Posted 8 days ago
Chief Technology Officer
@ Aimhire
Toronto, Ontario
Overview
Aimhire is hiring a Chief Technology Officer for its client, an established Canadian legal services business combining legal expertise, technology and AI. The full-time role leads product and engineering to build an AI-native consumer legal platform, hybrid in Toronto with three office days per week.
Responsibilities:
- 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
Requirements summary:
- 5+ years in engineering or technology leadership
- Startup CTO, co-founding or 0-to-1 engineering leadership experience
- Strong product judgment and technical depth
- Proven experience applying AI/LLMs to real-world workflows
- Hands-on, entrepreneurial mindset
- Based in or able to work hybrid from Toronto
Tools & skills
Source and dates
Source type not verified · apify-linkedin
- Employer posting date
- 2026-11-02
- First seen by our source
- 2026-11-10
- Source record updated
- 2026-11-10
These dates describe the source record, not a live verification that the employer is still hiring. Check the original posting.
Job details
| Seniority | Lead |
| Department | Engineering |
| Experience | 5+ years |
| Manages people | Yes |
| Hours per week | 40 (estimated) |
| Work setting | Office |
| Position | Mostly sitting |
| Physical demands | physical low · computer high |
| Languages | English |
Summary and details written by AI from the posting; the employer’s posting is the authority.
Aimhire
| Field | Value |
|---|---|
| Open jobs on Jobsy | 2 |
🚀 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.
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