Head of Technology | E-Commerce | Remote

Schneider Saddlery
Chagrin Falls, Geauga County, OH
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
  1. 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.
  2. 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.
  3. Direct Business Impact: No layers between you and leadership. Your work directly affects company operations. You'll automate processes that currently require manual effort.
  4. 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:
  • 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-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
  1. Application (resume + short questions + 15-20 min async video interview)
  2. Review and response within 24-48 hours
  3. Live interview with CTO and CEO (60-90 minutes)
  4. Paid trial project
  5. Contract start, leading to full-time offer
Start Date: March 2026 Location: Remote (US-based)
Schneiders Saddlery is an equal opportunity employer.
| Value-Priced Horse Supplies Since 1948

Posted 2026-02-09

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