Senior Lead Systems Engineer (AI & Automation)

TL;DR

Senior Lead Systems Engineer (AI & Automation) (Enterprise Integrations): Building scalable enterprise integrations, intelligent automation, and conversational IT experiences across critical SaaS platforms with an accent on APIs, AI agents, and resilient platform architecture. Focus on designing event-driven workflows, enabling LLM-powered automation, and creating reusable tooling that improves employee productivity and operational efficiency.

Location: Toronto, Canada; hybrid ways of working

Salary: CA$119,000–CA$187,000 per year. Expected OTE: CA$132,000–CA$208,000 per year, including variable compensation.

Company

hirify.global is a customer engagement SaaS platform that helps brands deliver personalized, cross-channel customer experiences using data, automation, and AI.

What you will do

• Design and build intelligent automation across enterprise platforms to reduce manual work and improve employee productivity.
• Develop scalable integrations, APIs, middleware, and event-driven workflows connecting Slack, Okta, Workday, Atlassian, GitHub, Google Workspace, and other SaaS applications.
• Build conversational IT and self-service experiences that modernize internal service delivery.
• Architect reliable, resilient, extensible enterprise platform solutions with strong operational practices.
• Evaluate and implement AI technologies, LLMs, MCP integrations, and agent frameworks for enterprise automation.
• Provide technical leadership, contribute to platform strategy, document architecture, and mentor engineers.

Requirements

• 8+ years of experience designing enterprise-scale integrations and automation in modern SaaS environments.
• Strong software engineering experience building APIs, integrations, automation, or platform services.
• Proficiency in Python, Go, TypeScript, JavaScript, or another comparable programming language.
• Experience with REST APIs, webhooks, OAuth, SCIM, GraphQL, and modern authentication standards.
• Experience with enterprise platforms such as Okta, Workday, Slack, Atlassian, GitHub, or Google Workspace.
• Ability to design scalable architectures and collaborate across engineering, security, infrastructure, and business teams.

Nice to have

• Experience implementing AI agents, MCP integrations, LLM-powered workflows, or enterprise AI platforms.
• Experience with Terraform, infrastructure as code, cloud automation, event-driven architectures, message queues, or serverless technologies.
• Familiarity with AWS, GCP, or Azure and experience building internal developer platforms or integration frameworks.

Culture & Benefits

• Hybrid work model with a curated in-office experience focused on collaboration and innovation.
• Equity eligibility, retirement and employee stock purchase plans, and flexible paid time off.
• Medical, dental, vision, life, disability, fertility, and equal paid parental leave benefits, varying by location.
• Professional development through career pathing, learning platforms, and a yearly learning stipend.
• Employee Resource Groups, volunteer opportunities, donation matching, and an inclusive, collaborative culture.

Hiring process

• AI-assisted tools may support application screening, interview scheduling, recording, and note summarization.
• Recruiting teams remain responsible for hiring decisions and participate throughout the process.