Staff Software Engineer - Software Testing

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ContactMonkey is seeking a Staff Software Engineer for Software Testing to lead test automation and build an end-to-end acceptance suite for its cloud SaaS, onsite in downtown Toronto. You will design and own the test strategy, write integration, component and UI tests, and collaborate with engineers to improve testability while guiding the automation roadmap. The ideal candidate has 6+ years of testing in a growth environment, a proven ability to drive automation, mentor others, and hands-on experience with Selenium, Cucumber, RSpec, and API testing in AWS and Docker. Standout: Ruby on Rails or Python/Django, CS degree, strong documentation. To apply, show impact with metrics, collaboration, and alignment with our compensation framework, and readiness for our hybrid culture.

Hey there! We’re ContactMonkey 👋

Our mission? To power measurable employee engagement worldwide. And we’d love for you to join us!

Staff Software Engineer - Software Testing

ContactMonkey helps businesses boost growth and productivity through their internal communications. With our powerful tech stack, businesses can create, send, and track HTML emails within Outlook or Gmail. Today, ContactMonkey’s software is being leveraged within the world’s leading enterprise organizations, including brands like Rogers, IKEA and Ticketmaster! We are pumped to be the best-of-breed for internal employee communications.  

We understand that joining a team is one of the most important decisions you make, and adding a team member is one of the most important decisions we’ll make. Through our process, we want you to get to know us and understand how you approach problems, learn, and what motivates you.

Your impact

• Lead by Example: Be active within your team and the company - participate in meetings; volunteer to lead initiatives; escalate questions or issues when necessary.
• Design and lead the test automation strategy.
• Drive the creation of an end to end acceptance testing suite
• Design, write and implement integration, component and UI tests.
• Working with software engineers to design systems for testability.
• Owning the evolution of the test automation strategy.

About you

• 6+ years of testing experience in a software domain
• Prove track record with driving test automation strategies in a growth based environment.
• Strong experience with leading the creation of automation software and strategy
• Well developed ability  to mentor team members in test automation best practices.
• Experience testing a cloud-hosted SaaS application
• Experience with tools such as  Selenium, Cucumber, RSpec and other automation tools that will accelerate our release cycles.
• Ability to write clear, concise documentation
• Experience with developing AP test frameworks.

How you can stand out 

• Experience in coding in at least one modern web develop language/framework such as Ruby on Rails or Python/Django
• Bachelor’s degree in Computer Science
• Experience Designing and building JSON or REST services, AWS APIs, Docker.
• As a practice, you maintain awareness of QA/automation industry practices and ensure the team is aware and educated.
• Experience with Agile methodologies beyond scrum.

What we bring to the table 

🏥 100% employer-paid benefits + a Health Spending Account from day one

🌎 Work from anywhere in the world for up to 4 weeks

💰 Stock option plan—own a piece of our success

💲 RRSP Group Savings Plan to plan for your future

🏝 Generous vacation package to recharge and relax

📚 Personal development budget to fuel your growth

🧖 One personal day + two volunteering days to give back

🎂 Your Birthday off—celebrate on us!

🍎 Five health days per year to stay at your best

💼 Beautiful downtown Toronto office for hybrid work—fully stocked with all the best snacks

Compensation & Work Details

Compensation is thoughtfully determined based on your experience, skill set, and alignment with our internal compensation framework and internal equity.

We’re always happy to answer questions about compensation throughout the hiring process.

This is a backfill position based out of our downtown Toronto office, at King and Spadina. 

Who We Are 

Imagine being part of a team of brilliant minds, all shaping the future of workplace communication. Here at ContactMonkey, we’re not just sending out traditional emails with our internal comms software; we’re changing the way companies connect and communicate with their people. Brands like IKEA, Roku, KMPG, and countless others are using our solution to transform employee engagement.

Our all-in-one platform—featuring a drag-and-drop email builder, engagement tools, and analytics—makes it easy for businesses to create, send, and measure their internal email campaigns directly within Outlook or Gmail. This way, internal communications go from being ignored to binge-worthy, sparking more opens, clicks, and conversations.

We’ve been on an explosive growth streak over the past few years, and we’re not slowing down anytime soon. Here’s a bit of what we’re proud of:

• Ranked by the Globe & Mail as one of Canada’s fastest-growing companies
• Recognized in 2023, 2024 and 2025 Deloitte Technology Fast 50™ awards for revenue growth over the past four years
• Recognized in 2023, 2024 and 2025 Deloitte Technology Fast 500™ as one of the fastest-growing companies in North America
• Raised $55 million Series A financing in 2023

Diversity is our strength

At ContactMonkey, we are building diverse products and we need a diverse team to do that. We strongly encourage applications from everyone regardless of race, religion, colour, national origin, gender, sexual orientation, age, marital status, or disability status. 

We are committed to creating an accessible experience for all candidates. If you require any accommodations or adjustments during the interview process or beyond, please inform us, and we will work with you to ensure the necessary support is in place. We are continually striving to enhance our accessibility practices and welcome any feedback or suggestions on how we can better serve candidates with accessibility.

AI Disclosure: 

We use AI to take notes during our interview. Applications and interviews are reviewed by our Talent Acquisition team. Our applicant tracking system utilizes AI for workflows and hiring process efficiencies.