Top Tech Jobs & Startup Jobs in Chicago, IL

Maintains and supports Windows Server environments and related client-server applications. Installs, configures, monitors, secures, tunes, and troubleshoots server hardware and software, including IIS, failover clusters, load balancing, distributed file systems, SQL Server, backups, and disaster recovery. Develops infrastructure policies and procedures, monitors system performance, researches and implements server components, supports cross-functional IT teams, and updates project reporting.

Build and maintain a Canadian Records of Processing Activities program for a global retailer. Lead discovery sessions across 10–12 business units, document systems and data practices, adapt global ROPA templates, track deliverables across 24+ stakeholders, and communicate independently with senior executives. The role requires hands-on ROPA experience, privacy or GRC expertise, strong organization, stakeholder management, and familiarity with North American privacy regulations.

Leads global recruitment for critical maritime volunteer positions, managing recruiters and sourcing leads, developing proactive talent pipelines, analyzing recruitment metrics, and coordinating with international stakeholders. The role oversees candidate engagement, recruiter performance, workforce planning, dashboards, and seamless volunteer transitions through selection and onboarding. It requires cross-cultural collaboration, passive-candidate sourcing, data literacy, and leadership across global teams in a mission-driven nonprofit environment.

Leads enterprise FP&A consolidation, forecasting, annual planning, strategic planning, variance analysis, KPI reporting, and executive and Board-ready financial materials. Partners with finance and business leaders to identify trends, challenge assumptions, manage forecast risks, and support strategic decisions. Drives AI, automation, and process improvements while contributing to M&A integration, restructuring, valuation, ROIC, benchmarking, and capital allocation analyses.

Own full-cycle enterprise sales across the U.S. wealth management industry, from outbound prospecting and pipeline generation through complex deal execution and close. Conduct discovery, deliver tailored demos, navigate multi-stakeholder buying processes, and build senior-level relationships. The role also contributes to sales playbooks, positioning, go-to-market strategy, product feedback, marketing initiatives, and enterprise sales process development.

Develops and manages broker, agent, and customer relationships across the Mid-Atlantic; promotes and sells workplace insurance, voluntary benefits, and ancillary products; expands distribution, meets sales targets, monitors competition, supports product strategy, and collaborates internally to resolve issues and grow the territory. The role requires extensive relationship management, persuasive presentations, sales performance tracking, and travel across the assigned region.

Manage day-to-day accounting operations, including general ledger, reconciliations, accounts payable and receivable, cash, trust/IOLTA accounting, payroll, month-end and year-end close, reporting, audit and tax support, and internal controls. Supervise and develop accounting staff, maintain accounting systems, resolve discrepancies, and improve financial processes and workflows while supporting the Director of Finance.

Own the post-sale customer journey for B2B SaaS finance customers, from implementation and go-live through adoption, value realization, risk management, renewals, and expansion. Monitor account health, quantify customer outcomes, lead success plans and impact reviews, identify growth opportunities, and communicate customer insights internally. Partner cross-functionally with Sales, Account Management, Implementation, Services, Product, and Support. Requires finance software experience, CRM proficiency, and up to 15% travel.

Administer and optimize Workday Financial Management, including configuration, reporting, calculated fields, dashboards, security, integrations, data loads, testing, and release support. Partner with Finance stakeholders to translate requirements into scalable solutions, troubleshoot issues, maintain production and sandbox environments, support audits and access management, and improve processes. The role also contributes to project and backlog management, documentation, end-user training, data quality, compliance, and continuous improvement initiatives.

Owns a portfolio of 4–6 consumer goods accounts, leading data-backed growth strategy across DTC, Amazon, retail, paid media, SEO, content, influencer, and creative channels. The role manages senior client relationships, QBRs, retention, renewals, account expansion, and MRR growth while coordinating cross-functional teams. Responsibilities also include diagnosing growth constraints, challenging client assumptions, using proprietary analytics tools, coaching analysts and specialists, and managing 1–2 direct reports.