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 (Winnipeg)
🏢 Regiondo
📍 Winnipeg