CEO, Luxury Fashion Platform
Toronto
Simple Ventures /
Full-time /
Hybrid
About
The company is a tech-enabled platform reshaping access to luxury fashion in Canada. We’ve built an early product customers love, with strong initial traction and clear signals on unit economics. Backed by seasoned operators, we’re now searching for a CEO to take the business from product-market fit to scale.
This is a rare opportunity to step into the top seat of a fast-moving consumer startup, with a differentiated model, early revenue, and a clean cap table. You'll have the mandate—and the autonomy—to drive the next phase of growth.
The Role
We’re hiring a CEO with the grit, commercial instincts, and operational range to lead a high-growth, capital-efficient consumer venture. You’ll be the driving force across product, operations, brand, and growth—while also owning future fundraising and building the team around you. This is not a figurehead role. You will roll up your sleeves and build.
This role is best suited for someone who thrives in ambiguity, knows how to operate with limited resources, and has the resilience to scale something from early traction to institutional relevance.
What You’ll Own
Strategy & Execution: Define and drive the operating plan. Balance ambition with ruthless focus.
Revenue & Growth: Scale acquisition, retention, and monetization. Build and run a performance engine.
Product & Experience: Obsess over the customer journey. Improve and scale operations without sacrificing brand.
Fundraising & Capital Allocation: Own the investor narrative. Deploy capital with precision.
Team & Culture: Recruit exceptional people. Set the pace. Create alignment, urgency, and energy.
Partnerships & Ecosystem: Build high-leverage brand, channel, and platform partnerships that compound over time.
Board & Stakeholder Management: Report to the studio / investors with transparency and control of the story.
You Might Be
A GM, COO, or ex-founder with firsthand experience building in a zero-to-one or one-to-ten environment
An ex-consultant or investor turned operator, now hungry to own a P&L
A consumer or marketplace operator who’s scaled lean teams and understands brand as deeply as metrics
Why This Role
Step into a business with early product-market fit and massive upside
Work with world-class operators and advisors
Build a brand people love in a category ready for reinvention
Own the outcome—with real equity and real autonomy