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Added 1 hour ago
K
Founding CTO
Kouvre
Montreal, QC
- Full-time
…raise and grow the team around you. You are not inheriting a stack or a roadmap. You decide what we build and how, alongside the…
Added 1 hour ago
Software Developer III, Ads Infrastructure
Google
Waterloo, ON
…qualities and be enthusiastic to take on new problems across the full-stack as we continue to push technology…
Added 2 hours ago
B
Sr. Developer - Application Development JAVA N 4B
BrightClaim
AB
- Full-time
Agile Methodology, Apache Kafka, Java Full Stack Development
Added 3 hours ago
SH
Applied AI Software Engineer
SE Health
Markham, ON
- Full-time
Build full-stack application components in TypeScript and Node.js, including React and Next.js or equivalent, as well as Python, backed by relational databases with row-level security,…
Added 3 hours ago
Graphics Software Developer, Chrome
Google
Montreal, QC
…mobile; the list goes on and is growing every day. As a software developer, you will work on a specific project critical to Google’s needs with opportunities to switch teams and projects as…
Added 4 hours ago
Sr SDET– Firmware Automation
Lightmatter
Toronto, ON
Debug failures across the full stack (firmware, board, instrument, fixture, test code) and partner with engineers to resolve them
Added 5 hours ago
L
Sr SDET– Firmware Automation
Lightmatter
Toronto, ON
- Full-time
Debug failures across the full stack (firmware, board, instrument, fixture, test code) and partner with engineers to resolve them
Added 6 hours ago
T
Compensation Analyst
TEKsystems
Calgary, AB
- $45 to $55 CAD / hour
- Contract
…Asie, qui collaborent avec nous dans le cadre de nos capacités full-stack et notre rythme. Nous sommes des penseurs stratégiques, des collaborateurs pratiques qui aident les clients à…
Added 6 hours ago
Dot Net Full Stack
Capgemini
Mississauga, ON
Capgemini offers a comprehensive, non-negotiable benefits package to all regular, full-time employees. In the U.S. and Canada, available benefits are determined by local policy and…
Added 7 hours ago
N
Software Engineer - AI/Inference /Gateway
Nutanix
Vancouver, BC
- $103,000 to $155,000 CAD / year
- Full-time
…for AI (GPT-in-a-Box). This high-performant Machine Learning full-stack cloud platform helps you optimise IT costs with a software-defined cloud operating model. Harness AI-ready…
Added 7 hours ago
M
Senior Manager, Organic Growth
Mistplay
Toronto, ON
- $120,000 to $165,000 CAD / year
- Full-time
…analytics to connect organic initiatives to paid strategy and the full user journey, from acquisition through…
Added 9 hours ago
C
Chief Technology Officer, AI-Native Consumer Platform
Calliere
Toronto, ON
- Full-time
DT Toronto, ON (Hybrid, 3 days in office) | Full-time
Added 10 hours ago
FM
Senior Full Stack Developer
Federal Mfg
Oakville, ON · CA ON Oakville
- Full-time
As our Senior Full Stack Developer, you will work across the web platform with a primary focus on backend services, APIs, application data, and the integration between the backend and React…
Added 10 hours ago
M
Innovative Data Platform Solution Engineer
Microsoft
Calgary, AB · Vancouver, BC · Ottawa, ON · Toronto, ON
- Full-time
As an Innovative Data Platform Solution Engineer (SE), you will play a pivotal role in helping enterprises unlock the full potential of Microsoft’s cloud database and analytics stack across…
Added 10 hours ago
P
Process Design Assistant
ProfitCoach
Remote, Canada
- Full-time
- Remote
Stay current on emerging tools within the PM tech stack, assessing their potential to improve processes and recommending solutions for client engagements.
Added 10 hours ago
L
Forward Deployed Engineer
Leyton
Vancouver, BC · Greater Vancouver, BC
- €30,000 to €50,000 EUR / year
- Full-time
Comfortable working across the full technology stack.
Added 10 hours ago
7
Software Developer, Mid-Market
7shifts
Toronto, ON
- $95,000 to $135,000 CAD / year
- Full-time
As an Intermediate Software Developer, Mid-Market at 7shifts, you'll be one of the founding engineers on our mid-market squad - the team responsible for building the foundational systems…
Added 10 hours ago
7
Software Developer, Mid-Market
7shifts
Saskatoon, SK
- $95,000 to $135,000 CAD / year
- Full-time
As an Intermediate Software Developer, Mid-Market at 7shifts, you'll be one of the founding engineers on our mid-market squad - the team responsible for building the foundational systems…
Added 12 hours ago
BS
Technical Lead (Full-Stack Engineering & AI)
Brainhunter Systems Ltd
ON · Ontario, Canada
- Contract
✔ Proven experience as a Technical Lead, Staff Engineer, or Senior Full-Stack Developer
Added 13 hours ago
M
Développeur(se) Full Stack - Core
MaintainX
Montreal, QC
- Full-time
Au moins 5 ans d’expérience professionnelle dans le développement de produits Web ou mobiles full-stack.
Added 13 hours ago
OW
Oliver Wyman - Software Developer - Data & Analytics (DNA) Team
Oliver Wyman
Montreal, QC
- Full-time
Excellentes compétences en programmation full stack et en conception de systèmes.
Added 13 hours ago
M
Développeur(se) Full Stack – Plateforme et infrastructure
MaintainX
Toronto, ON
- Full-time
5 ans ou plus d'expérience professionnelle en développement full-stack de produits web ou mobiles.
Added 13 hours ago
M
Développeur(se) Full Stack - Core
MaintainX
Toronto, ON
- Full-time
Au moins 5 ans d’expérience professionnelle dans le développement de produits Web ou mobiles full-stack.
Added 13 hours ago
R&
Principal Data Scientist, Agentic AI Technical Lead
Robots & Pencils
Canada
- Full-time
…through complex design and delivery challenges, and keeping the full AI/ML program coherent, high quality, and moving at…
Added 13 hours ago
RB
Software Engineer
Royal Bank of Canada
Toronto, ON
- Full-time
You will be a full stack developer on a team focused on web applications that support internal and external RBC users. This role supports the modernization and enhancement of enterprise…

