Top Tech Jobs & Startup Jobs in Chicago, IL

Own the end-to-end strategy, roadmap, metrics, backlog, technical design, regulatory readiness, and launch of an AI-powered investing product. Partner with engineering, compliance, operations, treasury, finance, and design to ensure correct money movement, resilient integrations, trusted AI behavior, and compliant releases. The role requires strong technical product leadership, system design expertise, regulated-domain experience, and hands-on understanding of LLM evaluation and risk management.

Drives major priorities and cross-functional projects across ActAI’s businesses from decision through execution. Identifies and solves business problems, tracks performance and ownership, leads expansion and organizational initiatives, analyzes markets and financials, and coordinates across product, technology, finance, people, and operations.

Own an AI stockbroking product vertical end-to-end, from strategy and roadmap through technical design, delivery, and launch. Partner with engineering on APIs, data flows, ledgering, reconciliation, reliability, security, and scalability. Incorporate regulatory requirements including KYC, transaction monitoring, limits, privacy, and licensing. Apply AI with evaluation, safeguards, human oversight, and failure handling while coordinating Engineering, Design, Compliance, Operations, Treasury, and Finance.

Own a financial product vertical end to end, including strategy, metrics, roadmap, technical design, delivery, and launch. Partner with engineering on APIs, data flows, ledgering, reconciliation, security, scalability, and failure handling. Incorporate KYC, transaction monitoring, privacy, licensing, and other regulatory requirements. Apply AI with evaluation, safeguards, human oversight, and reliability controls while coordinating Engineering, Design, Compliance, Operations, Treasury, and Finance.

Lead and build an AI-native consumer investing business, defining its proposition, roadmap, business model, and investment products. Own P&L, assets, customers, engagement, revenue, and unit economics while developing AI-powered experiences for investment discovery, research, portfolio management, and decision-making. Partner with product, engineering, and AI teams; build investing, technology, product, and commercial teams; and expand into new markets and investment products.

Build and own an AI-native digital banking business, defining its proposition, roadmap, business model, and AI-powered customer experiences. The CEO will own P&L, customers, deposits, revenue, unit economics, and operating costs; collaborate with product, engineering, and AI teams; build the core team; establish banking and operational capabilities; and lead partnerships, regulatory readiness, and market expansion.

Lead and build BJAK’s AI-native finance business, defining product strategy, roadmap, business model, and new financial offerings. Own P&L, growth, revenue, unit economics, and operating performance while partnering with product, engineering, and AI teams. Build cross-functional teams, launch and scale consumer fintech products, and expand into new markets.

Own product areas within AI stockbroking and broader financial services, including defining user problems, product scope, metrics, roadmaps, and launch plans. Collaborate with engineering, design, data, operations, compliance, and business teams to simplify complex financial journeys. Use research, feedback, experiments, and performance data to make decisions, launch features, monitor results, and drive iterative improvements while balancing speed, usability, business impact, compliance, and operational complexity.

Own technical direction and execution for major products and systems. Design scalable architectures, write production code, lead architecture decisions, resolve complex engineering problems, improve quality and reliability, drive initiatives from design through production, and mentor engineers across teams.

Own technical direction and execution for major products and systems. Design scalable backend, frontend, API, database, and infrastructure solutions; write code; lead architecture decisions; resolve production issues; improve engineering quality, testing, security, observability, and development practices; and mentor engineers across teams.