Top Tech Jobs & Startup Jobs in Chicago, IL

Develop new business, close sales to meet revenue goals, and manage an assigned book of business. Partner with marketing, account management, and service teams to nurture leads, oversee renewals, client retention, contract negotiations, compliance, and client wellness programs. Manage pipeline in Microsoft CRM and represent the company at events and networking opportunities.

The Financial Analyst delivers financial analysis and client reporting, manages RFP processes, analyzes carrier data, and supports compliance and performance evaluations.

The Account Manager oversees the management of a book of business, serves clients as a main contact, and collaborates with internal teams to meet service deliverables and client expectations, while advising on benefit solutions.

The Actuarial Associate manages risk assessment tools, supports audits, prepares statistical models, and maintains the actuarial data warehouse while assisting the finance department.

Test and validate AI-powered applications for output quality and functional behavior. Design and run test plans, evaluate LLM responses for accuracy and hallucination, document defects in issue trackers, maintain repeatable test cases, perform regression testing, and collaborate with engineers and product managers to define AI quality standards across internal and client-facing tools.

Support M&A due diligence by collecting and validating HR data, analyzing compensation and benefits, building workforce and cost models, identifying compliance risks, and preparing executive-ready PowerPoint and Excel deliverables to inform integration and deal decisions.

Own the sales technology strategy and roadmap, integrating tools (ZoomInfo, Outreach, Seismic, intent platforms, AI) into seller workflows. Drive adoption, measure ROI, align sales and marketing data, lead vendor negotiations, and manage a Sales Technology Manager. Partner cross-functionally with Sales, Marketing, IT, Legal, and L&D to operationalize AI-enabled selling and link technology adoption to pipeline and revenue outcomes.

The Actuary performs risk assessments, analyzes claims and demographics, builds predictive models, and monitors market trends to manage financial risks for the company.

The Strategic Account Executive manages client interactions and account maintenance, focusing on relationship building, needs assessment, and service delivery coordination.

Develop and close new business, manage and retain an assigned book of business, collaborate with marketing and service teams, manage sales pipeline in CRM, lead client strategy, oversee renewals and contract negotiations, and ensure compliance and high client satisfaction.