Manager, AI Strategy & Transformation

Is this job for you?

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.

What you’ll do:

• 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. 

What you’ll have:

• 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.
• Experience in retail, e-commerce, fashion, or consumer brands is a plus; genuine enthusiasm for Faherty’s mission and culture is essential.
• Highly collaborative with a hands-on, entrepreneurial spirit and ability to thrive in a fast-paced, evolving environment

We aim to pay competitively for our size and industry. The base salary range for this position is $125,000 - $150,000 USD, but we will consider location, skill level and experience to determine the final offer.

Why us you ask!

• Health benefits
• 401(K) Plan with company match
• Incentives Program
• Commuter Options/Benefits
• Generous employee discount

If you are a California resident, please review the additional privacy disclosures available in our Privacy Policy, which provides a summary of how we collect, use, disclose, and share personal information about you and explain your rights under the California Privacy Rights Act ("CPRA") in our Notice to California Residents. 

A bit about us:

Founded in 2013 by Mike and Alex Faherty and Kerry Docherty, Faherty is a family-run lifestyle and apparel brand fueled by purpose and optimism. Our goal: to build a new American legacy by creating high-quality, sustainably minded, feel-good favorites that will bring you joy to wear.

We feel a deep responsibility to do things differently: to promise comfort without compromising quality. To hold ourselves to a higher standard with a lower environmental impact. To leave the world a better place than we found it.

We recognize the impact the fashion industry has on the world, and we’re dedicated to learning how to be better stewards of the planet. We believe the power of conversation and connection can make real change, and we’re committed to supporting people and organizations doing work that we believe in.

Our passionate leadership team comes from different backgrounds but share a singular goal: to deliver on our promise of comfort and craftsmanship. To work side-by-side in a collaborative, energetic, and creative environment every day, like the family we are.

We welcome everyone — and we mean everyone. We believe a diversity of viewpoints, experiences, and backgrounds only serve to make our team stronger, which is why we strongly encourage those from historically and systemically marginalized communities to apply: BIPOC, women, and people in the LGBTQIA+ community, to name a few. We strive to lead consciously, bravely, and inclusively — and to reflect those values in our work. Employees should embody the five core values of the Faherty team:

1. Always Innovate, constantly seeking creative ways to improve and drive forward.
2. Bring Day One passion, energy, and grit to every challenge, iterating relentlessly to exceed expectations.
3. Move forward as one with a shared purpose, All Together, fostering inclusivity and collaboration across teams.
4. Harness the Power of Positivity, even when things get tough we’re leading with optimism and resilience in every interaction with our team, customers, and communities.
5. Deliver with a Timeless focus, ensuring quality and long-term impact in all efforts.

Remain compassionate. Stay focused. Seek joy. Let’s make the world a better place!