Whoop

DevOps Engineer II (Cloud Security)

Boston, Massachusetts, U.S.

$125,000 – $175,000 per year

TLDR

Play a critical role in enhancing WHOOP's cloud security practices while building scalable infrastructure solutions to protect sensitive data.

RESPONSIBILITIES:

Design, implement, and manage scalable, secure cloud infrastructure in AWS using Infrastructure as Code (IaC) tools such as Terraform

Build and manage IAM systems, access controls, and least-privilege policies to reduce risk and limit blast radius

Implement automation and tooling to detect misconfigurations, privilege escalation risks, and anomalous behavior

Build and maintain secure, reliable, and auditable AWS and Kubernetes environments across multiple accounts and services

Improve secrets management, key rotation, and secure service-to-service authentication patterns

Collaborate with platform, product, and data science teams to deliver resilient infrastructure that enables rapid product development and member trust.

Contribute to the automation of cloud operations, from CI/CD pipelines to monitoring and alerting systems.

Develop and enforce guardrails for cloud security and compliance, including IAM, backups, logging, and configuration management.

Participate in incident response and troubleshooting for infrastructure and security events.

Participate in audits and compliance efforts by ensuring infrastructure is observable, auditable, and well-documented

Drive best practices in reliability, performance, cost optimization, and security across the platform.

QUALIFICATIONS:

2-4 years of experience in DevOps, Site Reliability Engineering, or Cloud Infrastructure roles

Hands-on experience with AWS services, including IAM, VPC, EC2, S3, and CloudTrail

Experience with Infrastructure as Code in production environments (Terraform preferred).

Strong understanding of cloud security and reliability principles, including least privilege, logging/monitoring, resource isolation, and disaster recovery.

Experience with containerized platforms such as Kubernetes or Amazon EKS.

Proficiency with scripting or programming languages (Python, Go, Java, or Bash).

Familiarity with CI/CD pipelines, secrets management, and automated security or reliability tooling.

Strong problem-solving skills and ability to debug complex distributed systems

Effective communication skills and ability to collaborate across teams

BONUS QUALIFICATIONS:

Experience with cloud security tooling (e.g., CSPM, CNAPP, SIEM platforms)

Experience with compliance frameworks (e.g. SOC 2, HIPAA, GDPR, SOX, and/or SaMD).

Experience implementing policy-as-code or access control frameworks

Exposure to modern edge and delivery technologies such as Cloudflare, CDN configuration, and TLS/SSL certificate management.

ABOUT YOU:

You thrive on ownership and want to shape the foundation of WHOOP’s platform.

You believe security should enable developers, not block them, and strive to build guardrails over gates

You enjoy automating manual processes and building scalable solutions to reduce risk

You are curious about how systems fail and motivated to proactively prevent issues

You value simplicity, reliability, and clarity in system design

You collaborate well across teams and communicate technical concepts clearly

Learn more about our Software Org and how to be successful in your engineering career at WHOOP via our Career Framework.

This role is based in the WHOOP office located in Boston, MA. The successful candidate must be prepared to relocate if necessary to work out of the Boston, MA office.

Interested in the role, but don’t meet every qualification? We encourage you to still apply! At WHOOP, we believe there is much more to a candidate than what is written on paper, and we value character as much as experience. As we continue to build a diverse and inclusive environment, we encourage anyone who is interested in this role to apply.

WHOOP is an Equal Opportunity Employer and participates in E-verify to determine employment eligibility. It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

The WHOOP compensation philosophy is designed to attract, motivate, and retain exceptional talent by offering competitive base salaries, meaningful equity, and consistent pay practices that reflect our mission and core values.

At WHOOP, we view total compensation as the combination of base salary, equity, and benefits, with equity serving as a key differentiator that aligns our employees with the long-term success of the company and allows every member of our corporate team to own part of WHOOP and share in the company’s long-term growth and success.

The U.S. base salary range for this full-time position is $125,000 - $175,000 Salary ranges are determined by role, level, and location. Within each range, individual pay is based on factors such as job-related skills, experience, performance, and relevant education or training.

In addition to the base salary, the successful candidate will also receive benefits and a generous equity package.

These ranges may be modified in the future to reflect evolving market conditions and organizational needs. While most offers will typically fall toward the starting point of the range, total compensation will depend on the candidate’s specific qualifications, expertise, and alignment with the role’s requirements.

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Whoop

Whoop builds a performance optimization platform that helps individuals understand their bodies and health through advanced wearable technology. Targeted at fitness enthusiasts and health-conscious individuals, this startup stands out by focusing on personalized metrics and insights that drive improved performance and longevity.

Founded: Founded 2007
Employees: 51-200 employees
Industry: Internet Software & Services

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Operations Engineer

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