Top Tech Jobs & Startup Jobs in Chicago, IL

Lead cross-functional, high-priority programs to translate strategy into measurable outcomes. Establish governance, standardize project practices, drive process improvements, monitor KPIs, remove execution barriers, and advise senior leaders. Oversee a portfolio of initiatives, foster stakeholder alignment, and coach teams to improve operational effectiveness and scalability.

Design and deliver shipboard learning and leadership development programs; assess needs, facilitate workshops and briefings, pilot training with HR, evaluate effectiveness using data, manage enrollment and post-training evaluations, and support organizational change and adoption.

Manage a book of personal-lines business including renewals, remarketing, invoicing, endorsements, and claims assistance. Serve as primary client contact, collaborate with underwriters and sales, monitor reports, delegate to account associates, and mentor team members to ensure service, accuracy, and performance standards.

Paid, one-time remote voice recording study contributing English speech data for AI research. Participants complete a guided session from a compatible device, follow instructions, and receive $25 on successful completion.

Lead end-to-end MarTech architecture and CDP/marketing automation integrations: define requirements, design data schemas and journeys, guide engineers, support analytics and migrations, and communicate solutions to stakeholders.

Design, build, and maintain scalable backend services and integrations. Debug production issues, lead architecture and technical decisions, mentor engineers, ensure API backward compatibility, implement auto-scaling, and architect real-time data syncing for large volumes.

Manage and administer global sales commission programs, ensuring accurate commission calculations, reporting, accruals, and payouts. Maintain compensation systems and data, analyze results, support forecasting, accounting, audits, and month-end close. Partner with Sales, Finance, HR, and Operations to resolve issues, provide guidance, and drive process automation and improvements.

Lead and build Fleetio's product marketing and GTM commercialization function. Create repeatable launch frameworks, positioning, messaging, pricing, sales plays, and enablement. Align Product, Sales, Marketing, Customer Success, and Partners; hire and grow a commercialization team; establish operating rhythms, templates, and metrics to drive adoption, pipeline, and revenue.

Lead and deliver multi-discipline digital projects and campaign workstreams, managing timelines, resources, budgets, risks, and client communication. Coordinate cross-functional teams (creative, strategy, tech), prepare status reporting, SOWs and burn reports, and ensure on-time, on-budget delivery using agile methodologies and PM tools.

Manage end-to-end settlement payment operations including creating and distributing payments per court orders, performing compliance reviews and audits, processing replacements/wires/deposits, preparing tax forms, investigating payment discrepancies with vendors and banks, and safeguarding confidential financial data.