Top Tech Jobs & Startup Jobs in Chicago, IL

Own the enterprise SaaS sales cycle from prospecting through close for corporate legal departments. Develop relationships with General Counsel, Legal Operations, and IT stakeholders; conduct consultative presentations; navigate procurement and legal reviews; forecast pipeline in Salesforce; and contribute to go-to-market strategy. Typical deal sizes range from $100K to $1M+ ARR.

Develop, test, deploy, operate, and maintain enterprise software and legacy systems while modernizing cloud infrastructure on AWS. Build and support development, testing, production, and disaster-recovery environments for a federal disaster loan application system. Apply full-stack development, solution architecture, secure system design, DevOps, CI/CD, infrastructure as code, containerization, monitoring, troubleshooting, and software lifecycle practices. Collaborate with customers and technical teams to communicate requirements and resolve complex operational issues.

Leads technical sales engagements for cloud, managed IT, cybersecurity, and infrastructure solutions. Conducts discovery sessions, technical presentations, executive briefings, demonstrations, RFP responses, and proposal development. Builds sales pipelines, develops strategic accounts, presents to C-suite stakeholders, collaborates with engineering and service delivery teams, and drives revenue through consultative selling. Represents the company at customer meetings, conferences, and trade shows.

Design, build, test, and maintain enterprise automations and integrations using TeamDynamix products. Consult directly with customers to gather requirements, configure solutions, provide technical support, train users, and resolve complex problems. The role also contributes to project updates, knowledge-base content, service delivery improvements, and internal technical enablement while managing multiple client assignments.

Manage and grow a portfolio of existing SaaS customer accounts by driving upsells and cross-sells, developing account strategies, conducting QBRs, forecasting expansion pipelines, and partnering with Customer Success, Product, Solutions Consulting, and Marketing. The role focuses on customer adoption, relationship building, expansion quota attainment, Salesforce pipeline management, and selling finance-focused solutions to CFOs, FP&A teams, and Controllers.

Hunt and close new enterprise accounts for IT Asset Disposition and lifecycle services by building executive relationships, managing complex sales cycles, delivering executive presentations, responding to RFPs, and collaborating cross-functionally to exceed revenue targets.

Prepares SEC filings, financial statements, footnotes, and reporting schedules; manages equity accounting and stock-based compensation under ASC 718; researches U.S. GAAP and SEC guidance; supports audits and SOX compliance; and improves accounting workflows using Excel, Workiva, Oracle, Google Workspace, AI, and automation tools.

Develop and maintain PowerUp Sports’ software platform, build and release new features, integrate technologies, optimize PHP applications on Azure, manage SQL Server databases, participate in code reviews, mentor junior developers, and support scalable, reliable architecture.

Leads delivery performance across a portfolio of complex industrial control systems projects, overseeing safety, quality, schedule, cost, margins, risk, contracts, and customer satisfaction. Manages and develops Project Managers, serves as an executive escalation point, reviews forecasts and financial projections, supports staffing and business development, maintains senior customer relationships, and drives project governance, operational improvement, and quality and safety standards.

Manages claims and litigation activities, including coverage analysis, reserves, liability evaluation, settlements, defense counsel oversight, audits, policies, workflow, reporting, and staff performance. The role supervises claims professionals handling medical malpractice and severe bodily injury claims, ensures regulatory and company compliance, supports training and strategic planning, and advises leadership on claim status and settlement decisions.