Top Tech Jobs & Startup Jobs in Chicago, IL

Sell full-suite HCM and payroll solutions to mid-market clients by prospecting new logos, managing the full sales cycle, tracking activities in CRM, partnering with implementation teams, and identifying cross-sell opportunities to meet revenue targets.

Lead and build a high-growth AI sales organization as a player-coach: manage Senior Account Executives, drive revenue and pipeline, support complex pursuits, enforce CRM and forecasting discipline, recruit and develop talent, and collaborate with marketing, alliances, and delivery teams to scale AI consulting and managed services.

Sell AI advisory and transformation services by prospecting, building executive relationships, managing opportunities, and closing complex six- and seven-figure engagements. Position AI strategy, governance, Copilot, data optimization and collaborate with delivery teams to develop proposals, presentations, and executive business cases while meeting quotas and maintaining pipeline and forecasting.

Lead strategic FP&A engagements for private equity-backed portfolio companies. Build forecasting models, prepare financial and operational reporting, analyze profitability, improve processes, deploy data analytics, manage stakeholders, and oversee project deliverables and teams to support decision-making.

Serve as primary client contact for employer/group benefits accounts: deliver service, resolve moderately complex issues, coordinate with internal teams and vendors for enrollments, renewals, and new client setup, input data into software, conduct client meetings, escalate concerns, and identify opportunities for additional coverage.

Lead planning, execution, and completion of audits for alternative investment entities. Supervise, mentor, and review engagement teams, manage budgets and charge hours, support client billing, develop subject-matter expertise, and participate in practice development.

Hunt and secure net-new executive search clients through outbound prospecting, discovery calls, presentations, and networking. Build and manage pipeline/CRM, meet BD targets, collaborate with recruiting for handoffs, develop strategic growth initiatives, and support pricing, forecasting, and deal negotiation.

Supervise audit engagements, review engagement team work, manage budgets and charge hours, train and mentor staff, assist client billing, develop industry specialization, participate in practice development, and perform administrative duties.

Design and execute IT compliance and security audits, perform risk assessments and SOX testing, document systems and controls, analyze data, identify control deficiencies and recommend remediations, prepare audit reports and present findings, manage multiple engagements, supervise IT risk staff, and liaise with business and technical teams.

Support private-equity backed portfolio companies with forecasting, budgeting, reporting, profitability analysis, and data-driven decision support. Build and deploy financial and operational models, communicate findings to C-suite and PE teams, improve processes, manage data, and lead engagement deliverables to drive performance and value.