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:

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

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

biF24CtBvY

Schneider Saddlery

Latest Jobs

Head of Technology | E-Commerce | Remote