Head of Technology | Shopify Plus + AI

Chagrin Falls, OH
Contracted to Full Time
Experienced
Head of Technology - Shopify Plus + AI Automation | E-Commerce Veteran Wanted | $150K + Bonus

You've built Shopify stores. You've wired up ERP integrations. You've dealt with inventory sync nightmares and order flow edge cases. Now imagine doing all of that with AI writing 100% of the code while you direct and review.


This Is an E-Commerce Role
Schneiders Saddlery is a 75-year-old equestrian e-commerce company. Profitable. Mid-8-figure revenue. Modern stack after recent migration. We need a Head of Technology who understands e-commerce at a deep level AND has embraced AI-native development.

Why E-Commerce Experience Is Non-Negotiable
You understand why:
  • Order status webhooks need idempotency
  • Inventory sync between ERP and Shopify is harder than it looks
  • Product variants with multiple options get messy fast
  • Customer service automation needs human escalation paths
  • Seasonal traffic spikes require infrastructure planning
  • Multi-channel selling creates data consistency challenges
We're not going to teach you e-commerce. We need someone who's lived it.

The Stack You'll Own
SystemTechnologyYour Role
StorefrontShopify PlusTheme customization, checkout optimization, app integrations
ERPFulfil.ioPython API integrations, order sync, inventory management
DataBigQuery + FivetranAnalytics pipelines, reporting automation
FrontendReact, Next.jsCustom tools, internal dashboards
AIClaude Code, AnthropicDevelopment workflow, automation systems
InfrastructureAWS, TerraformCI/CD, deployment, monitoring

What You'll Build
AI-powered automation for e-commerce operations:
  • Customer Service: Automated responses for common inquiries, smart routing for complex issues
  • Inventory Management: Reconciliation between systems, stock level alerts, reorder automation
  • Order Operations: Exception handling, fulfillment optimization, returns processing
  • Reporting: Automated daily/weekly reports, anomaly detection, performance dashboards
  • Marketing Support: Campaign data pipelines, attribution tracking, A/B test analysis
The AI-Native Requirement
Our development approach: 100% of code is AI-generated. You direct, review, and ship.
This means you need:
  • Active Claude Code or Cursor user
  • Systematic AI development workflow (not copy-paste from ChatGPT)
  • Experience building complete features with AI assistance
  • Ability to review AI-generated code critically
  • Process for requirements → design → implementation → review
If you're still writing most code manually and using AI for autocomplete, this isn't the right fit.
Requirements
Must-Have:
  • 5+ years software engineering
  • Shopify (or Magento/BigCommerce) platform experience
  • Python AND JavaScript/TypeScript
  • ERP or inventory system integration experience
  • Active AI coding tool user with systematic approach
  • US-based
Nice-to-Have:
  • Fulfil.io or similar ERP experience
  • BigQuery or data warehouse experience
  • Previous role as sole/lead engineer
Compensation
Contract (Months 1-3): $75/hr Full-Time (Month 4+): $150K base + up to 100% performance bonus Equity: Real path for exceptional performance

The Opportunity Beyond Salary
We're building AI automation tools that work. Other e-commerce companies want them. The right person becomes a partner in productizing and selling what you build.
Apply With:
  1. Resume
  2. Your AI development workflow
  3. Most complex e-commerce integration you've built
  4. What excites you about this role
Location: Remote (US) | Start: March 2026
Schneiders Saddlery | www.sstack.com

Share

Apply for this position

Required*
We've received your resume. Click here to update it.
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*