Top Tech Jobs & Startup Jobs in Chicago, IL

Administer hybrid Windows Server infrastructure across colocation, on-premises, Azure, and GCP environments. Manage virtual machines, cloud resources, patching, upgrades, backups, monitoring, alerts, incident response, vulnerability remediation, and root cause analysis. Develop automation using PowerShell, Python, Ansible, and infrastructure-as-code tools for provisioning, remediation, and self-healing workflows. Maintain documentation and runbooks while collaborating with engineering, IT support, security, and operations teams.

Lead North America agency adoption and engagement for Applied's commercial collaboration portfolio. Set strategy, build scalable operating models and playbooks, align cross-functional teams, and personally lead executive agency engagements and large migrations to drive day-to-day usage and bound premium. Combine human-led and digital adoption motions and reinforce network effects between agencies and carriers.

As a Business Development Associate, you'll manage inbound leads, connect clients with solutions, and develop relationships while advancing in your career.

Lead product analytics for a B2B SaaS product: define metrics and measurement frameworks, analyze user behavior and product performance, build self-service dashboards, partner cross-functionally to link usage to business outcomes, and translate data into strategic recommendations for product roadmap and GTM decisions.

Lead and build a product analytics function: define KPI framework, instrumentation, and self-serve analytics using Pendo and BI tools. Partner cross-functionally to measure product performance, surface insights, influence roadmap and embed AI-powered analytics into product lifecycle.

Secure LLMs, generative AI systems, ML infrastructure, training pipelines, and AI applications. Responsibilities include threat modeling, architecture reviews, security controls, hardening, vulnerability remediation, data privacy, incident response runbooks, vendor reviews, governance, policy development, and AI security training. The role also supports proof-of-concept security solutions and monitors emerging AI threats.

Design, deploy, and operate enterprise network infrastructure across data centers and cloud (GCP, AWS, Azure). Manage VPCs, VPNs, BGP, F5 BIG-IP, hybrid connectivity, and observability. Build IaC and automation with Terraform, GitLab CI/CD, and Ansible. Maintain monitoring, documentation, and participate in on-call support for critical incidents.

Build and deploy production micro-apps and LLM-powered agents on a governed GCP platform. Integrate AI with systems (Salesforce, Slack, NetSuite, SQL), harden apps with auth, secrets, CI/CD, logging and monitoring, automate maintenance, and implement evaluation and observability for model quality and drift.

Lead design and rollout of a fit-for-purpose data governance program: manage data lifecycle, implement governance frameworks and tools, drive data catalogs/lineage, upskill stewards, define KPIs, and partner cross-functionally to improve data quality, compliance, and usability.

Lead strategy and delivery of AI-powered, agentic product features for a SaaS insurance platform. Define roadmaps, KPIs, ROI, and success criteria; collaborate with engineering and data science to prototype, test, and launch; drive adoption, mentor junior PMs, and align cross-functional teams from discovery through GTM.