Top Tech Jobs & Startup Jobs in Chicago, IL

Leads visual design direction for complex digital products and experiences across web, mobile, and responsive platforms. Mentors visual designers, develops scalable design systems and reusable UI components, translates product goals into cohesive visual solutions, and partners with Product, UX, Engineering, and Creative teams. Ensures accessibility, usability, consistency, and visual quality while guiding projects from concept through execution, communicating design decisions, influencing stakeholders, and establishing effective design practices.

Manage technical and corporate accounting, including month-end and quarter-end close, financial reporting, U.S. GAAP analyses, equity accounting, audit support, reconciliations, accounting policies, variance analysis, and internal controls. The role partners across Finance and other departments, monitors accounting standards, modernizes close processes, and applies AI tools to improve accounting workflows and efficiency.

Provides employment and HR legal advice across the employee lifecycle, drafts employment documents, monitors multi-state regulations, conducts workplace investigations, manages employment litigation counsel, and develops HR policies. Also supports commercial contracting, corporate governance, M&A integration, restructuring, and international expansion while advising on legal risk and business strategy.

Owns accounting operations for a multi-entity fintech, including billing, accounts receivable, accounts payable, month-end close, sales tax compliance, revenue recognition, audit coordination, financial reporting, and process documentation. The role manages US and Canadian entities, supports cross-border accounting and tax activities, maintains recurring schedules, prepares board KPI packages, and partners with business teams to ensure accurate billing and collections.

Provides technical troubleshooting and functional support for Jenzabar products used by higher education institutions. Resolves application and system issues using SQL, logs, browser developer tools, and structured workflows; manages multiple customer cases; documents solutions; communicates with customers and internal teams; and escalates issues to Product and Engineering. The role requires customer empathy, strong prioritization, problem-solving, communication, adaptability, and familiarity with web applications, enterprise software, and higher education processes.

Designs, deploys, governs, and supports enterprise Databricks platforms across AWS Commercial and GovCloud environments. Responsibilities include Terraform-based workspace deployment, AWS networking, Unity Catalog administration, CI/CD automation, security and governance controls, platform monitoring, cost optimization, incident escalation, and stakeholder guidance. Requires extensive Databricks administration, AWS infrastructure, infrastructure-as-code, Python, Linux, and federal security environment experience.

Lead the strategy, roadmap, and execution of an AI-driven B2B SaaS platform for government contracting. Translate RFP and customer needs into prioritized product enhancements, collaborate with AI research and cross-functional teams, apply agile methodologies using Jira, and drive successful product launches and adoption.

Owns engineering, administration, scaling, and reliability for Microsoft 365, Entra ID, Azure, and Azure Virtual Desktop environments. Serves as a Tier 3/4 escalation lead, manages identity and Zero Trust controls, supports Exchange Online and virtualization, collaborates on security and SOC 2 compliance, and automates tenant administration using PowerShell and Microsoft Graph API. The role also aligns outsourced helpdesk operations, develops SOPs, and leads complex troubleshooting and incident containment.

Leads sales engagement and strategic account management for emerging defense prime contractors. Builds executive relationships, identifies competitive share opportunities, develops account plans, leads defense-related projects, and supports key accounts. Requires experience selling technical products to large, complex accounts in space, military, or aerospace markets, including demonstrated success with the U.S. Department of Defense.

Own marketing operations, enterprise B2B attribution, campaign and event tracking, lifecycle triggers, and marketing data alignment. Build the infrastructure connecting campaigns, website activity, in-app messaging, pipeline, and revenue. Lead automation and AI agent development to replace manual execution across demand generation and product marketing while operating initially as a team of one.