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Senior/Staff Platform Engineer

Company Overview

Playground is working to make excellent child care accessible to all. Playground has built best in class software to manage all aspects of running a child care business. Playground has raised millions of dollars in funding, has several Statewide contracts, and is working with thousands of schools across the country. Our founders were recently recognized by Forbes as 30 under 30, and our work has been recognized across the country.

Playground is at an inflection point, growing at a quick pace, and we are looking to expand our engineering team as quickly as possible. Playground is compromised of a team of owners who are not afraid to dive into large, complex projects.

Job Description

As part of Playground's engineering team, you will be responsible for building and maintaining critical infrastructure that ensures our platform remains scalable, secure, and high-performing. You will play a crucial role in shaping the future of child care technology by improving system uptime, deployment efficiency, security, and developer tooling. We're looking for self-starters who thrive in taking projects from concept to reality, often working independently with high ownership.

Responsibilities

  • Collaborate with a cross-functional team to enhance deployment pipelines, security measures, and infrastructure scalability.

  • Optimize Vite configurations to improve build times, reduce bundle sizes, and enhance the developer experience.

  • Ensure robust separation between development, staging, and production environments while maintaining the ability to debug critical issues.

  • Implement and maintain a centralized queryable logging system that allows engineers and support teams to efficiently debug and analyze system behavior.

  • Improve and maintain real-time service uptime monitoring and alerts using tools such as Google Cloud Monitoring, PostHog, Sentry, or similar platforms.

  • Maintain and improve internal developer tools to enhance productivity, including CI/CD automation and workflow enhancements.

  • Ensure compliance with security best practices across deployment and infrastructure processes.

  • Write and maintain clear, accessible documentation for configurations, processes, and best practices.

Requirements

  • 5+ years of experience in infrastructure, DevOps, or software engineering focused on deployment pipelines and system performance.

  • Proficiency with modern deployment tools and CI/CD pipelines.

  • Strong experience with Vite, monorepos, and optimizing frontend build tools.

  • Experience working with logging and monitoring solutions such as Sentry, Datadog, or Google Cloud Monitoring.

  • Deep understanding of security best practices and infrastructure resilience.

  • Strong problem-solving skills and ability to work in a fast-paced environment.

  • Excellent communication and collaboration skills.

Why Join Playground

  • Competitive salary + equity

  • 3 weeks of PTO

  • Health, vision, and dental benefits

  • $1200/year education stipend

  • Free lunch daily

  • New MacBook

  • Collaborative and supportive work culture with a high level of autonomy and room for growth

  • Help accelerate our mission to make excellent child care accessible to all!

How to Apply
If you're excited to join a mission-driven, early-stage company where ownership, craftsmanship, and empathy are at the center of what we do, apply now. The Playground Team is fully in-office in Union Square, NYC. Please ensure you are open to a fully in-person role before applying.

Check out our journey to learn more about our co-founders Dan, Josh, and Sasha.

Average salary estimate

$135000 / YEARLY (est.)
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$150000K

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What You Should Know About Senior/Staff Platform Engineer , PlayGround

Join Playground as a Senior/Staff Platform Engineer and become an integral part of a transformative mission aimed at making excellent child care accessible to all. Based in the vibrant heart of New York City, Playground is at a pivotal point in its growth, fueled by significant funding and several statewide contracts, impacting thousands of schools nationwide. As a member of our dynamic engineering team, you'll be tasked with building and maintaining the critical infrastructure that keeps our platform secure, scalable, and high-performing. Your responsibilities will range from enhancing deployment pipelines to optimizing Vite configurations for better developer experiences. We need innovative self-starters who are excited to take ownership of large, complex projects and drive them from conception to completion. You’ll also work on implementing a centralized logging system, improving system uptime monitoring, and ensuring compliance with security best practices. At Playground, we're dedicated to fostering a collaborative and supportive work culture that empowers you to grow—while delivering real-world solutions to enhance child care services. If you're passionate about making a difference and eager to join a mission-driven team, we’d love to see your application!

Frequently Asked Questions (FAQs) for Senior/Staff Platform Engineer Role at PlayGround
What qualifications do I need to apply for the Senior/Staff Platform Engineer position at Playground?

