Head of Technology | AI-Native E-Commerce

Role

Schneiders Saddlery is hiring a Head of Technology to own the entire technology stack and convert AI-generated proofs of concept into production systems. The role is hands-on engineering focused on building AI systems that automate routine business operations (customer service, inventory reconciliation, marketing execution, pricing analysis, reporting and analytics).

Key Responsibilities

• Turn prototypes (often created with Claude Code) into production-ready systems.
• Design and build AI-driven automation across order handling, inventory, customer service, marketing, pricing, and analytics.
• Integrate e-commerce platforms and ERP/data systems to automate business processes.
• Define and follow a systematic AI development workflow: requirements, design, implementation, review, and iteration.
• Collaborate directly with the CEO and leadership team; participate in weekly strategy sessions.
• Work with the fractional CTO for architecture review and mentorship.

Requirements

• 5+ years of software engineering experience.
• Real e-commerce platform experience (Shopify preferred; Magento or BigCommerce experience noted).
• Proficient in Python and JavaScript/TypeScript.
• Active user of agentic AI tools such as Claude Code or Cursor (beyond ChatGPT-style prompting).
• A documented, systematic AI development process and strong process-improvement instincts.
• Comfortable with ambiguity and converting prototypes into production.
• US-based.

Stack

• E-commerce: Shopify Plus (also references to Magento, BigCommerce)
• ERP: Fulfil.io (Python APIs)
• Data: BigQuery, Fivetran
• Frontend: React, Next.js
• AI: Claude Code, Anthropic APIs, Cursor
• Infrastructure: AWS, Terraform, CI/CD
• Languages: Python, JavaScript/TypeScript

Compensation & Process

• Months 1–3: Contract phase at $75/hr; can start part-time if currently employed.
• Month 4+: Full-time role with $150,000 base + benefits; performance bonus up to 100% of base for exceptional impact; equity path and potential equity partnership in a separate AI automation venture for the right candidate.
• Rapid hiring process: 1–4 day timeline for initial screening and paid project start.

Location & Logistics

• Remote (US-based)
• Contract-to-hire
• Target start: March 2026

What They’re Looking For

A senior, hands-on engineer who treats AI as a platform-changing tool, has built on e-commerce platforms, can systematically develop agentic AI solutions, and prefers writing code over people management. The role emphasizes shipping fast, automation impact, and productizing successful internal tools.