Jobs · Business Development · New York

Director, AI Transformation

Harry's · New York, NY · 5 days ago
HybridBusiness Development$285k–$300k/yrFull-time

About the role

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.

  • 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

Requirements

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

Benefits and Perks

Medical, dental, and vision coverage

401k match

Equity in Mammoth Brands

Flexible time off and working hours

L&D stipend

20 fully paid weeks off for parents who give birth, or 16 fully paid weeks off for all other paths to parenthood

Free products from our family of brands

The Mammoth Brands' working model is in-office Tuesday, Wednesday, and Thursday. Our beautiful 70,000 square foot SoHo office is decked out with bagels on Wednesdays and lunch on Thursdays, and fully stocked kitchens with snacks, coffee, and drinks everyday.

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