Top Tech Jobs & Startup Jobs in Chicago, IL

Build and maintain scalable backend applications, serverless functions, microservices, data workflows, ETL pipelines, and cloud-native architectures using Python and AWS. Manage databases, APIs, batch jobs, and real-time integrations while optimizing performance, scalability, security, compliance, and cost. Collaborate with product, engineering, analytics, and data teams; contribute to architecture, CI/CD, infrastructure automation, development standards, and technical mentorship. Healthcare claims data experience is required.

Leads company strategy and operations directly with the CEO at an early-stage payments fintech. Owns planning, goals, operating cadence, executive and board materials, cross-functional execution, operational team management, service levels, staffing, escalations, and decision analysis including pricing, corridor economics, partnerships, and market entry. Partners with product on prioritization and market strategy while managing support, product operations, and compliance operations.

Lead product and brand design on a freelance basis: produce developer-ready UX/UI in Figma, build and maintain design systems, craft intuitive user flows, conduct design research, collaborate with PMs and developers, and ensure on-brand visual assets across product and marketing.

Own Bridge’s data function by building reliable pipelines, ETL orchestration, dbt models, marts, data products, dashboards, alerts, and self-service analytics. Investigate ambiguous business questions, improve data quality, structure business context for AI systems, and develop AI-powered tools and evaluations. The role also requires documentation, testing, code review, training, and cross-functional support.

Lead company-wide strategy and operating cadence directly with the CEO. Manage customer support, product operations, and compliance operations; own planning, goals, service levels, executive workstreams, board materials, and cross-functional execution. Analyze corridor economics, pricing, partner performance, market entry, and build-versus-buy decisions. Support product prioritization and competitive positioning while ensuring operations scale within regulated payments and fintech environments.

Close inbound deals with technical customers, manage proofs of concept, collaborate with solutions engineers, support customers in Slack, answer technical questions honestly, and improve internal sales systems. The role requires technical literacy, systematic pipeline management, strong written communication, urgency, independence, experimentation, and customer-focused judgment.

Own the technical pre-sales process for enterprise customer data platform opportunities. Lead discovery, architecture discussions, demonstrations, proofs of concept, security reviews, RFPs, and technical due diligence. Partner with Account Executives to win complex deals, advise customers on data strategy, and hand off implementations to Customer Success. Provide field insights for product direction and create scalable technical content.

Provides strategic and operational legal guidance to executives and the board; drafts and negotiates SaaS, commercial, vendor, privacy, and partnership agreements; supports sales, finance, procurement, HR, cybersecurity, M&A, financing, intellectual property, insurance, and compliance matters; manages outside counsel and builds scalable legal processes, systems, and workflows.

Own the full enterprise sales cycle as Voidhawk’s first sales hire, from prospecting and discovery through technical evaluation, negotiation, procurement, and close. Build pipeline independently, establish repeatable sales processes, refine ICP and messaging, maintain CRM discipline, forecast accurately, and provide market feedback to product teams. The role requires selling complex security or technical infrastructure solutions to security, engineering, executive, finance, legal, and procurement stakeholders, while using AI to improve research, outreach, preparation, follow-up, proposals, and CRM workflows.

Own SEO as a strategic service line across hundreds of med spa practices. Develop standardized SEO playbooks, SLAs, QA processes, reporting systems, and scalable tool stacks. Improve rankings, local visibility, organic leads, and revenue while defining the company’s GEO/AEO strategy for AI-driven search. Serve as the internal SEO subject matter expert, support enterprise sales, and mentor two SEO specialists.