Chief Technology Officer
- Toronto, ON, Canada
Full-time
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Job details
- Job type
- Full-time
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- Posting language
- English
- Posted
Original job description
🚀 Hiring: Chief Technology Officer (CTO) | Toronto, Canada
Our client is a well-established Canadian legal services business, combining legal expertise, technology, and AI to transform the consumer legal experience.
They’re looking for a hands-on, product-minded CTO to lead product and engineering and build an AI-native platform for the next phase of growth.
📍 Toronto, ON - Hybrid (3 days/week)
💼 Full-time | Law & AI
What You’ll Do
- Lead product and engineering for an AI-native platform
- Own product strategy, roadmap, and technology
- Build scalable AI-powered workflows and client experiences
- Hire and grow a high-performing engineering team
- Stay hands-on with architecture and development
- Partner closely with the CEO and leadership team
What We’re Looking For
- 5+ years in engineering/technology leadership
- Startup CTO, co-founding CTO, or 0→1 engineering leadership experience
- Strong product judgment and technical depth
- Proven experience applying AI/LLMs to real-world workflows
- Hands-on, entrepreneurial mindset
- Must be based in / able to work hybrid from Toronto
Why Join?
- Profitable, established business with startup speed
- 100,000+ clients and a massive built-in audience
- Strong growth with AI-driven margin improvement
- Opportunity to help build one of Canada’s largest consumer law businesses
- Significant end-to-end ownership across product and technology
- Strong compensation
Tech: Node.js, TypeScript, React, Next.js, PostgreSQL, Google Cloud, Python, FastAPI, AI/LLMs
📩 Interested? Reach out to us to learn more.
More about this job
Responsibilities
Lead product and engineering for an AI-native platform, owning product strategy, roadmap, and technology while building scalable AI-powered workflows and client experiences. Hire and develop a high-performing engineering team, remain hands-on with architecture and development, and partner closely with the CEO and leadership team.
Requirements
Requires at least five years of engineering or technology leadership experience, with startup CTO, co-founding CTO, or 0-to-1 engineering leadership experience. Candidates should have strong product judgment and technical depth, practical experience applying AI or large language models to real-world workflows, an entrepreneurial mindset, and the ability to work hybrid from Toronto.
Skills
- Product Strategy
- Technology Roadmapping
- Engineering Leadership
- AI
- Large Language Models
- AI-Powered Workflows
- Software Architecture
- Software Development
- Team Building
- Node.js
- TypeScript
- React
- Next.js
- PostgreSQL
- Google Cloud
- Python
Visa sponsorship
Not detected in the job text
Categories
- Technology
- Software
- Management & Leadership
- Legal
- Engineering
Keywords
- Chief Technology Officer
- Product Strategy
- Product Roadmap
- Engineering Leadership
- AI-Native Platform
- Artificial Intelligence
- Large Language Models
- AI-Powered Workflows
- Client Experiences
- Software Architecture
- Software Development
- Startup
- 0-to-1 Leadership
- Legal Services
- Consumer Law
- Node.js
- TypeScript
- React
- Next.js
- PostgreSQL
- Google Cloud
- Python
- FastAPI
- Toronto