Senior DevOps Engineer
Primary stack
Nice to have's
Job description
About the Position
Senior DevOps Engineer
US, Remote
R&D – Engineering
Full Time Exempt
Remote
Apply for this job
15Five is the AI-powered performance management platform built for business impact. 15Five’s AI-powered all-in-one people management system is easy to use, delivers effortless insights, and enables managers to lead with impact so that companies and their people can thrive. Within the flow of work, HR leaders are empowered with data-driven insights and recommendations while managers are transformed into change-makers, accelerating engagement, performance, and retention. 15Five combines generative AI, custom analytics, and human-centered principles within a complete platform, including 360° performance reviews, engagement surveys, goal tracking, manager coaching and training, and ongoing feedback tools like guided 1-on-1s and check-ins.
A career at 15Five is the chance to have high impact in a fast-paced, remote startup environment that operates with focus, urgency, and accountability. Every role and every hire meaningfully impacts our trajectory.
We’re a high-performance, high-purpose team that gives you the chance to Build the Future of Work. We run on High Standards and High Support - holding a high bar for results, ownership, clarity, and disciplined execution, while investing in manager enablement, skill development, and whole-person care. We are committed to a No B.S. environment, meaning we anchor ourselves in truth, course-correct in real time, and expect people to lean into direct conversations. We are focused on ensuring every 15Fiver can Work in the Future and that starts with proactively using AI across all aspects of your role to increase leverage, speed, and impact.
If you're energized by a fast pace, high standards, and high accountability for yourself and others, you'll thrive here and we encourage you to apply.
15Five is hiring a Senior DevOps Engineer to join the two-person DevOps team that runs all of 15Five's infrastructure. This is a high-ownership role - you will own cloud infrastructure, databases, CI/CD, reliability, security operations, and our growing AI platform.
You will scope and deliver projects, lead incidents, contribute to architecture decisions, and help shape how 15Five deploys and governs AI tools across the company. You will work closely with engineering squads, IT, security, and business teams.
The InfraSec & DevOps team covers security, IT, and DevOps for 15Five, a leader in performance-management software. We favor automation over manual toil, infrastructure as code, clear documentation, blameless incident reviews, and a sustainable on-call rotation.
Strong candidates at the DevOps Engineer II level are also encouraged to apply.
Responsibilities
- Cloud infrastructure: design, build, secure, and troubleshoot AWS and EKS/Kubernetes, including provisioning, scaling, capacity planning, upgrades, and cost optimization with Terraform and Helm.
- Architecture: provide design input on infrastructure and systems for security, scalability, reliability, and performance.
- Databases: run PostgreSQL upgrades, backups, restore tests, and tuning.
- CI/CD and release engineering: build and improve the pipelines that ship code to production.
- Reliability and incidents: own Datadog observability and alerting, take part in the on-call rotation (including scheduled after-hours coverage), respond to incidents, and lead post-incident reviews.
- Disaster recovery: maintain and test backups, failover, and DR plans.
- Security and compliance: manage access and secret rotation, patch vulnerabilities, configure Cloudflare network/VPN and email and domain security (MTA-STS), and support audits.
- AI platform and governance: deploy and secure MCP servers, LLM integrations, and agent frameworks; build AI workflow automations; manage prompts, skills, and evals in our Prompt Test Manager; enforce least-privilege access; track AI usage and spend; help shape AI policy; and administer AI tools across the company.
- Configuration management: maintain Ansible for user access and server configuration, and automate repeatable work.
- Cross-functional support: resolve requests from engineering and business teams, including internal systems, vendor integrations, and access provisioning.
- Projects and documentation: scope and deliver infrastructure, operations, and AI projects, and keep runbooks and Guru current.
Requirements
- 5+ years in DevOps, SRE, or infrastructure engineering for Senior (3+ years for DevOps Engineer II).
- Deep hands-on experience with AWS and Linux, and with running production Kubernetes (EKS preferred).
- Infrastructure as code with Terraform (Terragrunt a plus) and Helm.
- Experience building and maintaining CI/CD pipelines.
- Configuration management with Ansible.
- Strong scripting in Python and/or Bash, and Git-based workflows.
- Monitoring and alerting with Datadog or similar tools, plus hands-on on-call and incident response experience.
