Sr. Software Engineer, Observability

1 Week ago • 5 Years +

Job Summary

Job Description

Senior Software Engineers on the Observability team collaborate with platform and product engineering teams to improve visibility, reliability, and performance across services. They build and evolve observability tooling and infrastructure for monitoring, debugging, and improving applications at scale. Responsibilities include building Observability-as-Code libraries, providing support to engineers, enhancing production debugging, partnering with vendors, and creating documentation and training. They will drive cross-team coordination and deliver solutions that improve the production debugging experience.
Must have:
  • 5+ years of application development experience.
  • Mastery of Python, Ruby, JavaScript or other languages.
  • Experience with observability and alerting tools like Datadog and PagerDuty.
  • Experience in developer education and written documentation.
  • Knowledgeable about developer experience and improving it with tools.
  • Experience in Terraform configuration.
  • Experience in Kafka configuration for applications.
  • Understand container orchestration from an application developer's point of view.
  • Experience across entire ecosystems from Local dev through to Production.
Good to have:
  • Continually learning and using new technologies such as Kubernetes, Kafka, and AWS Lambda.
  • Passionate and knowledgeable about engineering excellence and educating others.
  • Occasional requirement to be on-call outside of standard hours.

Job Details

We believe small businesses are at the heart of our communities, and championing them is worth fighting for. We empower small business owners to manage their finances fearlessly, by offering the simplest, all-in-one financial management solution they can't live without.


Senior Software Engineers on the Observability team collaborate closely with platform and product engineering teams to enhance visibility, reliability, and performance across our services. They play a key role in building and evolving observability tooling and infrastructure that helps teams monitor, debug, and improve their applications at scale. They work collaboratively to solve tough technical challenges using a wide variety of technologies and help investigate new ones as we strive to keep our tooling and practices modern, effective, and impactful.


Here’s How You Make an Impact:
  • Build, scale, and maintain Observability-as-Code (OaC) libraries that improve monitoring and observability for engineering teams.
  • Provide support to engineers by answering questions, troubleshooting issues, and helping debug problems related to the observability tooling and abstractions we manage (e.g. DataDog, Sumo Logic, Sentry).
  • Work closely with Observability Champions and engineers across teams to understand challenges, propose roadmap improvements, and shape future training sessions.
  • Collaborate with platform teams to enhance production debugging, service health insights, and system reliability across our stack.
  • Partner with observability vendors to evaluate capabilities, influence roadmaps, and lead cost optimisation initiatives based on data usage and engineering needs.
  • Contribute technical guides, internal documentation, and training sessions that promote observability best practices, helping teams become more self-sufficient.
  • Take complete ownership of significant initiatives — from technical definition to rollout — proactively driving cross-team coordination, removing friction, abstracting complexity, and delivering impactful solutions that improve the production debugging experience for engineers.
  • Write clear, concise, elegant, and well-tested code in languages like Python, Ruby, and/or JavaScript.
  • Work as part of an agile, cross-functional team focused on continual improvement and knowledge sharing.
  • Deliver solutions that go beyond what is assigned, identifying opportunities for broader impact and greater impact.
  • Help raise the bar for engineering quality and performance by mentoring others, identifying inefficiencies, and applying advanced design principles to complex challenges.
  • Contribute technical insights that improve software delivery both within and beyond your team, helping shape engineering practices and decision-making at scale.


You Thrive Here By Possessing the Following:
  • 5+ years experience as an application developer or equivalent experience on a developer tools team.
  • Mastery of some combination of Python, Ruby, JavaScript and/or other computer languages.
  • Experience with observability and alerting tools such as Datadog and PagerDuty.
  • Experience in developer education by producing written documentation.
  • Are knowledgeable about what makes a great developer experience and have the ability to improve it by configuring or creating tools and scripts.
  • Have experience in Terraform configuration.
  • Have experience in Kafka configuration for applications.
  • Understand container orchestration from an application developer's point of view.
  • Have experience across entire ecosystems from Local dev through to Production.
  • Enjoy continually learning and using new technologies such as Kubernetes, Kafka, and AWS Lambda.
  • Are passionate and knowledgeable about engineering excellence and can educate others through written documentation, example code and presentations.
  • Occasional requirement to be on-call outside of standard hours.  


At Wave, you’re treated like the incredible human being you are. 


Work From Where You Work Best: We will always have a welcoming, energizing, and world-class office (in Toronto) with a space for you. Or, if you’re more comfortable working from home, the choice is yours.

We Care About Future You: You will stretch yourself and you will grow at Wave. You will also be supported on this journey with diverse learning experiences, educational allowances, mentorship, and so much more.

We Support the Full You: We make a serious investment in your health & wellness. When we think about benefits we think about body, mind, & soul and we take this stuff very seriously. 

We Take Care of the Fundamentals: Fair compensation, all the office perks you’d want, and the various goodies you’d expect from a growing tech company. This is the obvious stuff, but we don’t want you to think we forgot!


We believe that a diverse and inclusive culture creates the best workplace. We embrace our differences, value individuality, and the broad spectrum of every Waver's skills and abilities. We challenge each other from a place of respect and pursuit of continuous growth. We trust each other and encourage everyone to bring their authentic selves to work, everyday. As Wavers, our voices matter, our opinions are met with an open mind. The best ideas win, no matter whose they are.  Contributing to an inclusive culture is a part of all of our job descriptions. 


We’ve been continuously recognized as one of Canada's Top Ten Most Admired Corporate Cultures and one of Canada’s Great Places to Work in categories including Technology, Millennials, Mental Health, Inclusion and Women.  


Are you ready to be a Waver? Join us!

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