Top Tech Jobs & Startup Jobs in Chicago, IL

Concept, produce, edit, and iterate video creative for paid social and CTV channels from brief to delivery. Use platform trends and performance signals to develop hooks and visual frameworks, edit assets rapidly, and leverage AI/generative tools to accelerate production while collaborating with media, growth, and senior creative teams.

Lead development and scaling of Jerry.ai’s agentic AI platform and customer experiences. Define roadmap, design prompt strategies, evaluation frameworks, and guardrails. Partner with engineering and external partners (e.g., OpenAI) to deploy voice and workflow automation models, drive experimentation to improve quality and automation, and establish AI best practices and platform standards.

Embed with a core business area to define problems, build metrics and reports, run analyses and experiments, surface insights, and drive data-informed recommendations end-to-end to influence product, growth, AI, or partnerships.

Lead the customer-facing Agentic AI product and unify fragmented LLM-driven systems. Own roadmap, partner with engineering on prompt strategies, evaluation frameworks, and guardrails. Translate technical design across the organization, run experiments to improve quality and automation rates, and collaborate with OpenAI to deploy next-generation voice and workflow models.

Embedded within a business unit, the Data Scientist defines the right problems, builds metrics, analyses, reports, and experiments, and delivers data-driven recommendations and end-to-end execution to improve product, growth, AI/automation, or partnerships.

Embed within a core business area to define problems, build metrics and reports, run analyses and experiments, surface insights, make recommendations, and drive cross-functional execution to improve product, growth, AI/automation, or partnerships.

Lead end-to-end development and scaling of a customer-facing agentic AI platform using LLMs, agents, and internal APIs. Define prompt strategies, evaluation frameworks, guardrails, and experiments to improve automation, accuracy, and customer satisfaction. Serve as technical translator between engineering and product, work with partners like OpenAI, and drive production-grade workflows and integrations.

Join the BizOps & Analytics team embedded in a core business area to define problems, build analyses and reports, design experiments, surface insights, and drive data-informed decisions end-to-end to increase customer growth and business scale.

Embedded on a core business unit, own end-to-end analytics: define problems, design metrics and experiments, pull and analyze data, build reports, surface insights, and drive recommendations to inform product, growth, AI, or partnership decisions. Influence stakeholders and execute on outcomes.

Own and improve the end-to-end signup and purchase funnel for car insurance and adjacent products. Learn the product, map user journeys, synthesize user feedback, drive bug triage, run A/B tests and funnel analysis, and deliver landing pages and compliance-driven features with cross-functional teams and an overseas engineering partner.