Top Tech Jobs & Startup Jobs in Chicago, IL

Build and grow Jerry's organic presence across Reddit, Quora, YouTube, and TikTok. Develop community playbooks, grow subreddits, create scalable authentic content and engagement strategies using AI, and measure sentiment, share of voice, referral traffic, and LLM citations. Coordinate with Growth and Content teams to ensure consistent cross-channel presence.

Lead end-to-end performance creative production for paid social, CTV, and emerging channels. Concept, script, produce, and edit ads while translating performance data into creative direction. Manage agency and production partners, stay on top of platform trends, and leverage AI tools to accelerate workflows and improve creative output, balancing brand quality with measurable performance.

Embed in a core business area to define problems, build metrics/reports, run analyses and experiments, and drive data-informed product, growth, AI, or partnership outcomes end-to-end.

Own and improve the sign-up and purchase funnel for Jerry.ai's insurance marketplace. Learn product details, synthesize user feedback, run funnel analysis and A/B tests, drive bug triage with engineering, and deliver landing pages and compliance-driven features while coordinating with cross-functional teams and overseas engineering.

Own Jerry.ai's organic presence on Reddit, Quora, YouTube, and TikTok. Build community playbooks, grow subreddits, create scalable authentic content and engagement strategies (using AI where helpful), collaborate with Growth and Content, and measure sentiment, share of voice, referral traffic, and LLM citation.

Embedded on a core business team, the Associate Data Scientist defines problems, builds metrics/reports, runs analyses and experiments, surfaces insights, and drives data-informed recommendations end-to-end to impact growth, product, AI/automation, or partnerships.

Own the end-to-end analytics function for a business area (growth, product, AI, or partnerships). Define problems and decisions, build metrics and reports, run analyses and experiments, surface insights, and drive cross-functional recommendations through to execution.

Lead organic community growth across Reddit, Quora, YouTube, and TikTok. Create playbooks for engagement, grow branded subreddits, scale authentic content (using AI where helpful), coordinate with Growth and Content, and measure sentiment, share of voice, referral traffic, and LLM citation.

Lead development and scaling of a customer-facing Agentic AI platform using LLMs and agents. Define roadmap, prompt strategies, evaluation frameworks, and guardrails. Partner with engineering and OpenAI, run experiments to improve accuracy, latency, cost, and automation rates, and translate technical work across the organization.

Lead development and scaling of a customer-facing AI agents platform using LLMs and internal APIs. Define roadmap, prompt strategies, evaluation frameworks, guardrails, and experiments to improve automation, accuracy, latency, and customer satisfaction. Partner with engineering and OpenAI to deploy voice and workflow automation capabilities.