Senior Engineering Manager
Role Overview
Leads the engineering teams for Checkfront and Regiondo, established booking-management products used by tour, activity, and experience operators.
The products are mature and revenue-generating; the teams will continue product improvements while emphasizing stability, reliability, performance, maintainability, and operational confidence.
The player-coach role is accountable for team health, development, performance, and delivery, while staying technically close to systems and decisions without serving as the primary implementer.
Key Skills for This Role
Full Job Posting
Role overview
Leads the engineering teams for Checkfront and Regiondo, established booking-management products used by tour, activity, and experience operators.
The products are mature and revenue-generating; the teams will continue product improvements while emphasizing stability, reliability, performance, maintainability, and operational confidence.
The player-coach role is accountable for team health, development, performance, and delivery, while staying technically close to systems and decisions without serving as the primary implementer.
Team leadership
- Set expectations and create trust, accountability, and respectful collaboration across both teams.
- Hold effective one-on-ones, give timely actionable feedback, support career growth, recognize performance, and address concerns.
- Develop senior engineers and emerging leaders; monitor morale, workload, capacity, and team dynamics; participate in hiring and onboarding.
Delivery and operations
- Partner with Product on priorities, sequencing, and delivery plans, and align teams on dependencies and competing priorities.
- Balance product development with reliability, maintenance, testing, technical debt, performance, and long-term engineering health.
- Surface risks and constraints early, clarify ownership, and hold teams accountable for appropriate quality.
- Stay engaged in production incidents and escalations, understand customer impact, and support remediation.
- Maintain accountability for stable, secure deployments and post-deployment observability.
Technical leadership
- Maintain context on major systems, dependencies, risks, incidents, and operational characteristics across both products.
- Participate in technical discussions, challenge assumptions, make pragmatic tradeoffs, and improve engineering practices.
- Improve maintainability, observability, testing, reliability, and overall engineering quality while connecting investments to meaningful outcomes.
- Stay close enough to team work to understand practical constraints and use evidence to evaluate changes to tools and practices.
What the role requires
- Experience leading and developing software engineers in an Engineering Manager, Senior Engineering Manager, or comparable leadership role, across multiple teams and product areas.
- People-management ability including coaching, feedback, career development, expectation setting, performance management, and development of senior engineers or technical leaders.
- Operational experience with production incidents, observability, reliability, and learning from recurring failures.
- Strong communication with Product, Support, leadership, and other stakeholders; create accountability without micromanagement.
- Maintain ownership through problems until impact, responsibility, next steps, and resolution are clear.
Nice to have
- Familiarity with some of PHP, React, PostgreSQL, and Google Cloud Platform.
- Experience with customer-facing teams, AI-assisted development tools, booking, ecommerce, travel, tours and activities, or operationally complex domains.
- Experience modernizing complex systems incrementally or improving test coverage, deployment automation, incident response, and production observability.
Compensation
- Salary range is CAD $180,000–$220,000, depending on skills, experience, and overall qualifications.
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