About The Role At Checkfront, we're builders, doers, and difference-makers, driven by a shared mission to reshape the tours, activities, and experiences industry. Alongside our sister brands, Rezdy and Regiondo, we power more than 20,000 businesses and support over $10B in bookings globally. Our technology helps operators thrive while delivering unforgettable moments to travelers around the world.

We’re looking for a Staff Software Engineer to join the Checkfront team. Checkfront is an established SaaS platform in the tours and activities industry with real customers and meaningful scale. The team is focused on maintaining and improving the product with work spanning reliability, performance, retention, maintainability, and new feature development.

As a Staff Engineer, you’ll work closely with engineering, product, and customer-facing teams to help the team deliver well-scoped, high-quality work while improving the health and stability of the platform over time. We’re looking for an experienced, product-focused engineer who can raise the technical bar, identify the right seams for improvement, reduce risk, and help the team move faster with confidence. What You’ll Do Provide technical leadership on maintenance, reliability, performance, and product development work

Partner with Product to understand requirements, clarify technical constraints, and shape implementation plans

Collaborate with stakeholders to understand customer pain points, production issues, and operational risks

Improve delivery quality through better patterns, thoughtful code review, clearer technical plans, and stronger rollout practices

Identify opportunities to improve testability, observability, reliability, and maintainability

Help the team reduce technical debt incrementally without disrupting ongoing product delivery

Mentor other engineers through technical guidance, pairing, code review,



and design discussions

Contribute to process improvements that help the team plan, deliver, and operate more effectively over time What We’re Looking For You may be a fit for this role if you: Have significant experience as a senior or staff-level software engineer on product-focused teams

Are comfortable working in large, mature, or complex codebases

Know how to make incremental improvements that reduce risk and improve maintainability over time

Can balance customer needs, business priorities, technical debt, and delivery risk

Care deeply about reliability, performance, testability, and operational quality

Can create technical clarity from complex systems, unclear boundaries, and imperfect abstractions

Communicate clearly and directly with engineers, product managers, support teams, and other stakeholders

Can use AI-assisted development tools thoughtfully and effectively while maintaining solid engineering judgement Can help improve team process without being dogmatic about methodology

Lead through influence, example, and technical credibility rather than authority

Enjoy mentoring other engineers and helping a team raise its overall level of execution

Are pragmatic, steady, and thoughtful when working on business-critical systems Nice to Have Experience in booking, ecommerce, travel, tours and activities, or other operationally complex domains

Experience modernizing older systems incrementally while continuing to ship customer-facing work

Strong PHP experience in production environments

Strong experience with React, Postgres, cloud infrastructure, CI/CD pipelines, and observability tooling

Experience improving test coverage, deployment confidence, incident response, or production diagnostics The expected salary range for this position is $150,000 - $210,000 CAD, with final compensation based on experience, skills, and qualifications. Powered by JazzHR 9McUbWs1S8

📌 Staff Software Engineer (Canada)
🏢 Checkfront
📍 Canada