Top Tech Jobs & Startup Jobs in Chicago, IL

Own the end-to-end customer journey from initial discovery through insurance purchase and cross-product adoption. Lead landing pages, signup funnels, quote shopping, personalization, customer communications, and carrier integrations. Partner with Engineering, Design, Analytics, Marketing, and leadership to identify opportunities, analyze customer needs, simplify complex experiences, and deliver high-impact products quickly. The role requires strong product ownership, analytical ability, customer empathy, communication, and comfort navigating ambiguity in a fast-paced environment.

Owns end-to-end performance creative for paid social, CTV, and emerging channels. Responsibilities include concepting, scripting, directing production, editing video, developing performance-driven creative frameworks, analyzing results, managing agencies, and using AI tools to accelerate production. The role blends visual craft, brand building, media strategy, and data-informed iteration to create high-performing ads across TikTok, Meta, YouTube, and CTV.

Own the end-to-end customer journey for Jerry’s insurance marketplace, including landing pages, signup funnels, quote shopping, app downloads, personalization, customer communications, and cross-product integration. Partner with Engineering, Design, Analytics, Marketing, and leadership to identify opportunities, simplify complex insurance experiences, build customer trust, and deliver high-impact products rapidly.

Lead business development and partnership growth by managing strategic relationships, identifying new opportunities, negotiating deals, developing partner plans, analyzing performance data, and resolving operational issues. Collaborate with product, operations, data, and sales teams to create scalable partner solutions and achieve growth objectives. The role reports to the VP of Partnerships and requires strong communication, analytical, project management, and stakeholder management skills.

Own the operating model, annual budget, long-range plan, forecasts, variance analysis, and executive financial reporting. Build financial cases for new products, markets, channels, partnerships, and vendor spending. Evaluate unit economics, capital allocation, and build-buy-partner decisions while supporting corporate development and investor diligence. Partner with executives and functional leaders to turn financial analysis into business decisions and improve planning processes and systems.

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; generate actionable insights; and influence leadership decisions. The role requires independently structuring data, solving ambiguous problems, communicating findings clearly, and driving recommendations through execution.

Create authentic, educational Reddit content about automotive and financial topics for relevant communities. Write posts, replies, and long-form copy in a native Reddit voice; simplify complex subjects; experiment with hooks, formats, and timing; optimize content for search and AI citations; and collaborate with Content, SEO, and Product teams. The role requires an active Reddit presence, strong storytelling, and at least three years of copywriting experience.

Own the end-to-end analytical function for a business area such as growth, product, AI and automation, or strategic partnerships. Define metrics, build reports, analyze data, design experiments, generate insights, and influence product and business decisions. Partner with stakeholders to clarify ambiguous problems, communicate findings, recommend actions, and drive measurable outcomes.

Own the analytical function for a business unit across growth, product, AI and automation, or strategic partnerships. Define business questions, metrics, reports, experiments, and analyses; generate actionable insights; communicate recommendations to leadership; and drive execution through measurable outcomes. The role requires independent problem-solving, strong analytical skills, persuasive communication, and ownership of ambiguous, high-impact initiatives.

Own a new product bet from early concept or launch through product-market fit and scale. Responsibilities include learning new domains, analyzing quantitative and qualitative customer insights, prioritizing roadmap opportunities, building and shipping products, gathering feedback, iterating, and driving business growth across insurance and asset-ownership products.