The Opportunity

Cuddle Clones is a fast-growing, $30M+ e-commerce brand turning beloved pets into custom plush keepsakes. With 250,000+ unique orders processed each year, every transaction is one-of-a-kind, requiring sophisticated software to orchestrate capturing, processing, production, and fulfillment across internal teams and external vendors.

We're midway through a multi-year rebuild of our custom order management system (integrated with Shopify Plus and AWS). Now we need a Head of Technology to own the roadmap, lead and optimize the dev team, and scale our systems for the next stage of growth. You'll report directly to the CEO and have full autonomy to shape the technical future of the company.

This is not a "keep the lights on" position, it's your chance to define the technical direction of a consumer brand with passionate customers and complex technical challenges.

Why Join Cuddle Clones?

Lead technology at the executive level, report directly to the CEO with full decision-making authority
Work on cutting-edge problems at the intersection of e-commerce, custom manufacturing, and AI
Join a company with passionate customers and strong growth momentum
Competitive pay ($125K–$150K + performance bonus) with full remote flexibility
Built on AWS with modern frameworks, integrated with Shopify Plus APIs

What You'll Do

Set the Technical Direction: Own the architecture and roadmap for our Shopify Plus ecosystem and AWS-based custom order management platform
Lead & Optimize the Team: Manage a team of ~7 engineers including QA. You'll restructure and scale as needed to maximize output and efficiency
Own Integrations & Infrastructure: Drive integration strategy across Shopify, internal systems, and third-party vendor APIs
Ship with Speed & Stability: Balance stability with aggressive feature delivery, ensuring the team consistently ships reliable work
Leverage AI in Practice: Implement AI tools across the development lifecycle
Be the CEO's Technical Partner: Translate vision into clear architecture, team direction, and delivered outcomes

What We're Looking For

Must-Haves

Shopify Plus Expertise: Hands-on experience architecting or scaling Shopify Plus solutions
Proven Technical Depth & Builder Mentality: You can review code, make architecture calls, and have a portfolio of shipped projects you can walk us through
AWS Experience: Skilled in designing and scaling production infrastructure on AWS
Recent AI Application: You've used AI tools in the last 12 months to improve team or product outcomes (not just theory)
Leadership Track Record: Demonstrated success leading and optimizing technical teams

You'll thrive here if…

You enjoy solving complex problems in a scrappy, high-growth environment
You're decisive, pragmatic, and solutions-oriented
You want autonomy and ownership, not layers of approval
You can explain technical complexity in plain English to non-technical leaders

You won't be a fit if…

You see enterprise ERPs as the first solution to every problem
You prefer talking strategy to building product
You're risk-averse or need consensus before making decisions

Success in Year One

We've completed the legacy system rebuild on schedule
The team ships features 2x faster with fewer production issues
You've built the technical foundation to scale to $50M+ revenue

To Apply: Send your resume plus a brief note about the most complex custom system you've built or led. Include links to GitHub, portfolio, or documentation if available. We want to see what you've shipped.

Job Type: Full-time

Pay: $125,000.00 - $140,000.00 per year

People with a criminal record are encouraged to apply

Work Location: Remote

Cuddle Clones

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