Top Tech Jobs & Startup Jobs in Chicago, IL

Drive data-informed decisions across carrier growth, product launches, user acquisition, and partnerships. Partner with marketing, product, and business development teams; design and analyze A/B experiments; identify scalable growth levers; conduct complex analyses using machine learning models; and automate manual processes to improve operational efficiency.

Own the analytical function for a business unit spanning growth, product, AI and automation, or strategic partnerships. Define business questions, metrics, reports, analyses, and experiments; generate actionable insights; and drive recommendations and decisions with cross-functional stakeholders. The role requires independently structuring data, solving ambiguous problems, communicating findings clearly, and delivering measurable business impact.

Own the analytical function for a core business area such as growth, product, AI and automation, or strategic partnerships. Define business problems, metrics, reports, analyses, and experiments; surface insights; make recommendations; and drive decisions and execution with cross-functional stakeholders. The role requires strong first-principles thinking, independent data work, persuasive communication, and ownership of ambiguous, high-impact initiatives.

Drive data-informed decisions across growth, product, and business initiatives. Partner with marketing, product, and business development teams; design and analyze A/B experiments; identify acquisition and partnership growth levers; use advanced machine learning models for business analysis; and automate manual processes to improve operational efficiency. Communicate insights and recommendations to stakeholders ranging from frontline employees to executives.

Own a new product bet from concept or early launch through product-market fit and scale. Responsibilities include researching customer needs, analyzing quantitative and qualitative data, prioritizing roadmap opportunities, building and launching products, gathering feedback, iterating quickly, and driving growth across insurance or physical-asset ownership products.

Own end-to-end performance creative across paid social, CTV, and emerging channels. Responsibilities include developing concepts, scripts, briefs, hooks, and creative frameworks; directing production; editing video; translating performance data into creative direction; managing agencies and production partners; tracking platform and cultural trends; and using AI tools to accelerate ideation and asset production.

Own growth funnel improvements for a consumer insurance marketplace. Responsibilities include conducting product walkthroughs, identifying friction, synthesizing user feedback, triaging bugs, leading product launches, designing experiments, and partnering with Design and Engineering to translate customer problems into product requirements. The role requires strong analytical and communication skills, independent ownership of ambiguous problems, and daily overlap with global engineering teams.

Own and improve the customer sign-up and purchase funnel for a growing insurance marketplace. Responsibilities include conducting product walkthroughs, synthesizing user feedback, triaging bugs, leading product launches, designing experiments and A/B tests, defining hypotheses and requirements, and partnering with engineering and design to deliver customer-focused experiences. The role requires strong analytical skills, clear communication, ownership of ambiguous problems, and daily overlap with overseas engineering teams.

Own and scale emerging consumer products from concept or early launch through product-market fit. Responsibilities include researching customer needs, analyzing quantitative and qualitative data, prioritizing roadmap opportunities, building and shipping products, gathering feedback, iterating quickly, and managing product complexity across insurance and asset-ownership domains.

Create educational, entertaining Reddit content about automotive and financial topics. Write authentic short- and long-form posts, community replies, SEO-optimized content, and AI-reference material. Experiment with hooks, formatting, case studies, and timing to increase organic reach and trust. Collaborate with Content, SEO, and Product teams while translating complex insurance, automotive, and consumer-finance information into clear, engaging prose.