VP of Engineering
You will own the technology agenda, leading development and deployment of the entire tech stack, particularly claims handling and fraud detection. You will collaborate with the CEO to build the product roadmap and determine hiring needs for your team.
- On-site
- Toronto, ON
- Posted May 18, 2026
- 1 position
Job summary
About Us We are building the future of insurance. We’re building Canada’s first full-stack AI insurance carrier purpose built for the next generation. We are targeting the next generation of consumers with gamified products (we call it “Win What You Cover”). Customers receive a frictionless process with instant-bind policies and claims 100% handled by AI, requiring no human intervention. This creates a better customer experience, and superior unit economics for our business. We are currently closing a $2M USD pre-Seed round and looking to build fast. The Role In this role, you will own the technology agenda, leading development and deployment of our entire tech stack, most critical of which will be our claims handling and fraud detection. You will work side by side with the CEO in building out our product roadmap and determining and executing hiring needs for you team. What You’ll Do Own development of highly critical systems and platforms core to our business Work with our founder to execute on our vision Build out your team to best serve our product roadmap What You Bring Strong software engineering / computer science background Knowledge of ML / AI systems, cloud infrastructure, etc. (security, compliance is a plus) Experience building customer-facing products from scratch Entrepreneurial and able to thrive in an ambiguous environment Prior experience either as a technical Co-Founder or at an early-stage startup is a plus, but not required Why You Should Join You are excited to build something from the ground up, and act as an owner You want to see your work implement in real-time and make an impact You are comfortable and ready to take a risk
What you’ll do
You will own the technology agenda, leading development and deployment of the entire tech stack, particularly claims handling and fraud detection. You will collaborate with the CEO to build the product roadmap and determine hiring needs for your team.
Requirements
Candidates should have a strong software engineering or computer science background and knowledge of ML/AI systems and cloud infrastructure. Experience in building customer-facing products and a background in early-stage startups is preferred but not required.
Other relevant skills
Identified from the job description. Confirm important requirements above.
- Software Engineering
- Computer Science
- Machine Learning
- Artificial Intelligence
- Cloud Infrastructure
- Security
- Compliance
- Customer-Facing Products
- Entrepreneurial Mindset
Job areas
- Technology
- Management & Leadership
- Engineering
- Software
Additional details
- Minimum experience
- 5+ years
- Posting language
- English
- Working hours
- 40 hours per week
- Application method
- Direct apply is available
