Staff Software Engineer

Posted Yesterday
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Country States, Pájaros Barrio, Bayamón, PRI
In-Office
Senior level
Software • Travel
The Role
Provide technical leadership across reliability, performance, maintainability, and new feature work. Partner with Product and stakeholders to clarify requirements, reduce risk, improve testability and observability, mentor engineers, improve delivery quality, and incrementally reduce technical debt while maintaining shipping cadence.
Summary Generated by Built In
About the Role

At Rezdy, we're builders, doers, and difference-makers, driven by a shared mission to reshape the tours, activities, and experiences industry. Alongside our sister brands, Checkfront 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 strong 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

Skills Required

  • Significant experience as a senior or staff-level software engineer on product-focused teams
  • Comfortable working in large, mature, or complex codebases
  • Ability to make incremental improvements that reduce risk and improve maintainability
  • Ability to balance customer needs, business priorities, technical debt, and delivery risk
  • Deep concern for reliability, performance, testability, and operational quality
  • Ability to create technical clarity from complex systems and unclear boundaries
  • Strong communication with engineers, product managers, support teams, and stakeholders
  • Mentor other engineers through technical guidance, pairing, code review, and design discussions
  • Experience using AI-assisted development tools while maintaining engineering judgment
  • Partner with Product to understand requirements, clarify technical constraints, and shape implementation plans
  • Experience improving testability, observability, reliability, and maintainability
  • 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
Am I A Good Fit?
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The Company
Surry Hills, New South Wales
112 Employees
Year Founded: 2011

What We Do

Rezdy is the world’s leading independent online booking and distribution platform, powering the experiences industry. Launched in 2011, Rezdy was started when founder Simon worked in a dive centre in Thailand, and found himself spending more time behind a desk handling customer bookings and admin than out in the water sharing his love of diving with clients. With a previous background in IT, Simon set out to solve his own problem, and in doing so discovered a gap in the market. He had a vision to help people like him at that point to get more bookings and grow their business with less effort, empowering them to get back to doing what they love. Rezdy is proud to work with thousands of tour and activity operators and agents of all sizes in over 130 countries to help them get more bookings and grow their business. Today, Rezdy has headquarters in Sydney, Australia and in Raleigh U.S.A. and over $1.3 billion in tour and activity bookings processed through their platform every year. Rezdy's mission: "To power the growth of the experiences industry with tools and connections to make life easier."​ Rezdy's values: "Nurture your adventurous spirit"​ We are all leaders, in search of a better way We should be brave and curious; ready for anything "Own it, Make it Happen"​ We are all agents of positive change We get stuff done! "Achieve More, Together" We are one team, united in purpose and journey We support, collaborate and learn from each other to drive better results

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