Top Tech Jobs & Startup Jobs in Chicago, IL

Lead technical IAM delivery tasks: conduct current-state discovery, configure and validate IGA/PAM/Access Management platforms, perform gap analyses against frameworks, produce client deliverables (assessments, diagrams, maturity scores), facilitate workshops, and support pre-sales and practice development while growing toward workstream ownership.

Plan and execute offensive tests across web apps, APIs, networks, and cloud; retest fixes; scope and oversee engagements; produce actionable reports and metrics; collaborate with engineering, security, and GRC; evolve playbooks and tooling; mentor team members and incorporate adversary-focused threat modeling and detection feedback.

Lead and execute Governance, Risk, and Compliance (GRC) delivery tasks: conduct risk assessments, gap analyses, control and policy design, third‑party risk evaluations, and produce client-ready deliverables. Facilitate discovery workshops and stakeholder interviews, support program and roadmap recommendations, contribute to pre-sales and practice assets, and grow toward owning full workstreams while coaching junior team members.

Lead technical architecture for large-scale, distributed systems. Design scalable solutions, conduct technology assessments, build prototypes for client pitches, and lead multiple architect and technical lead teams. Communicate technical decisions to stakeholders including C-level, mentor other architects, and collaborate with strategy, creative, and research teams to define digital transformation roadmaps. Support CI/CD and automated testing practices.

Lead architecture and delivery of scalable distributed, mobile, and web systems. Research and prototype digital experience solutions, conduct technology assessments, communicate technical decisions to clients and stakeholders, and provide technical oversight and direction to delivery teams.

Lead sales efforts with large Sports & Entertainment customers, develop account strategy, manage complex opportunities and pipelines, coordinate cross-functional teams, drive solution selling for venue modernization, broadcast, streaming, and fan-experience technologies, and maintain executive and partner relationships to close revenue-generating deals.

Engineer and operate Windows and RHEL infrastructure while driving enterprise patching and vulnerability remediation. Automate deployments and validation, coordinate maintenance windows, support tier-2/3 OS issues, produce compliance reporting, and collaborate with InfoSec and application owners to reduce high-risk exposure and improve patch lifecycle processes.

Lead and manage multiple large federal infrastructure projects, driving schedules, budgets, risk management, resource allocation, and stakeholder communication. Oversee technical domains (networking, storage, virtualization, cloud, security), ensure profitable delivery, enforce quality and change management, and produce clear financial and progress reporting.

Senior pre-sales systems engineer who leads technical strategy and designs enterprise data center and multi-cloud solutions. Partners with sales and OEMs to deliver architectures across storage, compute, backup/data protection, disaster recovery, virtualization, hyperconverged infrastructure, networking, and security. Delivers demos, workshops, proposals, and executive-level presentations while managing stakeholder alignment and leveraging the ATC for proofs-of-concept.

Support and operate enterprise application delivery platforms (F5 BIG-IP, F5 Distributed Cloud), onboard and configure applications, manage DNS/GTM, troubleshoot connectivity and performance, support WAF and edge protections, automate platform tasks, maintain documentation, and participate in on-call rotation.