Top Tech Jobs & Startup Jobs in Chicago, IL

Lead and own the frontend for a perpetuals exchange using TypeScript and React. Design order entry, positions, pricing displays, and charts, make trader-focused UX decisions, and operate autonomously on a small, fast-moving team.

Senior technical leader owning the 6–12 month engineering strategy for the Salesforce platform. Lead Salesforce feature delivery, integrations, DevOps (Copado), and AI capabilities (Agentforce, Prompt Builder). Establish architecture, code quality, and deployment governance; manage and mentor an engineering team; collaborate with Product and Business stakeholders to translate requirements into scalable solutions.

Design and analyze electrical power systems for substations and power projects, perform power system studies, develop protective relay settings, support FAT/commissioning, provide field troubleshooting, manage client communications, review team work, prepare specifications, cost estimates and reports, and support business development.

Support day-to-day business systems operations with focus on EDI monitoring, NetSuite testing/validation, data cleanup, and issue resolution. Investigate EDI and flat-file data issues, execute test cases, perform pre/post-deployment and regression testing, document results, and provide backup NetSuite admin and operational ownership across processes.

Lead and scale accounting operations (AP, AR, payroll accounting, fixed assets, accruals, reconciliations, and close). Improve close cycle, strengthen internal controls, drive ERP/process automation, build a high-performing global team, and manage auditors, consultants, and outsourced partners to support rapid growth and public-company readiness.

Senior-level program manager and chief of staff supporting the CVP of Operations. Own and drive high-priority cross-functional programs from kickoff through execution, establish operating cadences, align teams on priorities, prepare leadership materials, integrate sales & operations, headcount and infrastructure planning, surface risks, and remove execution blockers to ensure organizational KPIs and milestones are met.

Lead end-to-end GTM systems programs (CRM, marketing automation, CDPs, sales engagement) from discovery through implementation and adoption. Define business requirements, redesign processes, set governance and data standards, and translate needs into functional requirements. Coordinate cross-functional stakeholders (Sales, Marketing, Sales Ops, Product, Engineering) and implementation partners, track KPIs, and deliver executive-ready updates to ensure scalable GTM operations and user adoption.

Design, implement, and lead a risk-based BSA/AML and sanctions compliance program; serve as board-appointed BSA and OFAC officer; own KYC/KYB, transaction monitoring, SAR reporting, cross-border controls, regulatory and bank engagement, vendor selection, licensing strategy, team building, and embed compliance across product and engineering.

Designs, develops, tests, documents, and maintains software solutions. Reviews and improves existing systems, remediates security issues, participates in planning and user story analysis, mentors engineers, and follows development best practices.

Lead and manage the company SOX program, including risk assessments, scoping, control design, and testing. Liaise with internal and external audit, partner with control owners on remediation, research and implement new US GAAP standards, and serve as subject matter expert on complex accounting topics (CECL, revenue recognition, fair value, consolidation, transfers and servicing).

Designs, develops, tests, documents, and maintains software solutions using Pathward's tech stack. Reviews and improves existing systems, remediates security issues, participates in planning and user-story analysis, and mentors other engineers while following development processes and best practices.

Full-cycle recruiter responsible for sourcing, screening, and closing candidates across technical and non-technical roles. Partner with hiring managers, manage interview processes and offers, maintain ATS data, build talent pipelines, and improve recruiting operations and candidate experience in a high-growth AI company.

Lead end-to-end enterprise B2B sales and account management: source, pitch, negotiate, close, and drive post-sale adoption and expansion. Manage vendor relationships, partner with product and leadership on growth deals, act as customer advocate, and build repeatable B2B sales playbooks at scale.

Lead full-cycle recruiting for GTM roles (Sales, Customer Success, Partnerships, Marketing, Solutions Engineering, Revenue Ops). Source passive candidates, manage interviews, negotiate offers, advise executives with market insights, and improve recruiting operations and employer branding to scale a high-growth AI company's commercial organization.

Lead the commerce product experience for Boulevard, owning end-to-end transaction flows and scaling payments and reporting for multi-location and franchise customers. Partner closely with engineering and design, use data and customer insight to measure outcomes, reduce friction, and prioritize impactful work. Influence cross-functional teams, drive decision-making in ambiguous contexts, and incorporate AI tools to accelerate discovery and execution.

Lead design and scaling of Boulevard’s AI-powered growth engine. Own end-to-end acquisition funnels, budget allocation, experimentation, attribution, and ROI-driven performance. Partner with RevOps, Sales, Finance, and Creative to ensure tracking, pipeline quality, CAC efficiency, and revenue impact. Use AI and automation to orchestrate campaigns and report outcomes to leadership.

Sell Boulevard's SaaS platform to SMB self-care businesses through full sales cycle B2B sales: prospecting, lead generation, demos, pricing negotiations, pipeline management, and closing deals. Maintain consultative relationships and industry knowledge to drive revenue and long-term partnerships.