Senior Software Engineer, AI Automation

This is a fully remote position, open to applicants in Canada.

📋 Description

• Oversee the technical design and implementation of AI agents, reusable skills, and automation workflows utilized by Coalition’s internal teams.

• Convert intricate and ambiguous business processes, decision-making scenarios, and edge cases into dependable, maintainable software solutions.

• Develop and enhance integrations between agents and record-keeping systems using MCP and similar tool-integration frameworks.

• Establish the architecture, interfaces, data agreements, and operational standards for production AI systems.

• Create evaluation strategies, quality benchmarks, and release criteria; leverage results to inform deployment and iteration choices.

• Construct systems with safeguards for permissions, visibility, auditability, human-in-the-loop reviews, failure containment, and rollback capabilities.

• Collaborate with data engineering and business stakeholders to guarantee that automations utilize trustworthy data and have sustainable ownership.

• Propel technical decisions across multiple workflows, identify reusable patterns, and elevate the engineering standards for the team.

• Guide engineers and technical partners through design reviews, implementation advice, and practical AI engineering standards.

• Record systems, decisions, and operational practices to enable teams to safely maintain and expand upon your contributions.

⛳️ Requirements

• 7+ years of practical software engineering experience, including significant recent work in constructing and delivering LLM-backed applications for real users.

• Proven track record of advancing AI agents or multi-step automation workflows from prototype to reliable production operation.

• Strong Python programming skills and hands-on SQL knowledge, including the capability to engage directly with production data models.

• Extensive experience with prompting, tool utilization, agentic loops, structured outputs, multi-step workflows, error management, and production deployment.

• Experience in designing and managing systems that integrate with mission-critical record-keeping systems.

• Strong judgment concerning evaluation methodologies, reliability, safety controls, and the necessary trade-offs for responsibly deploying AI systems.

• Solid foundation in production engineering principles encompassing Git, CI/CD, containers, deployment, monitoring, testing, permissions, and rollback.

• Capability to lead technical efforts in ambiguous environments, influence stakeholders, and transform incomplete requirements into practical, high-quality solutions.

• Excellent written and verbal communication skills, enabling effective collaboration with both technical and non-technical partners.

• Bonus: Experience in building or maintaining MCP servers, agent platforms, or reusable tool/skill frameworks.

• Bonus: Familiarity with designing evaluation harnesses, test datasets, and monitoring for LLM-backed systems.

• Bonus: Background in internal tools, solutions engineering, professional services, startup settings, or founding teams.

• Bonus: Knowledge of Linear, Jira, Zendesk, Salesforce, or Snowflake.

• Bonus: Experience in insurance, fintech, cybersecurity, or other regulated environments.

• Bonus: Experience mentoring engineers or serving as a technical lead for complex cross-functional projects.

🏝️ Benefits

• 100% coverage for medical, dental, and vision.

• Flexible paid time off (PTO).

• Annual home office stipend and access to WeWork.

• Mental and physical health wellness programs such as Headspace, Lumino, and more!

• Competitive salary and potential for advancement.