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 experienceAWS 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
- 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.
| Value‑Priced Horse Supplies Since 1948
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