- PostgreSQL administration: upgrades, backups, restores, and performance tuning.
- Practical security operations: IAM and access management, secrets, patching, and network configuration.
- Clear written and verbal communication with technical and non-technical people.
- Comfort owning projects end to end on a small team.
Nice to Have
- Experience deploying or securing AI tooling: MCP servers, LLM APIs, agent frameworks, or prompt evaluation pipelines.
- Experience with AI governance: access controls, usage and cost tracking, or acceptable-use policies.
- Cloudflare (Zero Trust/VPN, DNS) and email security (SPF, DKIM, DMARC, MTA-STS).
- Experience supporting SOC 2 or ISO 27001 audits.
- Disaster recovery testing and multi-region resilience.
- Familiarity with Django or other Python web applications.
- Experience supporting distributed teams across US and EU time zones.
Tech Stack
- Cloud and containers: AWS (EKS, RDS/PostgreSQL), Kubernetes, Docker
- Infrastructure as code and configuration: Terraform/Terragrunt, Helm/Helmfile, Ansible
- Delivery: CI/CD pipelines, Git
- Observability: Datadog, VictorOps on-call paging
- Network and security: Cloudflare, DNS, MTA-STS
- AI: MCP servers, LLM integrations, Prompt Test Manager
- Collaboration: Jira, Slack, Google Workspace, Guru
Schedule & On-Call Requirements
This is a full-time role that works Monday through Friday during regular business hours (flexible), plus a shared weekly on-call rotation with scheduled after-hours coverage.
Occasional early-morning or evening meetings support US and EU teammates is expected.
Salary: $115,000 - $140,000 a year
Annual Base Pay Range, US Full-Time Senior DevOps Engineer.
This role's Total Rewards package includes participation in an annual discretionary company bonus program, equity awards, and comprehensive benefit and wellbeing offerings.
We Offer
Your Health & Wellbeing
- Medical, dental, vision with 15Five cost subsidy
- Employer paid Short-Term, Long-Term Disability, and Term Life
- Family planning support with enhanced medical plans and consultation programs
- Inclusive Benefits Stipend
- Access to mental health and wellness resources
Your Life
- Flexible Time Off Program
- Generous paid leave for new parents
- Military leave
- Paid Company Holidays
- Sabbatical Program
Your Future
- 401K with 4% Matching after 6 months
Your Work Life
- Remote work
- Work with experts in leadership, culture, and personal development
For more information see:
- Our Mission, Vision, & Values
- Our People and Culture
- Our Personal & Professional Development Resources
Reading over the role description and feeling like you don’t check every box? That’s okay; if you think you have what it takes but don’t necessarily meet all the criteria, please apply-you could be exactly who we are looking for!
15Five follows equitable hiring practices. Our compensation programs are designed to attract, motivate, and retain talented employees who are highly engaged, high performing, and have an exceptional impact on the business and our customers.
The salary range displayed on each job posting reflects the target for new hire salaries for the role across all US locations. Within the range, individual pay is determined by budget allocated for the role and additional factors, including job-related competencies and skills, experience, and relevant education or training. Please note that the compensation details listed in US job postings do not reflect added total compensation including equity or benefits.
In compliance with federal law, all persons hired will be required to verify identity and eligibility to work in the United States and to complete the required employment eligibility verification document form upon hire.
We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.
© 15Five. This job description was sourced from the employer's public career page. TheJob is not the employer — we index the posting and route candidates to the source. All content rights and hiring decisions belong to the employer.
We’re a company that’s out to make history. We envision a world where every person has the opportunity be engaged in work that is meaningful to them, working alongside people they deeply trust and respect, building towards a common and inspiring vision, and where their work not only calls out their individual greatness, but together leads to creating a world-class, high performing company where everybody wins. At 15Five, we’re building that kind of company and we’re looking for exceptional A-players to join our team.15Five helps companies create a culture of feedback, having employees feel heard, and providing their managers with visibility into their organizations. It helps teams produce deeper, more trusted relationships over time, helps managers and executives stay tuned in to issues and great ideas as they arise, and ultimately helps everyone win by creating more transparency and accountability. This leads to employees who are more engaged, and teams who perform at a much higher level.