Top Tech Jobs & Startup Jobs in Chicago, IL

Lead change management and adoption for AI engagements: develop change strategies, stakeholder engagement, communications, training, and adoption metrics. Partner with leaders and project teams, support transitions through implementation, monitor outcomes, and recommend policy and process improvements. Support Agile and Traditional SDLC efforts and use collaboration tools to drive sustained user adoption.

Design and lead end-to-end AI solution architectures, ensuring scalability, security, and compliance. Translate business and regulatory requirements into technical designs, evaluate tools/platforms, document architecture standards, coordinate technical teams, and support deployment and ongoing improvements.

Support delivery of AI advisory and implementation services: analyze client needs, develop solutions, prepare deliverables and presentations, maintain certifications, use technology for project work, and travel as required to support clients.

Support AI project teams by executing workstreams, preparing client-facing presentations and documentation, assisting implementation activities, maintaining required certifications, using relevant technology, communicating with stakeholders, and traveling as needed for client engagements.

Perform buy-side and sell-side financial due diligence including quality of earnings, working capital, cash flow, net debt, and profitability analyses; develop client-ready deliverables; communicate findings to clients and internal teams; participate in management calls and deal reviews; mentor junior staff and contribute to team culture while supporting transaction decisions on valuation, structure, and key risks.

Serve as a senior finance operator for private-equity-backed portfolio companies: execute accounting and finance workstreams, manage client relationships, support post-acquisition integration, improve financial reporting and close processes, prepare audit readiness materials, perform working capital and cash flow analysis, deliver client-ready analyses and schedules, and manage assigned workstreams to meet engagement timelines.

Provide US-outbound international tax and transfer pricing advice for US-headquartered multinationals. Manage engagements, prepare and review tax filings and disclosures (ASC 740, Forms 5471/8858/8865/1120-series, FATCA/FBAR), support audits, restructuring, repatriation, foreign tax credit optimization, and maintain tax basis and documentation. Coordinate with transfer pricing teams and prepare technical memoranda, elections, and global tax calculations.

Lead credit risk due diligence and field examinations for specialty lending clients. Supervise and mentor staff, act as subject-matter expert, manage engagement deliverables and budgets, support client development and proposals, ensure quality control, handle billing and realization, recommend internal process improvements, and travel as needed. Requires CPA and strong communication and client management skills.

Lead and manage multiple buy-side and sell-side financial due diligence engagements for private equity clients. Oversee analyses, review workpapers, manage timelines and quality control, present findings to stakeholders, exercise technical transaction judgment, and coach junior team members.

Manage and optimize employee benefits technology (primarily Employee Navigator). Train staff and clients, schedule and execute implementations, troubleshoot platform issues, configure sites for renewals and open enrollment, and provide ongoing product training and support.