Head of Technology | AI-Native E-Commerce
Schneider Saddlery
RemoteRemote$75 an hourFull Time
Job Description
We're a profitable mid-8-figure e-commerce company where 100% of code is AI-generated. The CEO builds working prototypes with Claude Code. The fractional CTO literally wrote the book on enterprise vibe coding. We need an engineer to own the entire technology stack and turn POCs into production systems.
If that sounds exciting, keep reading. If it sounds terrifying, this isn't for you.
What This Actually Is
Schneiders Saddlery is a 75-year-old family business that refuses to operate like one. Modern stack (Shopify Plus, cloud ERP, BigQuery, AWS). No legacy debt after our current migration. No bureaucracy. No red tape.
Your job: Build AI systems that automate routine business operations. Customer service inquiries. Inventory reconciliation. Marketing execution. Pricing analysis. Reporting and analytics. Free our team from repetitive tasks so they can focus on what requires human judgment.
Your tools: Claude Code. Cursor. Modern AI. If your AI experience is limited to ChatGPT prompts or Copilot autocomplete, this isn't the right fit.
Your access: Direct line to CEO and leadership team. Weekly strategy sessions. Real decisions, not ticket queues.
Your support: Our fractional CTO has a battle-tested methodology for AI-native development. He'll teach you the system, review architecture, and provide guidance. Not micromanagement - expertise when you need it.
Who This Is For
You're a senior engineer who has figured out that AI changes everything. You've developed your own systematic approach to AI development - requirements, design, implementation, review - and you ship fast.
You understand business processes. Not just code. You look at how a company operates and see automation opportunities everywhere. You ask "why does a human do this?" before you ask "how do I build this?"
You have real e-commerce experience. Shopify, Magento, BigCommerce - you've built on platforms, not just used them. You understand orders, inventory, customers, integrations.
You're comfortable with ambiguity. The CEO will hand you a working prototype and say "make this production." You'll figure out what that means.
Who This Is NOT For
You need detailed specifications before you start work
You think AI is overhyped or "just autocomplete"
You've never worked in e-commerce
You want to manage a team, not write code
"Figure it out" makes you anxious
Your AI workflow is copy-paste from ChatGPT
The Stack
Layer Technology
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
E-commerce platform experience (Shopify preferred)
Python AND JavaScript/TypeScript
Active Claude Code or Cursor user (agentic AI, not autocomplete)
Systematic AI development process (you have a method)
Strong process improvement instincts
US-based
Compensation
Months 1-3: Contract Phase
$75/hr contract
Start part-time if currently employed, or full-time if ready
Clear deliverables and success metrics
Month 4+: Full-Time
$150K base + benefits
Performance bonus up to 100% of base for a rockstar (tied to automation impact)
Equity path for the right candidate
The Bigger Opportunity: We're building AI automation tools for our business. They work. Our friends in e-commerce want them too. The right person becomes an equity partner in a separate AI automation venture. We productize what you build and sell it. You helped build it, you own part of it.
This isn't a vague "equity potential" line. This is a real conversation for the right candidate.
Our Process (We Move Fast)
Day 1: Apply with resume + answer a few questions + complete 15-20 minute async interview Day 2: You hear back. Yes or no. Day 3: If yes, you're scheduled with our fractional CTO and CEO Day 4+: Paid project begins.
We respect your time. You respect ours. No ghosting, no endless loops, no "we'll get back to you."
Apply With:
Resume
Your AI development workflow (tools, process, method)
Most complex e-commerce project you've built
What excites you about this (be specific)
Location: Remote (US-based) | Contract-to-Hire | Start: March 2026
Schneiders Saddlery | www.sstack.com | Value-Priced Horse Supplies Since 1948
zFwwL5cu67
If that sounds exciting, keep reading. If it sounds terrifying, this isn't for you.
What This Actually Is
Schneiders Saddlery is a 75-year-old family business that refuses to operate like one. Modern stack (Shopify Plus, cloud ERP, BigQuery, AWS). No legacy debt after our current migration. No bureaucracy. No red tape.
Your job: Build AI systems that automate routine business operations. Customer service inquiries. Inventory reconciliation. Marketing execution. Pricing analysis. Reporting and analytics. Free our team from repetitive tasks so they can focus on what requires human judgment.
Your tools: Claude Code. Cursor. Modern AI. If your AI experience is limited to ChatGPT prompts or Copilot autocomplete, this isn't the right fit.
Your access: Direct line to CEO and leadership team. Weekly strategy sessions. Real decisions, not ticket queues.
Your support: Our fractional CTO has a battle-tested methodology for AI-native development. He'll teach you the system, review architecture, and provide guidance. Not micromanagement - expertise when you need it.
Who This Is For
You're a senior engineer who has figured out that AI changes everything. You've developed your own systematic approach to AI development - requirements, design, implementation, review - and you ship fast.
You understand business processes. Not just code. You look at how a company operates and see automation opportunities everywhere. You ask "why does a human do this?" before you ask "how do I build this?"
You have real e-commerce experience. Shopify, Magento, BigCommerce - you've built on platforms, not just used them. You understand orders, inventory, customers, integrations.
You're comfortable with ambiguity. The CEO will hand you a working prototype and say "make this production." You'll figure out what that means.
Who This Is NOT For
You need detailed specifications before you start work
You think AI is overhyped or "just autocomplete"
You've never worked in e-commerce
You want to manage a team, not write code
"Figure it out" makes you anxious
Your AI workflow is copy-paste from ChatGPT
The Stack
Layer Technology
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
E-commerce platform experience (Shopify preferred)
Python AND JavaScript/TypeScript
Active Claude Code or Cursor user (agentic AI, not autocomplete)
Systematic AI development process (you have a method)
Strong process improvement instincts
US-based
Compensation
Months 1-3: Contract Phase
$75/hr contract
Start part-time if currently employed, or full-time if ready
Clear deliverables and success metrics
Month 4+: Full-Time
$150K base + benefits
Performance bonus up to 100% of base for a rockstar (tied to automation impact)
Equity path for the right candidate
The Bigger Opportunity: We're building AI automation tools for our business. They work. Our friends in e-commerce want them too. The right person becomes an equity partner in a separate AI automation venture. We productize what you build and sell it. You helped build it, you own part of it.
This isn't a vague "equity potential" line. This is a real conversation for the right candidate.
Our Process (We Move Fast)
Day 1: Apply with resume + answer a few questions + complete 15-20 minute async interview Day 2: You hear back. Yes or no. Day 3: If yes, you're scheduled with our fractional CTO and CEO Day 4+: Paid project begins.
We respect your time. You respect ours. No ghosting, no endless loops, no "we'll get back to you."
Apply With:
Resume
Your AI development workflow (tools, process, method)
Most complex e-commerce project you've built
What excites you about this (be specific)
Location: Remote (US-based) | Contract-to-Hire | Start: March 2026
Schneiders Saddlery | www.sstack.com | Value-Priced Horse Supplies Since 1948
zFwwL5cu67