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Ultrassure

Full Stack Engineer

Toronto, ON, Canada

Full-time

Apply About employer

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Job details

Job type: Full-time
Apply by: Nov 2, 2026
Posting language: English
Posted: Oct 3, 2026

Original job description

Full-Stack Software EngineerAbout Ultrassure

Ultrassure is building the AI system of work for commercial insurance.

Insurance is a roughly $7.5 trillion global industry, but much of it still runs on PDFs, spreadsheets, email and legacy software. We build AI-native software that helps insurers, reinsurers, MGAs and brokers turn complex, unstructured insurance data into structured information, automated workflows and better decisions.

Our platform, UltraContract, is used by insurance organizations across Canada, the United States, the United Kingdom, Bermuda and the Cayman Islands. More than $10 billion of premium already flows through the platform.

We grew from zero to six-figure ARR, are growing quickly and are now at the seed stage.

We are a small, focused team in downtown Toronto. We ship every day, work closely with our customers and care more about building useful software than process for the sake of process.

The Role

We are looking for a Full-Stack Software Engineer to join Ultrassure as one of our early engineers.

You will work closely with our CTO, leadership team and customers to build the core product and AI systems behind UltraContract.

This is a high-ownership role. You will take problems from customer conversation to architecture to implementation to production. You will have a meaningful influence on what we build, how we build it and the engineering culture we create as the company grows.

This is not a "wait for the next sprint" environment. We talk to customers constantly, identify valuable problems and ship solutions quickly.

If you like owning meaningful problems, moving fast and seeing your work used by real customers shortly after you build it, you will probably enjoy working here.

What You Will Do

You will work across frontend, backend, infrastructure and applied AI.

You will:

Build and ship product using Next.js, TypeScript, Python, Django and AWS
Design features end-to-end, from database models and APIs to frontend UX
Build production AI workflows using OpenAI, Anthropic and other leading models
Work with agents, tools, MCP, structured outputs, retrieval systems and evals
Use Codex and other AI development tools extensively as part of your daily workflow
Build systems for document parsing, clause extraction, data enrichment, comparison and workflow automation
Turn complex insurance documents and workflows into simple, reliable software
Improve authentication, RBAC, multi-tenancy, queues, caching and secure data pipelines
Build and maintain production infrastructure on AWS
Improve testing, observability, monitoring, CI/CD, security and release quality
Work directly with customers to understand messy real-world workflows and rapidly turn those problems into product

You will not be limited to one part of the stack. If something important needs to be built, you should be comfortable figuring it out and owning it.

What We Are Looking For

We care much more about what you can build than how many years you have been working.

You should have:

Strong software engineering fundamentals
Strong full-stack development ability
Experience with TypeScript and modern React or Next.js applications
Strong Python experience
Experience building backend applications and APIs
Experience working with production cloud infrastructure, ideally AWS
Experience building real applications with LLMs rather than simply calling a model API
Strong product judgment and an instinct for simple solutions
A bias toward shipping and iterating with users
High ownership and comfort operating with limited direction
Good instincts around security, reliability and production systems
Curiosity about difficult workflows, messy documents and unstructured data
The ability to work from our office at Bay & King in downtown Toronto
Legal eligibility to work in Canada

You do not need a specific number of years of experience.

You might be an exceptional new graduate who has built a lot outside of school. You might have several years of experience shipping production software. We care most about engineering ability, product taste, speed, curiosity and evidence that you build things.

Bonus Points

We would be particularly interested if you have experience with:

Insurance, fintech, B2B SaaS or other regulated industries
Document parsing, OCR or extraction pipelines
LLM evals and production AI systems
Agents, MCP servers or tool-using AI systems
Retrieval, embeddings or vector databases
Human-in-the-loop AI workflows
Complex authorization or permissions systems
Multi-tenant B2B software
AWS infrastructure at meaningful production scale
Open-source projects, side projects or products you built yourself

None of these are requirements.

Why Ultrassure

Real customers, real usage

You will be building software used in production by insurance organizations across Canada, the United States, the United Kingdom, Bermuda and the Cayman Islands, with more than $10 billion of premium already flowing through the platform.

A massive market undergoing a major technology shift

Commercial insurance is one of the world's largest industries and many of its most important workflows still revolve around documents, spreadsheets and email. AI makes it possible to redesign how much of this work gets done.

Build at the application layer of AI

We are not building another generic chatbot. You will work on difficult problems involving long and complex documents, structured extraction, agentic workflows, evidence, permissions, reliability and high-stakes business processes.

Join at the seed stage

The product is live, customers are paying and usage is growing, but the team is still small enough that an individual engineer can have an outsized impact on the product, architecture and company.

Meaningful ownership

You will have significant influence over product decisions, technical architecture and engineering standards as the engineering team grows.

Work directly with customers

Our engineers are close to the people using what we build. You will see the problems firsthand, ship solutions and get feedback quickly.

Move quickly

We ship continuously and regularly turn customer feedback into production features within days rather than quarters.

Meaningful equity

Competitive compensation plus meaningful equity in a seed-stage company.

Downtown Toronto

We work together from our office at Bay & King. Gym and squash memberships are included.

How to Stand Out

Send us something you have built.

A GitHub repository, shipped product, side project, agent, MCP server, open-source contribution, document extraction system or demo tells us much more than a perfectly polished resume.

Show us something where you identified a problem, figured it out and shipped it.

Apply About employer

More about this job

Responsibilities

Build and ship end-to-end product features across frontend, backend, infrastructure, and applied AI, including production workflows for parsing and extracting information from complex insurance documents. Work directly with customers to understand their needs, own solutions from design through production, and improve system security, reliability, testing, and observability.

Requirements

The role requires strong software engineering and full-stack skills, including TypeScript with React or Next.js, Python, backend APIs, and production cloud infrastructure, ideally AWS. Candidates should have experience building real LLM-powered applications, sound product judgment, a bias toward shipping, high ownership, and legal eligibility to work in Canada; no specific years of experience or degree is required.

Skills

Full-Stack Development
TypeScript
React
Next.js
Python
Django
AWS
API Development
Large Language Models
AI Workflows
Document Parsing
Retrieval Systems
Database Design
Authentication and Authorization
Multi-Tenant Systems
CI/CD

Benefits

Equity
Gym Membership
Squash Membership

Visa sponsorship

Not detected in the job text

Keywords

Next.js
TypeScript
Python
Django
AWS
OpenAI
Anthropic
Codex
MCP
Large Language Models
AI Agents
Structured Outputs
Retrieval Systems
LLM Evaluations
Document Parsing
Clause Extraction
OCR
Data Enrichment
Workflow Automation
Authentication
RBAC
Multi-Tenancy
Queues
Caching
Secure Data Pipelines
Testing
Observability
Monitoring
CI/CD
Commercial Insurance

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