Top Tech Jobs & Startup Jobs in Chicago, IL

Lead full-lifecycle recruiting and internal mobility support across technical and nontechnical functions. Partner strategically with hiring managers and senior leaders, source and engage candidates, improve candidate experience, maintain recruiting operations and data quality, and support onboarding. Design and implement AI-enabled workflows, automations, and agentic solutions to improve hiring efficiency, scalability, analytics, and consistency while advising stakeholders through complex and ambiguous hiring challenges.

Build and scale SimSpace’s cybersecurity technology ecosystem and AI Proving Grounds Consortium. Manage security vendor relationships, technical validation, licensing, onboarding, partner education, consortium participation, events, collateral, and joint go-to-market strategies. Collaborate with product, engineering, sales engineering, marketing, and range operations teams to expand partner relationships, enable customer use cases, and develop revenue-generating alliances. The role requires strong cybersecurity architecture knowledge, ecosystem partnership experience, and 20–30% travel.

Provide hands-on technical leadership for reusable cyber ranges, virtual-machine images, network architectures, and infrastructure automation. Design standards and automation with Ansible and Packer; troubleshoot complex networks, Windows, Linux, VMware, Active Directory, security tooling, and ICS/OT environments. Lead cross-team technical decisions, improve testing and release practices, mentor engineers, delegate ownership, and develop scalable, secure, supportable range solutions.

Senior Sales Executive responsible for hunting and winning large enterprise cybersecurity accounts across the Central/West U.S. The role owns revenue targets, sales planning, customer strategy, negotiations, contracting, and partnership with sales engineering, professional services, product, and customer success teams. Additional responsibilities include analyzing market opportunities, developing client solutions and presentations, supporting renewals, and aligning marketing and content initiatives with company capabilities.

Leads AI-centric threat hunting initiatives, integrates agentic capabilities into cybersecurity environments, advises customers, and mentors global security teams. Develops threat-hunting methodologies, detection rules, dashboards, and cybersecurity range scenarios. Analyzes telemetry and large datasets using SIEM and EDR tools, supports incident response and digital forensics, facilitates Blue Team exercises, and communicates complex security risks to technical and non-technical audiences. Travel is expected for customer assessments and events.

Lead cybersecurity technical sales cycles across the Americas, including discovery, solution design, evaluations, pilots, demonstrations, RFI/RFP responses, and technical close support. Build custom integrations using scripting, APIs, and protocols; connect customer security tooling to cyber ranges; and support AI-agent security evaluations. Partner with sales, product, customer success, professional services, resellers, and integrators while serving as a technical advisor and regional thought leader.

As a Cyber Range Engineer, design and manage computer networks, configure security tools, and troubleshoot IT systems while collaborating with clients and teams.

As a Senior Sales Executive (Federal) at SimSpace, you will drive new business development across U.S. Federal agencies, focusing on cybersecurity and AI technologies, building pipeline, and closing complex sales deals.

Manage technical delivery of cyber range engagements: coordinate environments, lead exercise planning and execution, support AI agent training/validation, liaise between customers and Professional Services, document outcomes, and maintain customer relationships. Travel up to 25%.

Technical lead to design and build an eBPF-based kernel-level internet simulation and control plane. Own XDP/TC hooks, BPF maps, topology database, and lightweight in-range agents. Mentor engineers, set architecture, and productionize a proof-of-concept for multi-tenant cyber range network simulation with realistic ASN routing and traceroute fidelity.