Top Tech Jobs & Startup Jobs in Chicago, IL

Lead SMB and self-serve demand generation across paid media, website strategy, SEO, AEO, lifecycle marketing, and AI-driven growth initiatives. Manage a team of channel experts, optimize acquisition and activation with Growth Product, define measurement and attribution strategies, collaborate with Sales and Support, and build scalable programs that drive revenue and customer growth.

Lead go-to-market strategy and execution for Jane's AI-powered platform products, drive pricing and packaging, develop positioning and messaging, run cross-functional launches, translate customer insights into product direction, and represent the company at industry events to drive adoption and revenue.

Own the marketing website strategy and roadmap, align content/design/engineering, run CRO/A-B testing and experimentation, drive SEO/answer-engine presence, analyze analytics and web tagging to improve discovery and conversion, and partner with product marketing and platform teams to deliver a coherent, high-performing web experience.

Lead Jane's business systems strategy: consolidate tool inventory, lead procurement, set configuration standards, design integrations and pipelines, partner with execs and Analytics to ensure reliable data flows and scalable, AI-enabled system solutions.

Lead Booking engineering (five teams) to deliver high-scale scheduling, booking, communications, telehealth, and marketplace systems. Hire and grow engineering leaders, shape technical and AI strategy (agentic workflows, evals), drive high-velocity delivery with quality, partner with Product and Design, and scale the org through new product lines and rising customer demand.

Lead go-to-market strategy and execution for payments and AI-powered features; drive pricing and packaging; develop positioning and messaging; run cross-functional launches; synthesize customer and market insights to influence product and commercial strategy; represent Jane at events.

Build and maintain the product analytics data foundation: design scalable dbt models, define semantic models and governed metrics, partner with Engineering on instrumentation, certify datasets for BI tools, monitor pipelines and data quality, and use AI to accelerate analytics engineering workflows.

Build and operate the core BI platform: own ingestion, integration, modular dbt pipelines, and enterprise data models. Establish data quality, testing, governance, observability, and CI/CD. Monitor platform health, certify pipelines and data products, and mentor analytics engineers to enable trusted, self-service analytics and AI-augmented workflows.

Lead strategic growth analyses and modeling across marketing, pricing, and go-to-market initiatives. Own end-to-end analyses from problem structuring to executive presentation, forecast and monitor performance, design data sourcing, partner across Marketing and GM teams, and build repeatable frameworks and self-serve tools to drive growth decisions and implementation.

Lead product strategy for platform infrastructure, developer enablement, and customer-facing surfaces. Grow and mentor senior PMs, set transparent prioritization, partner with engineering and design, and translate technical complexity into business-ready narratives that secure funding and drive customer outcomes.