AI Transformation Lead

Responsibilities

• Partner closely with enterprise customers to understand how teams adopt and operationalize AI across creative and production workflows.
• Identify high-performing customer workflows and translate them into scalable playbooks, implementation strategies, and best practices for broader customer adoption.
• Advise customers on organizational and operational changes required to successfully implement AI workflows across large teams and cross-functional organizations.
• Drive AI transformation initiatives across enterprise retail organizations ranging from hundreds to thousands of users.
• Work cross-functionally with Product, Engineering, Customer Success, and Sales teams to influence product direction and improve customer outcomes.
• Create clear documentation, enablement materials, workflow frameworks, and executive-ready recommendations for internal and external stakeholders.
• Lead strategic customer workshops, product trainings, workflow audits, and executive business reviews.
• Act as a trusted advisor to customer leadership teams, helping them understand how generative AI can improve speed, efficiency, creativity, and organizational alignment.
• Surface recurring workflow gaps, customer pain points, and operational insights to influence roadmap prioritization and product strategy.

Qualifications

• 10+ years of experience in fashion, retail, enterprise SaaS, AI workflow consulting, product operations, digital transformation, or creative systems implementation.
• Deep understanding of retail, fashion, or product development workflows across design, merchandising, sourcing, and production organizations.
• Strong interest in generative AI tools and creative workflows with platforms such as Midjourney, Firefly, ComfyUI, Krea, Runway, or similar systems.
• Experience driving operational change management or technology transformation initiatives within large organizations.
• Exceptional communication and storytelling skills — able to influence both executive stakeholders and hands-on creative teams.
• Proven ability to translate complex product capabilities into practical operational workflows and measurable business outcomes.
• Hightly strategic and systems-oriented thinker who can connect individual workflows to broader organizational transformation.
• Strong documentation and enablement skills with the ability to create scalable frameworks, playbooks, and customer education materials.
• Comfortable navigating ambiguity and operating in fast-moving, high-growth environments.
• Strong cross-functional instincts with experience partnering across Product, Engineering, Customer Success, and GTM teams.
• Passion for AI-native workflows and excitement about shaping the future of fashion and retail technology.
• Self-starter mentality with a high level of ownership, accountability, and operational rigor.