Winn.ai is an AI platform built for modern sales teams. We help revenue organizations automate manual work, capture customer interactions, and deliver real-time insights that enable sales reps to focus on selling instead of administrative tasks. Trusted by enterprise customers, we're building a scalable, reliable platform to power the next generation of AI-driven sales.

The Role

We're looking for a DevOps Engineer to take end-to-end ownership of our infrastructure, security, and internal IT. This is a highly hands-on role where you'll design, build, and operate our cloud infrastructure, CI/CD pipelines, observability, and automation. You'll work closely with the engineering team to ensure our platform is secure, scalable, and reliable while driving DevOps best practices across the company.

What You’ll Do

DevOps & Infrastructure (Primary Responsibility )

• Own and evolve our cloud infrastructure on Google Cloud Platform (GCP).
• Design, implement, and maintain deployment pipelines using GitHub Actions.
• Manage Pulumi-based infrastructure and Helm charts for service orchestration.
• Operate and maintain ArgoCD, Ingress, and NGINX in production environments.
• Collaborate with backend engineers (Node.js stack) to ensure reliable, secure deployments.
• Set up monitoring, logging, and alerting infrastructure (e.g., Prometheus, Grafana, etc.).

Security & Compliance

• Lead and manage security posture across infrastructure and SaaS tooling.
• Handle security questionnaires and collaborate with stakeholders on compliance efforts (e.g., SOC 2, ISO 27001).
• Oversee access control, secure networking, and incident response planning.
• Own and document secure configurations and internal policies.

• 5+ years of hands-on DevOps experience in startup environments.
• Deep expertise with Pulumi, Helm, GCP, GitHub Actions, ArgoCD, and Ingress/NGINX.
• Hands-on experience deploying and operating Node.js-based backend environments.
• Strong understanding of cloud networking, security best practices, and Linux systems.
• Proven ability to work independently and collaboratively with R&D teams.
• Comfortable navigating compliance and security documentation.

Nice-to-Have

• Familiarity with infrastructure observability stacks.
• Experience supporting sales teams in security reviews.
• Passion for documentation, automation, and scalability.

WINN.AI is committed to diversity, equity, and inclusion, and we want teammates who are similarly passionate about pushing for change in our industry.

If you have reached this point and you are super excited but not sure you check all the boxes - we still want to speak with you! Your passion is priceless. Other things can be learned.

WINN.AI is an Equal Employment Opportunity employer that will consider all qualified applicants, regardless of race, color, religion, gender, sexual orientation, marital status, gender identity or expression, national origin, genetics, age, disability status, protected veteran status, or any other characteristic protected by applicable law.