Great Question is looking for a Senior DevOps & SRE Engineer to own platform reliability and developer experience. The initial focus will be on infrastructure and CI/CD, evolving into a balanced role where you’ll directly improve how engineers build and ship software.
What You'll Do
- Maintain and improve Terraform-managed Infrastructure as Code as the company scales.
- Implement automated and semi-automated scaling strategies for growth and evolving workloads.
- Lead infrastructure improvement projects, such as implementing ephemeral staging environments.
- Improve Observability, Reliability, and Availability across the stack, optimizing tools like Datadog and Sentry.
- Work across teams to improve signal-to-noise ratio, incident detection, and incident response.
- Collaborate with engineers to diagnose and fix performance issues and harden security.
- Monitor and optimize cloud spend, including budgeting and forecasting.
- Enhance Developer Experience by reducing friction in local development and CI, improving feedback loops, and investing in developer onboarding.
What We're Looking For
- Have 7+ years running critical production systems in the cloud.
- Know your way around AWS (EC2, RDS, VPC, IAM) like the back of your hand and always think about cost.
- Scaled and optimized PostgreSQL databases.
- Managed and improved CI pipelines.
- Enjoy building tools that make other engineers more productive.
- Thrive in high-autonomy environments where ownership beats process.
Nice to Have
- Strong preference given to engineers familiar with the challenges of scaling enterprise Ruby/Rails SaaS applications.
Technical Stack
- AWS, Terraform, GitHub Actions, Docker, Datadog, Sentry, PostgreSQL, Redis, Rails, React, Sidekiq
Benefits & Compensation
- Annual team retreats and virtual events.
- Generous PTO, health benefits, and learning stipend.
- Competitive compensation & equity.
Work Mode
This is a remote-first position.
Great Question is committed to providing a workplace free from discrimination or harassment. They provide equal employment opportunities to all qualified candidates and employees.





