Top Tech Jobs & Startup Jobs in Chicago, IL

Build and scale Ruby on Rails backend systems powering StackBlitz and Bolt.new. Responsibilities include improving application scalability, reliability, and performance; optimizing PostgreSQL and object storage; developing platform features and integrations; supporting developer infrastructure; and reviewing code. The role works across Rails and Node.js/TypeScript stacks in a globally distributed, remote team.

Own product strategy and complex cross-surface initiatives for Bolt.new, from problem diagnosis through launch. Drive prioritization using customer insight, product quality, business impact, technical feasibility, and metrics including activation, engagement, retention, and expansion. Lead discovery, cross-functional alignment, product quality, and written product thinking. This senior individual contributor role requires strong product judgment, product-led growth expertise, technical fluency, ownership, and excellent English communication.

Lead the technical direction of AI agents, managing context and workflows while partnering with teams to align AI initiatives with business goals. Oversee architectural decisions and mentor engineers in AI practices.

Develop AI agents leveraging large language models, integrate external tools, and ensure production-ready AI features while collaborating across teams.

As a Lead Front-End Engineer, you'll own UI architecture, mentor team members, manage technical initiatives, and drive AI-powered feature development.

Lead Bolt's finance function: run monthly/quarterly close and investor/board reporting; own FP&A, budgeting, forecasting, and unit economics; author ASC 606 policies and maintain controls; manage quote-to-cash, invoicing, collections, and deal desk; partner on pricing, packaging, and sales compensation; support audits and SOC 2 readiness; build processes and integrations across ERP, billing, data, and CRM systems.

The Community Manager will develop and run community strategies, manage community engagement and ambassador programs, analyze user feedback for product improvement, and foster B2B and B2C community growth.