Fractional Chief Technology Officer

About Us

Since 2013, Mine & Yours has been leading Canada’s luxury resale movement. We’re a recognized destination for buying and selling authentic pre-owned luxury goods, serving a loyal in-store and online community of fashion lovers worldwide.

Our vision is to create a fashion community that values luxury, quality, and sustainability. By extending the life of luxury pieces, we help reduce fashion waste while making high-end fashion more accessible. What sets us apart is our highly curated collections and inspiring, welcoming boutiques where every visit brings the excitement of discovering something new.

About the Role

Mine & Yours is at a pivotal stage of growth. We’ve built a strong foundation as a leader in luxury resale, and we’re now scaling into our next phase. Technology - particularly AI, automation, and modern systems design - will be a core unlock in how we get there.

We’re looking for a Fractional Chief Technology Officer (CTO) who doesn’t just advise from the sidelines, but actively builds, ships, and drives execution.

This is a hands-on leadership role for someone who can translate business problems into technical solutions, architect scalable systems, and directly drive the implementation of AI-powered workflows and automation across the company. You will be responsible for reimagining how Mine & Yours operates through technology, with a strong focus on AI, automation, and modern systems design.

From day one, you will identify inefficiencies, manual workflows, and missed opportunities — then design and implement solutions that unlock speed, scale, and intelligence across the business. A core mandate of this role is to build and scale an AI-enabled operating system for the company, leveraging AI agents, automations, and intelligent workflows to reduce manual effort, improve operational efficiency, and accelerate decision-making.

You will also define and evolve the long-term technology architecture of the business, ensuring our systems are scalable, well-integrated, and built for continuous innovation.

This position can be completed remotely.

Responsibilities:

Technology Vision, AI Strategy & Roadmap

• Define and own the end-to-end technology and AI strategy
• Build a roadmap that prioritizes high-impact automation and system improvements
• Identify where AI, automation, and data can create competitive advantage
• Serve as the senior technology voice within the leadership team
• Translate business goals into scalable technical solutions
  

AI Systems, Agents & Automation (Core Focus)

• Design and implement AI-powered workflows and agent-based systems across the business
• Build, integrate, and deploy internal AI solutions
• Identify opportunities to reduce manual work through automation
• Build systems that improve:
• Inventory decision-making intelligence
• Pricing optimization
• Client personalization and clienteling
• Marketing efficiency and targeting
• Operational execution speed and accuracy
• Continuously test, iterate, and scale high-ROI AI use cases

Internal Tools & Custom Software Development

• Design and oversee development of custom internal tools where off-the-shelf solutions are insufficient
• Bring systems from concept to production
• Improve workflows across:
  • Buying and inventory management
  • Retail operations
  • E-commerce operations
  • Finance and reporting
• Ensure tools are intuitive, adopted, and actively used by teams

Systems Architecture, Integrations & Optimization

You will own the full technology ecosystem - from audit to optimization to transformation.

• Conduct a full audit of current systems and workflows
• Identify underused, redundant, or limiting platforms
• Define a clear “future state” architecture for the business
• Optimize existing systems before introducing new ones
• Ensure teams are fully enabled to use systems effectively
  

You will be responsible for ensuring our ecosystem is:

• Fully integrated (not fragmented)
• API-first and scalable
• Designed for both operational efficiency and innovation

Key systems include:

• Shopify and e-commerce stack
• POS, RFID, and inventory systems
• CRM and clienteling tools
• Marketing and analytics platforms

E-Commerce & Client Experience Innovation

• Improve digital shopping experience end-to-end
• Drive conversion improvements through data and experimentation
• Explore AI-driven personalization and recommendation systems
• Enhance omni-channel and clienteling capabilities
• Identify new ways to elevate the customer experience through technology

Data, Reporting, & Decision Intelligence

• Build a stronger, more reliable data foundation across the business
• Improve reporting, dashboards, and visibility for leadership and teams
• Enable faster, higher-quality decision-making through data systems
• Develop models and frameworks for:
  • Inventory health
  • Pricing strategy
  • Customer behaviour and segmentation
    

Qualifications

• 10+ years of experience in technology leadership, software engineering, or systems architecture roles
• Proven experience building and shipping production systems (not just advising or consulting)
• Hands-on experience designing and implementing AI-driven solutions, automation, or agent-based systems
• Strong background in modern software architecture, APIs, and system integrations
• Demonstrated ability to translate business problems into scalable technical solutions
• Experience working in fast-paced, high-growth environments (startup or scale-up strongly preferred)
• Strong understanding of data systems, analytics, and decision-support infrastructure
• Experience with e-commerce, retail, inventory, or multi-channel consumer businesses is an asset
• Comfortable operating in environments with ambiguity, speed, and evolving priorities
• Ability to balance strategic thinking with hands-on execution
• Strong communication skills and ability to influence senior leadership without formal authority
• Proven track record of delivering measurable operational or revenue impact through technology