Senior Cloud Infrastructure Engineer

The Company

At Rollstack, we're tackling one of the biggest time drains in modern business: creating slide decks and documents for critical decision-making. Our platform automates this process, giving companies back countless hours and transforming how they communicate data and insights.

Highlights on Rollstack:

• Backed by top-tier investors: $11M Series A led by Insight Partners
• High growth with an impressive client roster, including SoFi, Monday, JustEat, and other industry leaders
• Headquartered in New York, embracing a flexible remote-first culture
• Certified with the highest-grade certifications: SOC2 Type II, HIPAA, GDPR
• Making a real impact: Our automation platform revolutionizes how top organizations prepare their business materials.

About the Role

Rollstack is seeking an experienced Cloud Infrastructure Engineer to build and secure the foundation of our growing infrastructure. As we increasingly support enterprise customers, we are scaling our networking capabilities to deliver custom network solutions to connect to our customer’s private data sources. You will lead network integration discussions, automate infrastructure provisioning, and elevate our security posture, empowering Rollstack to scale securely and efficiently.

This role will be instrumental in developing Rollstack’s cloud infrastructure and security strategy. You will collaborate closely with our engineering, DevOps, and customer success teams to deliver robust solutions and directly impact Rollstack’s capacity to serve Fortune 500 customers. This role reports directly to our CTO.

What You Will Do

• Lead Infrastructure Integrations: Engage with enterprise customers to understand their network requirements and design custom, secure networking solutions to facilitate data connectivity.
• Automate Infrastructure Provisioning: Develop automated workflows for provisioning dedicated instances, primarily using Terraform, to support scalable customer onboarding.
• Optimize ArgoCD & Kustomize: Enhance our current ArgoCD and Kustomize configurations for efficient, secure instance deployment.
• Elevate Security Practices: Lead and manage all infrastructure security requirements, including vulnerability management, encryption standards, and compliance efforts.
• Support DevOps Operations: Oversee Rollstack’s core AWS infrastructure using EKS, Tailscale, and other cloud-native solutions to ensure high performance and resilience.

Who We Are Looking For

• 5+ years of experience in cloud infrastructure engineering, ideally within a high-growth SaaS company.
• Proven expertise in AWS with hands-on experience in EKS, network configuration, and infrastructure as code (especially Terraform).
• Strong networking skills, with experience designing and implementing complex networking architectures, VPNs, and secure data pipelines for enterprise customers.
• A security-minded engineer experienced in securing cloud infrastructure, managing access controls, and meeting compliance requirements.
• Experience with CI/CD tools like ArgoCD, Kustomize, and container orchestration.
• Problem-solver and proactive communicator, able to work cross-functionally and engage directly with customers to meet their infrastructure requirements.
• Thrives in a dynamic, fast-paced startup environment with a high degree of autonomy and responsibility.

Why Join Us

• Be a foundational team member in a Y Combinator-backed company that is changing how businesses communicate and share data.
• Collaborate with an exceptional team: including alumni from leading companies like Amazon, Pinterest, Deel, Tesla, AiFi, and Wise.
• Fully remote, diverse workplace, supporting work-life balance and collaboration across global teams.
• Join a high-growth, profitable startup with a product that resonates strongly with top-tier customers.
• Enjoy team offsites to inspiring destinations twice a year.
• Competitive equity and a chance to significantly impact Rollstack’s growth and success.