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# Forward deployed engineer Chicago

- **Company:** Aikido Security, Corp.
- **Location:** Chicago, IL, United States
- **Contract:** Permanent contract
- **Skills:** Amazon Web Services, Proxy Servers, Microsoft Azure, Software Debugging, Distributed Systems, Domain Name System (DNS), Python (Programming Language), PostgreSQL, Linux System Administration, Networking Basics, Public Key Infrastructure, Software Deployment, TypeScript, Computer Networking Systems, Transport Layer Security, Google Cloud, Cloud Platform System, Firewalls (Computer Science), Docker
- **Published:** July 5, 2026
- **Apply:** https://www.indeed.com/viewjob?jk=187bdaafcec8879f

## About the Role

* Strong infrastructure and networking fundamentals (Docker, DNS, TLS, proxies, firewalls)
 * Comfortable debugging in Linux environments
 * Able to read Go, TypeScript, or Python to understand issues and trace problems
 * Familiar with how complex enterprise networks behave in practice
 * Basic offensive security knowledge: understand concepts like RCE, SSRF, and session handling
 * Able to interpret logs and debug distributed systems' behavior
 * Strong communication skills
 * Lives in Chicago

Nice to have:

 * Experience with enterprise or on-prem software deployments
 * Familiarity with cloud environments (AWS, Azure, GCP) for hybrid setups
 * Experience with SSO, identity providers, or internal PKI systems
 * Exposure to security tooling or offensive security concepts

## Description

* Own enterprise deployments end-to-end: from first install to a stable, healthy setup
 * Debug incidents directly in customer environments (Docker, Postgres, networking, agents, etc.)
 * Handle complex enterprise environments: proxies, firewalls, egress rules, internal CAs, air-gapped setups, and custom security requirements
 * Build and adapt integrations when needed (SSO, IdP, internal PKI, custom setups)
 * Guide customers through implementation and initial usage in complex environments
 * Improve deployment and update flows based on what actually breaks in the field
 * Act as the technical bridge between customers and engineering
 * Translate enterprise deployment issues into clear bugs, fixes, and product improvements
 * Investigate agent behavior: debug failures, auth issues, crashes, and unexpected behavior


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