Lead Cloud & Devops Engineer

Who is Cover Whale?

Cover Whale improves road safety by combining the insurance products we sell with our data-driven driver coaching and safety program. Our safety program is proven to save lives while delivering better insurance for our drivers.

Founded in 2019, Cover Whale recently closed a $27.5M Series A funding round with Morgan Stanley Expansion Capital and is continuing to scale and expand its business. We were also acknowledged in Forbes as one of America's Best Startup Employers 2023 (forbes.com). For more information, please visit www.coverwhale.com.

Join us in the mission!

The Role:

The Lead Cloud & DevOps Engineer will be a key technical leader responsible for architecting, building, and maintaining our cloud infrastructure while driving automation and operational excellence. In this role, you will lead the development of scalable cloud solutions and the continuous improvement of infrastructure and deployment processes.

You will collaborate closely with cross-functional teams to ensure our systems are secure, highly available, and optimized for performance. This position requires a strong strategic mindset, technical depth, and the ability to manage complex cloud environments and DevOps practices. As a senior member of the Engineering team, you will set the technical direction for cloud operations and DevOps, mentor Engineers, and ensure that our infrastructure scales efficiently with the company's growth.

Responsibilities:

• Architect and manage cloud infrastructure by designing, implementing, and maintaining scalable, secure, and cost-efficient environments in AWS, with a view toward potential multi-cloud strategies.

• Develop and lead the DevOps strategy, driving practices that optimize development velocity and operational efficiency through CI/CD automation, infrastructure as code (IaC), and effective release management.

• Build and maintain automated workflows for infrastructure provisioning, configuration management, and deployment pipelines to ensure operational efficiency.

• Implement monitoring, logging, and alerting systems that provide real-time visibility into system performance, ensuring high availability and uptime for production environments.

• Lead incident response and disaster recovery by proactively identifying potential vulnerabilities and developing automated backup, failover, and business continuity strategies.

• Embed security and compliance into infrastructure, partnering with security teams to integrate DevSecOps practices and ensure adherence to SOC 2, NYCRR Part 500, and other regulatory standards.

• Manage and optimize cloud costs by continuously evaluating resource usage, implementing cost-saving measures, and automating efficient scaling practices, with a focus on ongoing cloud resource forecasting.

• Collaborate closely with development, security, and product teams to align cloud architecture and DevOps practices with immediate and long-term business objectives.

• Provide leadership and mentorship to Engineers, fostering a culture of continuous improvement, innovation, and technical excellence.

• Evaluate and adopt emerging cloud and DevOps technologies, driving the adoption of innovative tools and best practices to enhance efficiency, scalability, and security.

• Lead and execute cloud migration efforts, ensuring the seamless transition of legacy systems while minimizing downtime and optimizing performance.

Compensation:

The Expected base pay for the role will be $150,000 to $200,000K per year at the commencement of employment. However, base pay if hired will be determined on an individualized basis and is only part of the total compensation package, which, depending on the position, may also include discretionary bonus and other Cover Whale-sponsored total rewards/benefits.