Top Tech Jobs & Startup Jobs in Chicago, IL

Own the vision, strategy, roadmap, and execution for Atom Engine content, including scenarios, units, and entities. Translate user and stakeholder needs into priorities and requirements, improve content creation and maintenance workflows, define quality standards, and align content with product, engineering, design, and domain teams. Use user research, exercise feedback, and production data to measure effectiveness and drive continuous improvement in a military simulation environment.

Create and maintain cohesive brand designs across marketing campaigns, digital and print collateral, social media, email, advertisements, trade shows, websites, and sales enablement materials. Translate complex technical concepts into accessible visuals, uphold brand guidelines, manage multiple projects and timelines, and collaborate with marketing, sales, product teams, and external vendors.

Own company-wide budgeting, forecasting, management reporting, long-range planning, balance-sheet and cash-flow forecasting. Administer Planful, improve FP&A automation and data integrity, and lead a team of FP&A Business Partners. Partner with finance and executive leadership to deliver actionable insights on performance, burn, runway, risks, and opportunities in a scaling SaaS organization.

Own reliability, scalability, security, observability, and incident response for production applications across AWS and on-premises DoD environments. Build monitoring and alerting, define SLIs and SLOs, lead post-incident reviews, automate infrastructure with Terraform and Ansible, operate Kubernetes clusters, embed RMF and STIG controls, reduce operational toil, and support secure air-gapped deployments.

Own and improve Onebrief’s corporate security stack across endpoints, identity, SaaS, browsers, Zero Trust, EDR, SIEM, and MDM. Establish secure configuration baselines, detect and remediate drift, integrate telemetry, and build API-driven or infrastructure-as-code automation. Translate CMMC 2.0 and NIST-aligned requirements into continuously validated technical controls and reliable audit evidence. Partner with Corporate IT, Security Operations, GRC, and application owners to strengthen security posture and reduce manual compliance work.

Build and scale Onebrief’s agentic design system platform, including components, utilities, documentation, governance, automated intake, evaluation, release QA, and production telemetry. Lead moonshot projects focused on agentic customer experiences, establish appropriate human-review gates, integrate systems with Docker, Kubernetes, AWS EKS, and GitHub CI/CD, and advise design leadership on strategy and roadmap. The role requires cross-functional leadership, technical judgment, and playbook creation in an ambiguous environment.

Own technical strategy and architectural decisions across multiple engineering squads. Design scalable distributed systems, APIs, data models, and cloud-native platforms while building shared systems that improve delivery. Partner with product and engineering leadership, resolve ambiguous technical challenges, establish AI-assisted development practices, and mentor engineers through design reviews and cross-team collaboration. The role requires full-stack expertise and strong influence, communication, and technical leadership in a high-stakes B2B SaaS environment.

Work as an SRE embedded with product teams to improve reliability by fixing application code (primarily TypeScript), building observability (Prometheus, Loki, Grafana, Alloy), defining SLIs/SLOs, leading incident response and postmortems, automating toil, and supporting deployments across on‑prem DoD and AWS environments.

Build and maintain multi-layer test automation, improve CI/CD release integrity, and develop internal tools that enhance testability and developer experience. Establish quality metrics, dashboards, and observability for product stability and release readiness. Partner across engineering, infrastructure, product, SRE, and quality teams to implement shift-left practices, performance, resilience, security, API, and dependency testing. Drive automation-first quality improvements and promote consistent engineering standards.

Design, build, and run secure production infrastructure across cloud-native and air-gapped deployments. Own end-to-end platform outcomes, harden the artifact pipeline for signed releases, embed with teams to advise on security and deployment best practices, and partner with GRC on STIGs, CVE remediation, and audit readiness for classified environments.