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Lead Software Engineer - Cypress Cloud

United States

At Cypress, We aim to make software testing faster and more reliable, improving the efficiency and quality of software development. Used by hundreds of thousands of developers across 90+ countries and 30,000+ organizations, Cypress helps teams write better code and release with confidence. Cypress customers include names like Pendo, AirBnb, and GoFundMe. With a culture rooted in passion, collaboration, and curiosity, our fully remote team is on a mission to positively impact the developer community.

About Cypress

At Cypress, we're on a mission to make software testing delightful and effective. Cypress provides better, faster, and more reliable testing for anything that runs in a browser. We serve hundreds of thousands of developers and QA professionals across 30,000+ organizations in 90+ countries, including Zendesk, Indeed, Splunk, Square, and Patreon.

We continue to innovate with cutting-edge features like Test Replay for debugging failures, Accessibility testing for inclusive applications, and UI Coverage for comprehensive test insights. Founded in 2015, we've raised $55M in capital and maintain a fully remote, passionate team focused on positively impacting the developer community.

The Role

As a Software Engineer on the Cypress Cloud team, you'll build premier cloud services that impact thousands of organizations daily. You'll develop user-facing web applications and backend systems that enable developers to have confidence in their software through intelligent testing workflows.

Cypress Cloud aggregates and applies intelligence from past test runs to support better CI failure debugging, test suite analytics, and intelligent orchestration that improves developer velocity while reducing CI costs. You'll work closely with Design, Product, Data, and Growth teams with end-to-end engineering ownership from ideation through operations and enhancements.

Team & Working Environment

You'll be joining a small but mighty team focused on the core functionality of Cypress Cloud.  You’ll have significant opportunities to contribute to high-impact initiatives spanning the entire R&D organization.

We maintain a fully remote work environment with flexible hours to support work-life balance and have minimal travel expectations.

Our Core Tech Stack: TypeScript, React, GraphQL, PostgreSQL, Clickhouse, Redis, Honeycomb, and ECS (Amazon Elastic Container Service).

What You'll Do

  • Contribute to the whole product process from product concept and research to architecture, implementation and deployment
  • Build and maintain user-facing web applications that provide exceptional developer experiences for testing workflows
  • Build scalable backend services, data pipelines, and APIs that power Cypress Cloud's analytics, orchestration, and AI capabilities
  • Work with AI technologies including LLMs, prompt engineering, and AI service integrations to deliver intelligent developer tools
  • Collaborate with cross-functional teams including Design, Product, and Data to deliver features that delight developers
  • Participate in code reviews and contribute to engineering best practices across the team
  • Support, maintain, and optimize production systems that serve thousands of organizations globally 
  • Participate in on-call rotations to ensure system reliability and handle support escalations (approximately 1-2 rotations per quarter)

What We're Looking For

What you Love Doing

  • Thinking holistically about systems and user experience
  • Hearing what users think of the newest feature, and making it even better
  • Optimizing your dev-test cycles so you can build, test, and deploy rapidly
  • Finding the root cause of errors seen by users
  • Understanding why something was built one way vs another
  • Adding more instrumentation to better understand a problem

Required Qualifications

  • 6+ years of software engineering experience with full-stack development
  • Passion for developer tools and improving developer experiences
  • Comfort with JavaScript/TypeScript and modern web technologies like React
  • Backend development experience with Node.js, Python, or similar technologies
  • Database experience with both SQL and OLAP systems (PostgreSQL and ClickHouse experience preferred)
  • Experience with performance optimization and scaling customer-facing applications
  • Understanding of RESTful and GraphQL APIs and microservices architecture
  • Experience with CI/CD automation using tools such as CircleCI, Drone, Harness, or Jenkins
  • AI-assisted development proficiency with tools like GitHub Copilot, ChatGPT, or similar AI coding assistants
  • Strong problem-solving skills and attention to detail
  • Excellent written and verbal communication skills
  • Comfortable with on-call responsibilities and production system support

Preferred Qualifications

  • Hands-on experience with LLMs, prompt/context engineering, or AI model integration
  • Experience with distributed systems and data pipeline technologies (Kafka, ClickHouse, RedShift, etc.)
  • Strong grasp of testing fundamentals and continuous delivery practices
  • Experience with observability tools including logging, monitoring, and alerting systems
  • Experience with cloud platforms (AWS, GCP, Azure, or similar), including Infrastructure as Code (e.g., Terraform)
  • Experience building developer-facing products or tools
  • Familiarity with automated testing frameworks (bonus points for Cypress experience!)
  • Experience in startup or high-growth environments

What We Offer

  • Competitive compensation package with generous base salary (185K-230K depending on experience) plus equity
  • Fully remote work environment with flexible hours across supported time zones and minimal travel requirements
  • Comprehensive health benefits including medical, dental, and vision coverage
  • Top-tier equipment and home office setup allowance
  • Generous PTO policy and company-wide mental health days
  • Collaborative culture rooted in respect, curiosity, and passion for impact
  • Opportunity to impact hundreds of thousands of developers worldwide

Diversity & Inclusion

Although we list out what we generally look for, we are very likely missing other attributes and skills that you have that could make you a great addition, but are not currently listed. Research has shown this especially applies to women and other marginalized groups, who tend to apply if they check 100% of every box, versus men who apply if they hit roughly 60%. The point we're getting at, it doesn't hurt to take a chance and apply! We are an inclusive employer and value diversity at our company.

Ready to help shape the future of software testing? We'd love to hear from you. Please include your resume, an optional but encouraged cover letter explaining why you're excited about this role, and any relevant portfolio work or open source contributions.

We believe in understanding candidates on a human level and will not use AI to judge resumes or applications—our hiring process is designed to connect with you personally.

This position is open to candidates in the United States and select international locations. We are committed to providing reasonable accommodations for candidates with disabilities throughout our hiring process.

 

#LI-Remote

Although we list out what we generally look for, we are very likely missing other attributes and skills that you have that could make you a great fit, and are not currently listed. Research has shown this especially applies to women and other marginalized groups, who tend to apply if they check 100% of every box, versus men who apply if they hit roughly 60%. The point we’re getting at, it doesn’t hurt to take a chance and apply!

We are an inclusive employer and value diversity at our company. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.

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