Chief Technology Officer, AI-Native Consumer Platform
Toronto, ON
Public opening managed by Calliere Group. You can apply directly through RBB without creating an account, or view the original posting.
- Recruitment agency:
- Calliere Group
- Location
- Toronto, ON
- Work model
- Hybrid
- Employment type
- Full time
- Experience level
- Not publicly disclosed
- Department
- Not publicly disclosed
- Function
- Not publicly disclosed
- Industry
- Legal / Technology
- Published
- 2026-10-07
Role description
CTO mandate for a profitable consumer legal-services business modernizing its client and case-management platform around AI. The role owns technology and product direction and is expected to remain hands-on while scaling the engineering organization.
Key responsibilities
- Make the client portal and case-management environment AI-native across practice areas.
- Own the product roadmap and prioritize requests from clients and internal legal/service teams.
- Build a platform capable of absorbing acquisitions and supporting expansion into new consumer-law categories.
- Hire and develop engineering, product, design and data capabilities.
- Maintain direct technical involvement while setting architecture and delivery standards.
Qualifications
Profile
- 5+ years as a startup CTO, founding CTO or senior engineering/product leader, with 0-to-1 ownership.
- Demonstrated product judgment and practical AI implementation experience.
- Ability to code and discuss technical trade-offs directly.
- Hybrid availability in Toronto; Canadian work authorization required.
Additional information
Stack includes Node.js, TypeScript, React, Next.js, PostgreSQL, Python, FastAPI, PHP, Google Cloud and LLMs. Base compensation advertised at C$275,000–C$325,000+, plus a target bonus.
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Public opening managed by Calliere Group. RBB receives direct applications for sharing with the recruiter or agency responsible for the opening. Original posting