Build AI Automation. Get Equity. Head of Tech Role

🌍 Remote, USA 🎯 Full-time 🕐 Posted Recently

Job Description

Build AI Automation. Get Equity. Head of Technology at Profitable E-Commerce Company.

Most "equity" offers are lottery tickets at companies burning cash. This is different: profitable company, real product being built, and a genuine path to ownership for the right person.

    The OpportunitySchneiders Saddlery is a 75-year-old, profitable, mid-8-figure e-commerce company. We're building AI automation tools for our own operations - and they work. Now other e-commerce companies want them.We need a Head of Technology who can:
  • Own our internal tech stack
  • Build AI automation systems
  • Eventually become an equity partner in a separate AI venture
    This isn't a vague promise. It's the actual plan.Why This Is Real
  • Profitable business: We're not burning VC money. The core business funds everything.
  • Working products: The AI automation tools already exist and deliver value internally.
  • Market demand: E-commerce peers have asked to buy what we've built.
  • Clear path: Build internally prove it works productize sell equity stake.
    The Immediate RoleHead of Technology for Schneiders Saddlery:Own the complete tech stack:
  • Shopify Plus (e-commerce)
  • Fulfil.io ERP (Python)
  • BigQuery (data)
  • AWS (infrastructure)
  • React/Next.js (frontend)
    Build AI automation:
  • Customer service systems
  • Inventory management
  • Reporting and analytics
  • Operations optimization
    Work directly with:
  • CEO (who builds POCs with Claude Code)
  • Fractional CTO (wrote the book on AI-native development)
    The Development Approach100% of our code is AI-generated. You direct, review, and ship.Required:
  • Active Claude Code or Cursor user
  • Systematic AI development process
  • Experience building complete features with AI
  • Ability to turn prototypes into production systems
    Not required:
  • Traditional "write every line by hand" development
  • Detailed specifications before starting
  • Permission to make decisions
    The Entrepreneurial PathPhase 1 (Months 1-12): Build and prove
  • Own Schneiders tech stack
  • Build AI automation systems
  • Demonstrate they create real value
    Phase 2 (Year 2+): Productize and scale
  • Package internal tools for external sale
  • Develop customer-facing products
  • Build the AI automation business
    Phase 3: Equity partnership
  • Ownership stake in AI venture
  • You built it, you own part of it
  • Tied to what you actually create
    CompensationContract Phase (Months 1-3):
  • $75/hour
  • Flexible (part-time or full-time)
  • Prove mutual fit
    Full-Time (Month 4+):
  • $150K base salary
  • Up to 100% performance bonus
  • Full benefits
  • Equity conversation begins
    Who This Is ForYou want:
  • Ownership, not just a job
  • To build something real
  • Upside tied to your contribution
  • Direct access to leadership
  • Technical autonomy
    You have:
  • 5+ years software engineering
  • E-commerce experience (Shopify preferred)
  • AI-native development skills
  • Entrepreneurial mindset
  • US-based
    Who This Is NOT For
  • Looking for stable 9-5 with no ambiguity
  • Want to manage people, not build things
  • Need detailed specs and clear boundaries
  • Risk-averse about career path
  • AI skeptic
    Our ProcessDay 1: Apply (resume + AI workflow + what excites you) Day 2: Response Day 3: Interview with CTO + CEO Day 4+: Paid projectNo endless interview loops. We move fast because we respect your time.Apply With:
  • Resume
  • Your AI development workflow
  • Most interesting thing you've built
  • Why equity/ownership matters to you

Start: March 2026 | Location: Remote (US)
Schneiders Saddlery | www.sstack.com

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