate legal best practices into repeatable, data‑informed workflows; acting as a trusted liaison between legal teams and technical stakeholders. The Practice Innovation Product Specialist will evaluate and identify the most appropriate product and features to address specific use cases, providing hands‑on support for solution configuration and troubleshooting, oversee user acceptance testing, coordinate vendor engagements, and help establish governance, metrics, and documentation that helps to ensure that technology enhances legal service delivery, operational efficiency, and client value directly in line with the firm and Information Services department strategies. Position responsibilities Develop and maintain a comprehensive understanding of designated tools and applications within the current and future legal technology portfolio of the firm Collaborate with legal teams, information services, and operations leaders to identify and evaluate use cases to design, implement, and scale technology solutions Liaise with legal team members to map current workflows to appropriate technology solutions Develop queries, prompts, review templates, workflows, and automations to support and enhance current legal practices Review, maintain, and update existing and future technology enabled workflows Test and refine solutions with subject matter experts Draft, maintain, and update documentation for templates, workflows, and automations within the firm’s legal technology solutions Develop and execute training plans for deployment of legal technology solutions for relevant colleagues to enable their ability to drive adoption and awareness of the firm’s legal technology solutions Experience, skills, and qualifications Bachelor's degree required; JD preferred. 4+ years of experience in legal technology, innovation, or legal operations within a law firm or professional services environment required. Must live within a commutable distance to the applicable firm office with the ability to come into the office 3‑4 days per week. Deep understanding of the legal technology landscape and best practices, including AI, automation, and workflow tools and services. Exceptional communication and interpersonal skills with the ability to influence at all levels. Translate complex technical concepts into clear, understandable guidance. Experience with vendor relationships. In particular, the ability to liaise with technical support Experience with data governance, data science, and business intelligence. Demonstrated knowledge of security best practices. Comprehensive awareness of the legal tech / AI landscape, including market developments, vendor solutions and practical applications in the legal domain. Significant experience in an AmLaw 50 or global law firm environment preferred. Familiarity with agile methodologies and design thinking principles preferred. Proven experience with AI enabled legal technology; building and governing prompt libraries, creating structured review templates, checklists, and playbooks. Proficiency with document automation, knowledge management, workflow orchestration, data extraction, and collaboration platforms common within large law firms Demonstrated success in mapping and optimizing legal workflows across litigation and transactional matters, with a track record converting requirements into deployed solutions Innovative Thinking & Vision Operation and business impact awareness Change Management Executive Presence Client-Centric Mindset Collaboration & Influence Strong data, AI and machine learning understanding, with the ability to convey those complex concepts to a wide variety of stakeholders. Ability to translate business objectives into actionable technology and change management strategies. Strong project management skills, with the ability to work on multiple initiatives simultaneously. Benefits Winston offers comprehensive benefits that provide a full spectrum of coverage and support for our full‑time employees and their families. Additional information about benefits and rewards can be found here. Salary Illinois applicants only: The target annual salary range for this role is currently $113,000-$147,000 based on a regular, full‑time schedule. The amount of compensation offered will be determined by several factors, including but not limited to experience, qualifications, market data and internal equity. Total compensation includes a comprehensive healthcare benefits package, yearly retirement contribution, and may include an annual discretionary merit bonus. New York applicants only: The target annual salary range for this role is currently $125,000-$160,000 based on a regular, full‑time schedule. The amount of compensation offered will be determined by several factors, including but not limited to experience, qualifications, market data and internal equity. Total compensation includes a comprehensive healthcare benefits package, yearly retirement contribution, and may include an annual discretionary merit bonus. Washington, DC applicants only: The target annual salary range for this role is currently $120,000-$155,000 based on a regular, full‑time schedule. The amount of compensation offered will be determined by several factors, including but not limited to experience, qualifications, market data and internal equity. Total compensation includes a comprehensive healthcare benefits package, yearly retirement contribution, and may include an annual discretionary merit bonus. Equal Opportunity Statement We are an equal opportunity employer and welcome applicants from all backgrounds and experiences. #J-18808-Ljbffr Winston & Strawn LLP