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Job Type   /   Job Level
Full-time   /   Junior Executive
Job Location
United States
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About The Company

Experiential Squared (E2) is a pioneering company at the forefront of fractional ownership in sports and beyond. Our flagship platform, MyRacehorse (MRH), is recognized as the largest fractional thoroughbred ownership platform worldwide, boasting over 100,000 passionate owners and more than 200 race wins, including prestigious events such as the Kentucky Derby, Preakness, and Breeders’ Cup Classic. E2 is experiencing a pivotal moment of growth, expanding beyond horse racing and elevating the MRH platform through modernization and innovation. We are committed to providing a seamless, secure, and scalable infrastructure to support our expanding ecosystem, ensuring our community continues to enjoy a reliable and engaging experience.

About The Role

We are seeking a highly skilled and experienced Staff/Principal DevOps Engineer to take ownership of our platform's infrastructure, security, and developer enablement. This is a hands-on, technical leadership role focused on architecting and maintaining scalable, secure, and reliable cloud infrastructure. The successful candidate will be instrumental in building robust CI/CD pipelines, enhancing observability, and automating workflows to improve developer productivity. As the first senior individual contributor in this domain, you will set the foundation for our infrastructure strategy and work closely with engineering teams to support our rapid growth. Your expertise will directly impact the stability and security of our platform, enabling us to deliver innovative products and experiences to our community.

Qualifications

  • Proven experience as a Senior, Staff, or Principal DevOps or Site Reliability Engineer, with a track record of managing high-growth, high-traffic platforms.
  • Deep expertise in cloud platforms such as AWS (preferred), GCP, or Azure, with extensive hands-on experience in Infrastructure as Code (IaC) using tools like Terraform or CloudFormation.
  • Strong background in designing, building, and maintaining CI/CD pipelines utilizing tools such as GitHub Actions, GitLab CI, Jenkins, or similar.
  • Proficiency with containerization technologies, including Docker, and experience with orchestration platforms like Kubernetes (EKS/GKE) or ECS.
  • Experience supporting and migrating legacy systems, especially within the PHP/Magento ecosystem, is highly advantageous.
  • Security-first mindset with experience implementing security best practices, vulnerability assessments, compliance controls, and infrastructure security tools.
  • Ability to develop and implement comprehensive observability strategies, including logging, monitoring, tracing, and alerting using tools like Datadog, New Relic, Prometheus, or Grafana.
  • Excellent communication and collaboration skills, with a passion for improving developer experience and automating operational workflows.
  • Strong problem-solving skills and pragmatic approach to supporting complex legacy and modern systems.

Responsibilities

  • Architect, build, and manage scalable, secure, and cost-effective cloud infrastructure across AWS, GCP, or Azure platforms.
  • Develop and maintain Infrastructure as Code (IaC) solutions, ensuring infrastructure reliability, repeatability, and security.
  • Create and optimize CI/CD pipelines to enable fast, reliable, and safe deployment processes for all components of the tech stack, including frontend, mobile, and backend systems.
  • Own and stabilize the hosting environment for critical platforms such as Magento, implementing best practices for performance, security, and zero-downtime deployments.
  • Implement and manage observability tools and strategies to monitor system health, define SLOs/SLIs, and proactively address issues before they impact users.
  • Automate operational workflows and eliminate bottlenecks to improve overall engineering efficiency and reliability.
  • Partner with engineering teams to embed security practices into infrastructure design, automate security controls, and ensure compliance with industry standards and regulations.
  • Enhance developer experience by improving local development environments, streamlining build processes, and providing self-service automation tools.
  • Lead initiatives to improve platform security, vulnerability management, and compliance, ensuring alignment with cyber insurance and regulatory requirements.

Benefits

  • Opportunity to shape the foundational infrastructure of a rapidly growing, innovative platform used by a passionate global community.
  • Work on challenging, impactful problems such as scaling high-traffic e-commerce and building reliable deployment pipelines for modern tech stacks.
  • Design and implement scalable and secure systems that enable future innovation and growth.
  • Competitive salary ranging from $110,000 to $130,000 annually, commensurate with experience.
  • Comprehensive health, dental, and vision insurance packages.
  • Flexible remote work environment to support work-life balance.
  • Discretionary Time Off policy to encourage rest and rejuvenation.

Equal Opportunity

Experiential Squared (E2) is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or veteran status.
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