Schneider Saddlery

Head of Technology | E-Commerce | Remote

Remote
Contracted to Full Time
Experienced
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.
www.sstack.com | Value-Priced Horse Supplies Since 1948
 
Share

Apply for this position

Required*
We've received your resume. Click here to update it.
Attach resume or Paste resume
Attach resume as .pdf, .doc, .docx, .odt, .txt, or .rtf (limit 5MB) or Paste resume

Paste your resume here or Attach resume file

To comply with government Equal Employment Opportunity and/or Affirmative Action reporting regulations, we are requesting (but NOT requiring) that you enter this personal data. This information will not be used in connection with any employment decisions, and will be used solely as permitted by state and federal law. Your voluntary cooperation would be appreciated. Learn more.
Human Check*