Top Tech Jobs & Startup Jobs in Chicago, IL

Lead and run security operations including incident response, vulnerability management, cloud/SaaS security, and remediation tracking. Coach and prioritize team work, advise technology and business partners on risk, improve detection and monitoring across AWS and legacy platforms, and report security metrics and risk to leadership.

Automate accounting and finance workflows across business systems, data exports, reports, and operational data sources. Responsibilities include improving reconciliations, journal-entry preparation, close tracking, reporting, exception management, and controls; building scripts, dashboards, templates, and workflows; connecting systems; documenting processes; and collaborating with accounting, finance, operations, and technology teams.

Lead government‑contract financial claims and disputes work for non‑government clients, providing expert reports, litigation support, cost/price analysis, investigations (including False Claims Act matters), rebuttals to government auditors, and business development to grow the Government Contracts service line.

Own and grow named strategic accounts: develop account plans, influence stakeholders, position Genetec SaaS products, drive cross-sell/upsell, deliver demos and training, manage forecasts/quotas, update CRM, and coordinate cross-functional teams to meet business objectives.

Oversee daily municipal accounting operations (AP/AR/payroll), maintain the general ledger and reconciliations, lead annual audits, support budgeting and grant administration, ensure GAAP/GASB compliance, supervise and develop finance staff, and provide financial analysis and reporting to leadership.

Own and execute enterprise on-prem/cloud Kubernetes deployments inside customer-managed environments. Troubleshoot unfamiliar systems, write Python/Bash diagnostics, codify IaC (Terraform, Helm), support customers during onboarding, and maintain reliability of PostgreSQL, Redis, networking, and storage.

Develop and execute integrated marketing strategies and multi-channel campaigns, manage budgets and ROI tracking, perform market research and analytics, coordinate with sales, vendors, and manufacturers, lead product launches and events, and drive customer-focused programs including loyalty, lead generation, and co-op/OEM integrations. Frequent cross-functional leadership and travel required.

Engage customers, guide them through vehicle selection and purchase, deliver white-glove digital deal handoffs, conduct test drives, and build pipeline via equity mining, service-lane engagement, and follow-up. Use CRM (VinSolutions, Tekion) and AI tools, meet monthly sales targets, protect CSI, and work evenings/weekends as needed.

Lead and execute IT audit engagements: plan, test, document, and report on IT controls and risks. Supervise and train audit teams, coordinate with stakeholders, draft findings, and maintain technical competence.

Build and prospect a book of high-net-worth clients, manage the full charter sales cycle from inquiry to completion, develop operator and client relationships, meet sales and activity targets, oversee flight departures, and ensure company procedures and exceptional client experience are followed.