Head of Technology | E-Commerce | Remote

Schneider Saddlery•Chagrin Falls, OH

17d•$150,000•Remote

About The Position

Schneiders Saddlery is hiring a Head of Technology to own our entire tech stack and build AI-powered automation across the business. Contract-to-hire opportunity with significant upside for the right candidate. About Schneiders Saddlery Family-owned since 1948, Schneiders Saddlery is a profitable mid-8-figure e-commerce company serving the equestrian market. We're modernizing our technology stack and building AI systems to automate business operations. We operate differently: modern stack (Shopify Plus, BigQuery, AWS), no legacy technical debt, direct access to leadership, and a culture where engineers own outcomes, not tickets. The Role As Head of Technology, you'll be the primary technical owner for the company. This is a hands-on engineering role -- you'll write code (with AI), architect systems, and ship production features. What Makes This Role Different AI-Native Development Required: We use Claude Code and Cursor for 100% of code generation. You must have an established AI development workflow -- not just autocomplete, but directing AI to build complete systems. E-Commerce Experience Required: You've built on Shopify, Magento, BigCommerce, or similar platforms. You understand orders, inventory, customers, and integrations at a technical level. Direct Business Impact: No layers between you and leadership. Your work directly affects company operations. You'll automate processes that currently require manual effort. CEO Who Codes: The CEO builds working prototypes with Claude Code. You'll turn his POCs into production systems. This requires someone comfortable with ambiguity. The Stack E-commerce: Shopify Plus ERP: Fulfil.io (Python APIs) Data: BigQuery, Fivetran Frontend: React, Next.js AI: Claude Code, Anthropic APIs Infrastructure: AWS, Terraform, CI/CD

Requirements

5+ years software engineering experience
E-commerce platform experience (Shopify preferred)
Proficiency in Python AND JavaScript/TypeScript
Active user of Claude Code, Cursor, or similar AI coding tools
Systematic approach to AI-assisted development
Strong problem-solving and process improvement skills
US-based (remote work)

Nice To Haves

Experience with ERP integrations
BigQuery or data warehouse experience
AWS infrastructure experience
Previous startup or small company experience

Responsibilities

Own the complete technology stack (e-commerce platform, ERP integrations, data infrastructure)
Build AI-powered automation for business operations (customer service, inventory, reporting)
Turn CEO prototypes into production-ready systems
Architect and implement integrations between Shopify Plus, Fulfil.io ERP, and internal tools
Establish development practices and CI/CD pipelines
Work directly with CEO and fractional CTO on technical strategy