AI Automation Engineer

Osmow's | Digital & Technology Team

Reports to: Director of Digital

Location: Hybrid, GTA

Type: Full-time, permanent

Build the AI platform behind a leading QSR brand

Osmow's is one of Canada's fastest-growing restaurant brands, with over 250 locations across Canada and the United States. We are building technology to support our continued growth.

Our Digital & Technology team operates more like a focused product team than a traditional restaurant IT department. We build, automate, experiment quickly and scale what works across hundreds of restaurants.

Our approach is simple:

Automate Improvement. We identify areas where data, AI and automation can remove friction, accelerate decision-making and improve how the business operates at scale.

We are building an internal data, AI and automation platform to improve reporting, streamline repetitive work and support business decisions across the organization.

Our phased roadmap includes tools supporting Operations, district managers, Finance, Marketing, training and franchisees. Projects may include workflow automation, accessible business insights, franchisee assistance and learning management capabilities, based on business priorities.

That's where you come in.

Working directly with the Director of Digital, you will maintain and expand our data, AI and automation capabilities. Your initial priorities will be keeping existing data pipelines and APIs reliable, connecting new business systems, and developing practical automation and platform functionality. The Director will define business priorities and desired outcomes, review code and approve production deployments, while you independently develop,



troubleshoot and maintain the solutions. The Director will also provide backup coverage during absences.

What you'll build

- Production-grade Python data pipelines and services connecting restaurant data, third-party APIs, business systems and databases.
- AI workflows and agents using LLM APIs and appropriate development frameworks.
- Practical web applications and interfaces that make business information easier for employees and franchisees to understand and use.
- Tools and integrations that help teams access information and act on business needs.
- Automation for reporting, restaurant onboarding, ownership transfers and operational handoffs.
- Monitoring, reconciliation, testing and appropriate controls to support reliable, auditable data and AI-assisted workflows.
- Internal platforms and services designed to scale across hundreds of locations and multiple business functions.

What you'll do

- Develop and deploy software services and web applications using Git, code review and production deployment approval from the Director of Digital.
- Build, prompt, test and evaluate LLM-powered workflows and agents.
- Design SQL tables and views that support trusted operational and financial reporting.
- Validate and reconcile current data sources with Finance before they are used in production reporting.




- Integrate REST APIs, webhooks, OAuth flows and third-party platforms, including the ones with no clean documentation.
- Turn repetitive manual processes into reliable, scalable automation, proving each in a dry run first.
- Own ongoing monitoring, data accuracy and troubleshooting for existing pipelines, APIs and integrations, including updates for restaurant openings, ownership transfers and changes to connected systems.
- Work with Finance, Marketing, Operations, training teams and senior leadership to clarify requirements and identify practical improvements.
- Document solutions, dependencies, monitoring and recovery procedures so the team can support, maintain and extend them.

We work in short, practical phases with clear go/no-go gates. We would rather ship something small, validated and useful than spend months designing the perfect architecture.

What we're looking for

Must have

- 2 to 6 years of experience building production software, automation or data pipelines, with Python as your primary language and demonstrated ability to develop and maintain reliable solutions independently.
- Strong Postgres and SQL skills: you can write views, reason about keys and duplicates, and explain why two totals differ.
- Hands‑on experience shipping something with an LLM API such as Anthropic, OpenAI or similar that people actually use.
- Understanding of prompts, evaluations, failure modes, latency and API cost.
- Experience with REST APIs, webhooks, OAuth and third-party integrations.
- Practical Linux and cloud knowledge, including logs, secrets and deployments.
- Git as part of your no

📌 AI Automation Engineer (Mississauga)
🏢 Osmow's
📍 Mississauga