Top Tech Jobs & Startup Jobs in Chicago, IL

Lead AI product strategy and roadmap for Bridge solutions, owning agentic conversational experiences across outreach, intake, messaging, scheduling, and escalation. Partner with engineering, data science, clinical, sales, and client teams; manage and coach a Product Manager and Product Owner; define metrics, prioritize roadmap, and drive measurable AI agent performance improvements and scalable client deployments.

Contract frontend engineer to build and maintain a Sanity-backed Next.js order page platform. Responsibilities include component development, Sanity Studio schema work, end-to-end test ownership (Playwright or similar), routing and architecture improvements, performance optimization, and supporting A/B testing and monitoring. Work closely with marketing, product, and engineering on a high-traffic, revenue-critical purchase flow and participate in on-call and CI/CD processes.

Serve as engineering lead for Fool.com and Motley Fool Money: set technical direction, write and review code, mentor engineers, own production reliability (incident response, observability), integrate AI/LLM features, and collaborate with cross-functional partners to align technical strategy with business goals.

Lead operational success of strategic retail pilot programs by coordinating between Sales/Customer Success and technical teams. Manage timelines, resolve cross-functional blockers, coordinate hardware installs and data collection, define KPIs, run status meetings, and ensure on-time delivery of AI-driven retail solutions.

Lead incident response as Incident Commander for critical security events, perform threat hunting and forensic analysis, build detections and telemetry across endpoint, identity, cloud, and network, run tabletop exercises and purple/red team activities, automate detection and response workflows, collaborate with engineering and risk teams, and translate findings into executive metrics and risk reduction strategies.

Lead full-cycle recruiting and hiring strategy: partner with hiring managers, source and assess candidates, run interviews, manage JazzHR ATS, improve candidate experience and recruiting processes, track metrics and support workforce planning.

Lead corporate tax engagements for C-corporations and consolidated groups: oversee federal/state multistate compliance, research complex tax issues, provide ASC 740 and transaction-related technical guidance, mentor staff, support business development, and contribute to practice growth.

Lead BAMKO's paid media and demand generation across enterprise and mid-market segments. Develop channel strategy, build and optimize campaigns in Google Ads and LinkedIn, manage budgets and attribution, run A/B tests, own landing page conversion optimization, report performance, and partner with sales, creative, and marketing ops to validate and improve lead quality.

Develop and execute YouTube and Reddit strategies to grow visibility, engagement, and community trust. Create editorial calendars, brief video content, manage branded communities, analyze performance using platform analytics and social listening, run A/B tests, and advise stakeholders on best practices and algorithm-driven optimization.

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.