Director of AI Transformation, Harry's
$285-300k
More information about location
2+ days a week in office
Men's grooming brand
Open for applications
Men's grooming brand
201-500 employees
Open for applications
$285-300k
More information about location
2+ days a week in office
201-500 employees
Company mission
To offer high quality shave, body, hair, and skin care products at an exceptional value.
Role
Who you are
- You have 12+ years of experience in software engineering, applied AI, platform engineering, or technical leadership roles, including meaningful time leading engineering teams
- You have deep, current technical fluency in modern AI — LLMs, agentic systems, retrieval, evals, prompt engineering, MCP, and the tradeoffs between hosted models, open weights, and fine-tuning
- You have shipped real AI systems into production at scale — not just prototypes — and you know what breaks, what's expensive, and what's fragile
- You have led technical organizations through ambiguous, fast-moving environments and built the operating muscles that let small teams deliver disproportionate impact
- You have strong product and business judgment. You can sit across from a CMO, a Head of Growth, or a Head of Supply Chain and translate their problem into a technical plan — and the reverse
- You have a clear point of view on build versus buy, and you have made those calls with real money on the line
- You communicate with executive presence. You can present to a CEO, defend a roadmap to a CFO, and rally an engineering team in the same week
- You have success collaborating across diverse teams & stakeholders and driving cross-functional consensus
- You are pragmatic to the core. You care more about workflow impact and adoption than novelty, and you are allergic to AI theater
- You move fast and lead from the front. You are still hands-on enough to spike a prototype, debug an agent, or write the eval when it matters
- You build great teams. You have a track record of hiring excellent engineers and creating environments where they do their best work
- You are excited by the opportunity to help define how Mammoth Brands operates in the AI era — and to build a function and a playbook that could become a model for the industry
What the job involves
- This is not a theoretical role
- It is an operational technical leadership position responsible for translating Mammoth Brands' AI ambition into deployed systems, durable infrastructure, and measurable business outcomes
- As Director of Technology, AI Transformation, you will own the technical strategy and execution arm of the Central AI Team
- You will report directly to the CTO & Chief AI Officer and partner closely with the Head of GenAI Strategy to set direction across the company's AI portfolio
- You will hire and lead a team of Forward Deployed AI Engineers, make the build-versus-buy calls that determine where we invest, and own the infrastructure — agents, evals, integrations, MCP servers, data plumbing — that makes our AI work scalable, secure, and reliable
- You will operate as the senior technical voice in the room when functional teams scope ambitious AI initiatives, when vendors pitch us, and when we have to decide whether a workflow gets a custom build, a configured tool, or a different approach entirely
- You will also be a hands-on builder when it matters
- The role demands strong technical judgment, fast execution, and the ability to lead through influence across a cross-functional org
- This is a career-defining opportunity to shape how a major CPG company runs in the AI era — with real budget, real executive backing, and a team to build it with you
- Own the technical AI strategy for Mammoth Brands — agent architecture, tooling stack, data access patterns, and the infrastructure that lets us scale from dozens of pilots to hundreds of deployed workflows
- Lead the Forward Deployed AI Engineering team, setting hiring bar, technical standards, and the operating model for embedding engineers with business teams
- Drive build-versus-buy decisions across the AI portfolio — partnering with the Head of GenAI Strategy and functional VPs to evaluate vendors, configure existing tools deeply, and build custom only where it creates differentiated advantage
- Partner closely with the Data Platform team to ensure Mammoth Brands' data foundation is AI-ready — informing warehouse architecture, data modeling, governance, and access patterns so that agents, copilots, and analytics tools can reliably reason over our data
- Set the standard for AI infrastructure at Mammoth Brands — evals, prompt systems, agent frameworks, observability, and reusable patterns that turn one-off solutions into platform capabilities
- Partner with Security, Legal, and IT to build the governance frameworks that let us move fast responsibly — data privacy, vendor security review, model selection, and responsible AI practices
- Serve as the technical lead in executive forums — translating AI capabilities into business outcomes for the C-suite, Lane Leads, and Board, and shaping technical roadmaps that align with company priorities
- Scout the emerging AI landscape — model releases, agent frameworks, MCP ecosystem, vertical AI tooling — and translate what matters into clear recommendations and pilots
- Build durable cross-functional partnerships with AI Champions across the company, ensuring the central team's technical work compounds against the workflows our teams actually run
- Own the technical AI tooling budget and make it deliver against business outcomes
- This role reports directly to the CTO & Chief AI Officer, sits on the Central AI team, and works in close partnership with the Head of GenAI Strategy. You will have visibility to the CEO, the Lane Leads, and the broader executive team. You will own real budget, build a real team, and ship work that touches every function in the company
- If you want to define how a major CPG company runs in the AI era — and you want to do it with autonomy, executive backing, and a team that's already moving — we'd love to talk
Our take
Harry's shot onto the scene in 2012 with the simple idea of great razors at fair prices. And at a time when buying blades felt like taking out a small loan, Harry's built a direct-to-consumer brand that made men's shaving feel modern and affordable. So, what started as an online upstart quickly grew into a serious player, landinow on the shelves of major retailers and one of the best known names in men's grooming.
The road hasn't been entirely smooth as in 2020, a planned billion-dollar sales to Edgewell Personal Care (the owner of brands like Schnik) was blocked by the Federal Trade Commission on competition grounds. At the time, this looks like a major setback, however, it have Harry's the room to keep building on its own terms. Instead of folding into a legacy giant, the company doubled down on growth, raised fresh capital and continued to expand its reach in retail and product lines.
Now, the company isn't just a small startup taking on the razor establishment. It has broadened its grooming range well beyond blade, built a loyal customer base, and proved it can compete both online and in-store. What began as a challenger brand has evolved into a mainstay of the men's personal care aisle.
Freddie
Company Specialist at Welcome to the Jungle
Insights
8% employee growth in 12 months
Company
Funding (last 2 of 8 rounds)
Feb 2018
$112m
SERIES D
Jul 2015
$75.6m
SERIES C
Total funding: $474.6m
Company HQ
Hudson Square, New York, NY
Leadership
Andy Katz-Mayfield
(Co-Founder)Andy is also the co-founder of Mammoth Brands where he has served as the Co-CEO since 2012.
Jeffrey Raider
(Co-Founder)Jeffrey co-founded Mammoth Brands alongside Andy where he serves as the Co-CEO. He is also the co-founder of Warby Parker.
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