Top Tech Jobs & Startup Jobs in Chicago, IL

Lead high-priority, cross-functional initiatives spanning product, engineering, operations, hiring, and business development. Partner with leadership to solve business and product challenges, research markets and opportunities, build teams and processes, and improve operational execution. The role requires strong ownership, business judgment, communication, adaptability, and the ability to deliver outcomes in a fast-moving environment.

Build and own an AI-native digital banking business, defining its proposition, roadmap, business model, and customer experiences. Lead accounts, cards, payments, savings, financial automation, and servicing initiatives while owning P&L, deposits, revenue, unit economics, and costs. Build the team and operational capabilities, collaborate with product, engineering, and AI teams, and manage banking partnerships, regulatory readiness, and market expansion.

Work directly with the CEO to convert priorities into executed plans across product, hiring, licensing, partnerships and market launches. Track OKRs, decisions, blockers, owners and deadlines; prepare briefs, research notes and follow-ups; identify and close execution gaps; own urgent cross-functional problems and coordinate product, engineering, finance, legal, compliance, operations and country teams.

Drive high-priority cross-functional initiatives, partner with leadership to solve product and business challenges, build teams/processes, research markets and opportunities, and deliver operational improvements and measurable business outcomes in a fast-moving environment.

Work directly with leadership to drive high-priority, cross-functional initiatives across product, engineering, hiring, operations, and BD. Lead projects end-to-end, research markets, build teams/processes, and deliver measurable business outcomes in a fast-moving startup environment.

Drive strategic execution for the AI Neobank: build operating rhythms, manage OKRs, coordinate cross-functional workstreams, prepare leadership/board materials, identify and mitigate risks, support trade-offs and special projects requiring senior judgment and cross-functional authority.

Lead hands-on engineering for an AI-powered email application across backend, mobile, and desktop platforms. Design reliable AI workflows involving orchestration, state, tool use, retries, fallbacks, and failure handling. Define APIs and abstractions, make architecture and scalability decisions, improve observability and reliability, and lead a small team of senior engineers through technical reviews, mentorship, and production delivery.

Lead high-priority initiatives across product, engineering, hiring, operations, and business development. Partner with leadership to solve business challenges, research markets and opportunities, build teams and capabilities, manage cross-functional projects, and improve company operations. The role requires strong judgment, ownership, execution, communication, adaptability, and comfort operating in a fast-moving environment.

Lead high-priority, cross-functional initiatives across engineering, product, hiring, operations, and business development. Partner with leadership to solve business challenges, build teams and processes, research markets and opportunities, improve operations, and deliver measurable outcomes. The role requires strong judgment, ownership, communication, adaptability, and execution in a fast-moving environment.

Own ambiguous, high-impact projects for a finance super app, including market entry, licensing, partnerships, hiring, office setup, and operating plans. Research markets, competitors, regulations, and business models; translate founder-level ideas into structured execution plans; coordinate across product, legal, compliance, finance, operations, and country teams; and resolve urgent business problems through hands-on follow-through.