Build AI Automation. Get Equity. Head of Tech Role

Schneider SaddleryChagrin Falls, OH

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Overview

Schedule

Flexible-schedule

Full-time

Part-time

Career level

Director

Remote

Benefits

Health Insurance

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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