Jean-Christophe Roux

TOFF SYSTEMS
Fractional CTO

Who I Am

I help founders make technology decisions that scale — and avoid the ones that don't.

I've spent 25 years building software and 10 years leading technical teams. Now I work as a fractional CTO and advisor, embedded with startups, incubators, and investors who need senior technical judgment without the full-time hire.

When you work with Toff Systems, you work with me directly. No account managers, no junior associates handed your project. That's the point.

What I Do

Fractional & Interim CTO

I step into the technical leadership role for companies that aren't ready for a full-time CTO — or need experienced cover during a transition. I make architecture decisions, manage development teams, and represent the technical side to boards and investors.

Technical Due Diligence

I advise VC firms and investment committees evaluating software companies. I assess codebases, infrastructure, team capabilities, and technical debt — and translate what I find into investment risk.

AI & Agentic Development

I don't just advise on AI — I build with it. I work hands-on with agentic coding tools, LLM-powered automation, and cutting-edge development methodologies. I help companies understand what's actually possible today, implement it properly, and avoid the gap between demo and production.

Investment & Board Advisory

I advise venture capital funds, investment committees, and boards on technical strategy, portfolio company support, and technology-driven business decisions. I translate technical complexity into investment risk and opportunity.

Recent Work

Marketplace platform

AI-enabled business transformation

A booking platform was hitting a ceiling: manual curation couldn't scale beyond a handful of daily transactions. I designed an AI-powered matching system using video analysis and algorithmic recommendations that fundamentally changed the sales model — enabling the business to scale from 5 bookings to 100+ daily without proportional headcount. The technology didn't just automate a process; it transformed how the business operates.

SaaS platform

Infrastructure optimization

Conducted infrastructure audit identifying unnecessary complexity in a legacy AWS setup. Proposed migration path projecting 60%+ reduction in cloud spend while improving deployment reliability. Sometimes the win isn't new technology — it's removing what shouldn't be there.

Startup incubator

CTO in residence

Ongoing engagement as technical advisor to an incubator: delivering lectures and workshops on AI and product development, serving on the selection committee for new cohorts, and providing hands-on technical consulting to portfolio companies navigating early architecture decisions.

Investment committee

Technical due diligence

Conducted code and architecture review for seed-stage B2B software acquisition. Identified critical technical debt and team capability gaps that materially affected deal structure and valuation.

How I Work

Background

I've built products from scratch, inherited legacy systems, scaled teams, and shut down projects that should never have started. My background combines deep technical experience with business strategy — I can talk to your board about market positioning and debug your deployment pipeline in the same week.

Before consulting, I held senior technical leadership roles across companies from bootstrapped startups to established enterprises. I've been a founder, raised capital, and learned the hard lessons that come with building ventures.

Based in Quebec. I work in English and French.

Get in Touch

If you're a founder figuring out your technical direction, an incubator looking for a CTO in residence, or an investor who needs technical diligence — let's talk.

If you're a company seeking interim technical leadership for a strategic initiative, or a recruiter with a mandate to fill — I'm open to conversations.