Guide engineering delivery for Checkfront and Regiondo, balancing product improvements with stability, security, performance, and maintainable software.

This Senior Engineering Manager leads teams behind established booking-management products used by thousands of operators. You will create alignment across product areas, dependencies, and competing priorities while developing engineers and emerging technical leaders. Success requires staying close to systems, architectural decisions, delivery risks, incidents, and operational characteristics.

Key Responsibilities:

- Align teams around shared dependencies, ownership, and delivery priorities
- Develop senior engineers and emerging technical leaders
- Surface delivery risks, capacity constraints, and ownership gaps early
- Improve maintainability, observability, testing,



reliability, and engineering quality
- Ensure stable, secure deployments with appropriate post-deployment observability

Requirements:

- Experience managing multiple engineering teams and product areas
- Track record creating accountability without micromanagement
- Experience developing senior engineers or technical leaders
- Robust operational instincts and production incident experience
- Ability to communicate engineering concerns across stakeholder groups

Apply technical leadership and thoughtful prioritization to improve Checkfront and Regiondo team outcomes and product reliability.

📌 Engineering Leadership Manager Booking Platforms (Toronto)
🏢 Regiondo
📍 Toronto