To be considered for the Senior/Staff Platform Engineer role at Playground, candidates should have a minimum of 5 years of experience in infrastructure, DevOps, or software engineering, particularly with deployment pipelines and system performance. Proficiency with modern deployment tools and CI/CD pipelines is essential, along with strong experience in Vite, monorepos, and optimizing frontend build tools. Familiarity with logging and monitoring solutions like Sentry or Google Cloud Monitoring, an understanding of security best practices, and excellent problem-solving skills are crucial for this role.

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What are the primary responsibilities of a Senior/Staff Platform Engineer at Playground?

A Senior/Staff Platform Engineer at Playground is responsible for designing and maintaining the infrastructure that ensures our platform is scalable and secure. Key responsibilities include optimizing deployment pipelines, improving Vite configurations, maintaining a queryable logging system, and enhancing real-time service uptime monitoring. You will also work on internal developer tools to improve productivity and ensure compliance with security best practices, all while documenting processes and configurations clearly.

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What benefits come with the Senior/Staff Platform Engineer position at Playground?

Playground offers a competitive salary and equity options, alongside a comprehensive benefits package that includes 3 weeks of PTO, health, vision, and dental plans. Additionally, there is a $1200/year education stipend and daily free lunches. The role also provides the opportunity to work in a collaborative environment with a high level of autonomy, promoting personal and professional growth.

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How does Playground support its engineers in professional development?

Playground is committed to supporting its engineers through an annual education stipend of $1200, allowing employees to invest in their continuous learning and skill development. The collaborative culture at Playground also fosters knowledge sharing, mentorship opportunities, and the ability to work on impactful projects that enhance your career path while contributing to our mission.

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Is the Senior/Staff Platform Engineer position at Playground remote or in-office?

The Senior/Staff Platform Engineer position at Playground is fully in-office in Union Square, NYC. Candidates should be open to this fully in-person role, as Playground emphasizes teamwork and collaboration in a vibrant office space, which is crucial for successfully driving our mission forward.

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Common Interview Questions for Senior/Staff Platform Engineer
What experience do you have with Vite and optimizing frontend build tools?

In your response, highlight specific projects where you've utilized Vite, mentioning the challenges faced and how you optimized build tool configurations for performance. Be prepared to discuss any metrics or improvements you noticed after implementing these optimizations.

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Can you describe a challenging problem you solved in your previous role related to infrastructure?

Share a detailed example of a significant problem in your previous infrastructure work, including the steps you took to identify and resolve it. Focus on your thought process, the tools or methodologies you employed, and the outcome of your solution.

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How do you ensure security best practices are followed in your work?

Discuss your approach to security in infrastructure projects. Include specific best practices you advocate for, tools you use to monitor compliance, and how you've implemented security measures in previous roles to safeguard deployments.

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What troubleshooting tools or methods do you prefer for debugging critical issues?

Explain any specific logging or monitoring solutions you’ve used, such as Sentry or Google Cloud Monitoring. Detail how these tools helped you troubleshoot and resolve issues effectively, and emphasize your systematic approach to debugging.

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Describe your experience with CI/CD pipelines and deployment strategies.

Provide an overview of your relevant experience with CI/CD tools like Jenkins or GitLab CI. Discuss a particular deployment strategy you've implemented, any challenges faced, and the benefits of your approach in ensuring smooth deployments and high system uptime.

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How do you prioritize tasks when managing multiple projects simultaneously?

Share your method for prioritization, including any frameworks or tools you use to keep track of projects. Provide an example of a time when you successfully managed competing priorities while ensuring project deliverables were met on time.

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What documentation processes do you follow for your technical work?

Elaborate on how you maintain documentation for configurations, processes, and best practices. Emphasize the importance of clear documentation and perhaps provide examples of tools you use to facilitate this practice, ensuring others can understand and follow your work.

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Can you give an example of how you improved the developer experience in your previous job?

Discuss a specific initiative or tool you implemented to enhance the developer experience. Detail the feedback you received from your team, any measurable benefits that resulted, and how it fostered a more efficient workflow.

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What resources do you rely on to stay updated with industry trends and technologies?

Mention specific articles, journals, or online communities you engage with to stay informed about developments in infrastructure, DevOps, and software engineering. Highlight how this knowledge enhances your work and contributes to your team's success.

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What makes you passionate about working in child care technology?

Share your personal connection or motivation for wanting to work in child care technology. Address what excites you about Playground's mission and how you envision your contributions making a positive impact in this sector.

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Full-time, on-site
DATE POSTED
April 15, 2025

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