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.Key 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 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 Must-Have:5years 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-Have:Experience with ERP integrations BigQuery or data warehouse experience AWS infrastructure experience Previous startup or small company experience Compensation & Benefits Contract Phase (Months 1-3):$75/hour Flexible hours (part-time or full-time) Clear success metrics Full-Time (Month 4+):$150,000 base salary Performance bonus up to 100% of base Health, dental, vision insurance 401(k) with company match Remote work Equity path for exceptional performance Career Growth This role has significant upside beyond salary:Direct equity path for the right candidate Opportunity to become partner in AI automation venture Build products that get sold to other e-commerce companies Interview Process Application (resume short questions 15-20 min async video interview) Review and response within 24-48 hours Live interview with CTO and CEO (60-90 minutes) Paid trial project Contract start, leading to full-time offer Start Date:March 2026 Location:Remote (US-based) Schneiders Saddlery is an equal opportunity employer.www.sstack.com Value-Priced Horse Supplies Since 1948 Powered by JazzHR.