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