Coalition is the world’s first Active Insurance provider designed to help prevent digital risk before it strikes. Founded in 2017, Coalition combines comprehensive insurance coverage and innovative cybersecurity tools to help businesses manage and mitigate potential cyberattacks. We are hiring a Software Engineer for the Automation team to use AI to solve and automate manual work across Coalition.

This is a hands-on AI engineering role: authoring skills, wiring agents to our systems of record through MCP, building evals, and deploying agents that non-engineers depend on every day. We have early workflows live in production, more proofs of concept in the oven, and working hypotheses about how all of this should fit together. We want someone who will pressure test those hypotheses against their own experience and change our minds where we have it wrong.

Deep, current, practical experience building with LLMs is the single most important qualification for this job. Think of this as a Forward Deployed Engineer, pointed inward: your customers are other Coalition teams. You will also work day to day with our data team to get at the data these agents depend on.

Write them so the next project can reuse them instead of rebuilding them. Wire agents to the systems of record through MCP servers, compose skills and tools into working workflows, and add new MCP surface area when a system we need is not covered yet. Build the eval set, establish a baseline, and use it to make calls about what ships.

Take agents from prototype to production, including permissions, human-in-the-loop checkpoints, audit trails, and rollback.

Partner with the data team: Work with our data engineers on the access, models, and quality of the data your agents read and write. AI application building (primary): Substantial hands-on experience shipping LLM-backed applications: prompting, tool use, agentic loops, and multi-step workflows. You know where these break and how to contain the damage when they do. You have shipped at least one agent that non-engineers depend on.

Coding agents: Fluent with agentic coding tools like Cursor.

Robust

Python.



Comfortable with SQL and working directly against production data models. You can sit with a non-technical operator, map their process, and translate it into requirements without a PM in the room.

Shipping discipline: Experience: At least 5+ years of hands-on software development experience. It's not the years, it's the miles.

Bonus Points

Experience building or maintaining MCP servers. Prior solutions engineering, professional services, internal tools, or startup founding experience. Linear, Jira, Zendesk, Salesforce, Snowflake. As a remote-first organization, our compensation reflects the cost of labor across several Canadian geographic markets.

Consistent with applicable laws, an employee's pay within this range is based on a number of factors, which include but are not limited to relevant education, skills, job-related knowledge, qualifications, work experience, credentials, and/or geographic location.

Use of AI: We utilize AI-assisted tools to help us organize and review the high volume of applications we receive. However, our human recruiting team makes all final hiring decisions and interview selections, valuing personal connection over algorithms. 100% medical, dental, and vision coverage ~ Flexible PTO ~ Annual home office stipend and WeWork access ~ Work at Coalition is centered on the joint mission to Protect the Unprotected. We have built a remote-first, highly inclusive culture that welcomes people from diverse backgrounds.

We trust each other to take responsibility, share ownership of outcomes, and put in the work together to protect businesses from digital risk.



Coalition's exceptional growth stems from its ability to address real-world problems for organizations of all sizes while remaining true to our founding values of character, humility, responsibility, purpose, authenticity, and inclusion. Coalition is committed to protecting your privacy and handling your personal information responsibly.

We collect, use, and store personal information as necessary for the recruitment process and in compliance with applicable privacy laws and regulations in all regions where we operate. We want you to understand what personal information we collect, how we use it, and your rights regarding access, correction, and deletion of your data where applicable. Information submitted, collected, and processed as part of your application is subject to Coalition's Privacy Policy.

For further details, please review our full Privacy Policy or contact us with any questions regarding how your information is handled. We never ask for payment, banking details, or personal identification before an offer is accepted through our secure systems. Our policy is to provide equal employment opportunities to all individuals, without discrimination or harassment on the basis of any characteristic protected by applicable laws in each country where we operate.

This commitment includes, but is not limited to, ensuring equal treatment in recruitment, selection, training, promotion, transfer, compensation, and all other aspects of employment. Coalition does not tolerate discrimination or harassment of any kind, and we are dedicated to fostering an inclusive and supportive workplace. Coalition is committed to providing reasonable accommodations to qualified individuals with disabilities, including applicants and employees, in accordance with applicable laws and regulations in each country where we operate.

Our policy is to support equal opportunity in the hiring process by considering qualified applicants regardless of disability or other protected characteristics, unless providing accommodation would impose an undue hardship or disproportionate burden. Do not forward resumes to our email alias, employees, or other physical or virtual organization locations.

📌 Softwareentwickler Java - Remote (m/w/d) (Winnipeg)
🏢 Coalition
📍 Winnipeg