Job Specifications
About Ultrassure
Ultrassure is building AI-powered contract intelligence for the insurance and reinsurance industry. Our platform, UltraContract, is trusted by insurers, MGAs, brokers, and reinsurers processing $3B+ in premium across North America, the Caribbean, and the United Kingdom. We’ve raised a pre-seed round and are on track to close our seed this summer. We’re a small, focused team that ships daily and moves fast.
The Role
We’re looking for a VP Engineering to lead product engineering at Ultrassure. You’ll own delivery, technical direction, and team growth while staying close to the code and the product. This is a hands-on leadership role in a ship-daily environment where engineering is a core advantage.
You’ll work directly with the CEO and product leadership to turn customer needs into a reliable, scalable platform, and you’ll build the systems and culture that let a small team move fast without breaking things.
What You’ll Do
Own end-to-end execution across the UltraContract product: frontend, backend, infrastructure, and AI integrations
Set technical strategy and architecture for scalability, reliability, and speed of iteration
Establish a high-velocity engineering operating rhythm (tight loops, fast releases, excellent quality)
Build and coach a strong engineering team: hiring, onboarding, career development, performance management
Create and maintain engineering standards: code quality, observability, security, and incident response
Partner with stakeholders across the business to prioritize the roadmap and deliver customer value
Drive pragmatic DevOps and platform improvements to support ingest pipelines, deployments, and uptime
Use AI developer tooling effectively and set best practices for shipping with it day to day
Our Stack
Frontend
Next.js, TypeScript
shadcn/ui components, Tailwind CSS
Turborepo monorepo architecture
Backend
Django, Python
AI & Infrastructure
Google Vertex AI, Claude Enterprise, Amazon Bedrock, Azure AI
AWS and Azure for ingest orchestration
Development Tools
Claude Code and Codex, we ship with AI tooling daily
What We’re Looking For
7+ years building production software, including leadership experience (team lead, manager, director, or VP)
Strong full-stack and systems instincts: you can guide architecture decisions and unblock the team quickly
Demonstrated ability to run high-ownership teams that ship frequently and reliably
Experience with TypeScript/React/Next.js and Python/Django (or very close equivalents)
Comfort with cloud infrastructure and DevOps practices across AWS, Azure, or GCP
Experience integrating AI/ML APIs and tooling into real product workflows
Excellent judgment on tradeoffs: speed vs. robustness, build vs. buy, iteration vs. refactor
Based in Toronto and able to work from our Bay & King office 3 days per week
What We Offer
Competitive salary and meaningful equity in an early-stage company
Gym and squash memberships included
Hybrid work with a central downtown office at Bay & King
High autonomy, high impact, your work ships and matters
About the Company
Reclaim hours of manual work, enable automatic compliance, eliminate rare, but costly oversights, structure data new and old, and empower your team with insights to optimize deal structuring, pricing, and negotiation. AI was hailed as the fast track to "transformation", but most P&C insurtechs simply traded costly Big Four consultants for junior graduate implementation teams, still draining budgets and timelines while missing the nuances of your workflow. Ultrassure changes the game with industry-specific software that deliv...
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