Manager, AI Strategy & Transformation

Faherty Brand•New York, NY

1d•$125,000 - $150,000

About The Position

We are seeking an experienced, innovative, and results-driven Manager of AI Strategy & Transformation to lead Faherty’s efforts in identifying and implementing artificial intelligence and machine learning solutions across the business. This role will serve as the company’s internal AI champion — partnering with leaders across every function to surface opportunities for automation, eliminate inefficiency, and optimize how our teams work. The ideal candidate is intellectually curious, highly collaborative, and equally fluent in technology and people — someone who can ground complex AI concepts in practical, real-world application and drive meaningful change across a fast-moving, purpose-driven organization.

Requirements

Master’s in Business Administration, CS, Finance or Technology
Minimum 5 years of experience in AI/ML strategy, digital transformation, business operations, or a related field, with demonstrated success implementing AI or automation solutions in a commercial environment.
Strong foundation in machine learning concepts, natural language processing, generative AI, and workflow automation platforms (e.g., OpenAI, Zapier, UiPath, Make, or similar).
Proven ability to lead complex, cross-functional initiatives from concept through execution with strong program management instincts and a bias for action.
Exceptional communication and influencing skills — you can walk a CFO through an ROI model and a store manager through a new tool in the same afternoon.
An analytical mindset with the ability to evaluate data, build business cases, and present findings in a compelling, accessible way.
Highly collaborative with a hands-on, entrepreneurial spirit and the ability to thrive in a fast-paced, evolving environment.
High emotional intelligence and the ability to build trust quickly, navigate ambiguity with confidence, and bring diverse teams along through change.
Highly collaborative with a hands-on, entrepreneurial spirit and ability to thrive in a fast-paced, evolving environment

Nice To Haves

Experience in retail, e-commerce, fashion, or consumer brands is a plus; genuine enthusiasm for Faherty’s mission and culture is essential.

Responsibilities

Partner with cross-functional leaders across Merchandising, Retail, E-Commerce, Finance, Supply Chain, and Operations to identify high-impact opportunities for AI-driven automation and workflow optimization.
Own the full lifecycle of AI transformation initiatives — from discovery and business case development through vendor evaluation, pilot testing, implementation, and ongoing performance measurement.
Develop and maintain a company-wide AI roadmap that aligns with organizational priorities and reflects the evolving landscape of machine learning and generative AI tools.
Serve as Faherty’s internal AI expert and educator, building awareness and capability across teams through accessible training, clear documentation, and hands-on enablement.
Conduct qualitative and quantitative analysis to evaluate AI/ML solutions, including build-vs-buy assessments, ROI modeling, and vendor diligence.
Lead change management efforts alongside key stakeholders, ensuring smooth tool adoption, clear communication of impact, and ongoing feedback loops.
Translate technical AI capabilities into plain-language recommendations for leadership, presenting strategic updates and outcomes with clarity and confidence.
Establish governance frameworks and best practices for responsible AI use that protect Faherty’s data integrity, brand values, and team trust.
Monitor emerging AI trends and competitive applications in retail and apparel, proactively identifying opportunities to keep Faherty ahead of the curve.
Define and track KPIs across AI initiatives to measure adoption, efficiency improvements, and business value delivered.