Senior Software Engineer, AI Automation (AI)

Location: Remote, Canada

Base salary: $149,600–$199,600 per year in Alberta, British Columbia, and Ontario; $134,600–$184,600 per year in all other Canadian locations.

Company

hirify.global provides active insurance coverage and cybersecurity tools to help businesses prevent and manage digital risk.

What you will do

• Lead the technical design and delivery of production-grade AI agents, reusable skills, and automation workflows for internal teams.
• Translate ambiguous business processes, judgment calls, and edge cases into reliable, maintainable software.
• Design integrations between AI agents and systems of record using MCP and comparable tool-integration frameworks.
• Define architecture, interfaces, data contracts, operational standards, evaluation strategies, quality baselines, and release criteria for production AI systems.
• Build controls for permissions, observability, auditability, human-in-the-loop review, failure containment, and rollback.
• Partner with data engineering and business stakeholders, drive reusable technical patterns, mentor engineers, and document systems and operating practices.

Requirements

• 7+ years of hands-on software engineering experience, including substantial recent experience building and shipping LLM-backed applications used by real users.
• Experience taking AI agents or multi-step automation workflows from prototype through reliable production operation.
• Strong Python engineering skills and practical SQL expertise, including working directly with production data models.
• Deep experience with prompting, tool use, agentic loops, structured outputs, multi-step workflows, error handling, and production deployment.
• Experience designing and operating systems integrated with business-critical systems of record.
• Strong judgment regarding evaluation methodology, reliability, safety controls, and responsible AI deployment tradeoffs.
• Production engineering fundamentals across Git, CI/CD, containers, deployment, monitoring, testing, permissions, and rollback.
• Ability to lead technical work in ambiguous environments, influence stakeholders, and turn incomplete requirements into practical, high-quality solutions.
• Clear written and verbal communication skills with technical and non-technical partners.

Nice to have

• Experience building or maintaining MCP servers, agent platforms, or reusable tool and skill frameworks.
• Experience designing evaluation harnesses, test datasets, and monitoring for LLM-backed systems.
• Background in internal tools, solutions engineering, professional services, startup environments, or founding teams.
• Familiarity with Linear, Jira, Zendesk, Salesforce, or Snowflake.
• Experience in insurance, fintech, cybersecurity, or another regulated environment where correctness, traceability, and controls have meaningful business impact.
• Experience mentoring engineers or acting as a technical lead for complex cross-functional initiatives.

Culture & Benefits

• Remote-first work model for Canadian locations.
• 100% medical, dental, and vision coverage.
• Flexible PTO.
• Annual home office stipend and WeWork access.
• Mental and physical health wellness programs, including Headspace and Lumino.
• Inclusive culture focused on responsibility, shared ownership, collaboration, and protecting businesses from digital risk.

Hiring process

• Interviewed candidates receive an application status update within 45 days of the final interview.
• Human recruiters make final hiring and interview-selection decisions, with AI-assisted tools used to organize and review applications.