Calliere

Chief Technology Officer, AI-Native Consumer Platform

Toronto, ON, Canada

Full-time

Apply About employer

Applications open in a new tab.

Job details

Job type: Full-time
Posting language: English
Posted: Oct 7, 2026

Original job description

DT Toronto, ON (Hybrid, 3 days in office) | Full-time

The opportunity

AI has changed the economics of consumer legal services, and our client wants to be the company that proves it. They're a profitable, family-owned legal services business with decades of history and a very large client base behind them. Now they want a CTO who will turn their client platform into an AI-native engine and use it to become the largest consumer law business in Canada.

You get startup speed and real ownership, with none of the fundraising anxiety. The business is already profitable, the clients are already there, and the CEO wants someone to run their own domain.

What you'll do

Make the client portal and case management platform AI-native across every practice area, with the goal of running 100% of new matters through AI workflows within a year
Own the product roadmap and decide which requests from lawyers, case managers and thousands of clients actually matter
Treat the client portal as a product in its own right and push it to a 4.8/5 client rating
Build a platform that can absorb acquired law firms and expand into new areas of consumer law
Hire and grow the engineering team, plus product, design and data, while staying hands-on yourself

Requirements

Who you are

5+ years as a startup CTO, founding CTO, or engineering leader who has owned product in a 0 to 1 setting. First-time CTOs are welcome, and a founder who has built, scaled and sold a company will get a serious look even with less time
Strong product judgment and a record of setting priorities across a lot of competing voices
You've made AI genuinely useful in real workflows, and you can still write the code yourself (the process includes a coded project of about a week)
Real curiosity about consumer law and legal services. No legal background needed
Able to work hybrid in Toronto. Visa sponsorship is not available

Stack

Node.js, TypeScript, React, Next.js, PostgreSQL, Python, FastAPI, PHP, Google Cloud, LLMs

Benefits

Compensation

Very strong base depending on experience, a 50% target bonus tied to goals you set with the CEO, and more.

If you want to build something that changes how everyday people get legal help, let's talk. Confidential inquiries welcome.

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More about this job

Responsibilities

Lead the transformation of the client portal and case management platform into an AI-native engine across all practice areas. Manage the product roadmap, hire and scale the engineering and product teams, and ensure the platform supports business expansion.

Requirements

Requires 5+ years of experience as a startup CTO or engineering leader with a proven track record in product ownership. Candidates must be hands-on with coding and have experience implementing AI in real-world workflows.

Skills

Artificial Intelligence
Product Management
Engineering Leadership
Node.js
TypeScript
React
Next.js
PostgreSQL
Python
FastAPI
PHP
Google Cloud
LLMs
Software Architecture
Team Building

Visa sponsorship

Not detected in the job text

Keywords

Chief Technology Officer
AI-Native
Consumer Platform
Legal Services
Node.js
TypeScript
React
Next.js
PostgreSQL
Python
FastAPI
PHP
Google Cloud
LLMs
Product Roadmap
Engineering Management
Case Management
Startup
0 to 1
Software Engineering
Data
Design
Platform Development
Legal Tech

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