Top Tech Jobs & Startup Jobs in Chicago, IL

Represent plaintiff clients in civil disputes from initial pleadings through discovery, motions, jury trials, and resolution. Responsibilities include drafting and arguing court papers, investigating facts, quantifying damages, managing caseloads independently, developing case strategy, collaborating with legal teams, and maintaining clear client communication. The attorney will handle complex matters and receive mentorship from experienced trial lawyers.

Build and deploy applied-AI products across multiple vertical SaaS companies, from executive discovery and product specification through production adoption. Develop AI workflows, shared data models, ontologies, and reusable workflow infrastructure. Partner with founders, AI leadership, CTOs, and customer teams while helping establish the forward-deployed engineering function, operating model, and technical standards. Frequent customer-site travel and direct engagement with C-level stakeholders are required.

Lead architecture and development of significant backend platform features from concept through release. Design scalable distributed systems, write technical proposals, assess business impacts, and ensure dependable performance. Use AI coding assistants while validating code quality and safety, coach engineers, shape the technical roadmap, and collaborate with product and cross-functional teams. The role requires expert Node.js and TypeScript skills, experience with message queues, and ownership of substantial product areas.

Own the full sales cycle from prospecting and inbound calls through contract close. Manage short sales cycles, run product evaluations, demonstrate security tooling gaps, and build consensus with technical and executive buyers. Close high-value deals ranging from $200,000 to $400,000 or more in annual contract value. Attend recurring industry events and trade shows, contribute to sales strategy, and collaborate with founders and sales representatives.

Hands-on senior security engineer responsible for building secure libraries, templates, guardrails, and developer tooling. Reviews architecture and code for authentication, authorization, and data exposure risks; conducts threat modeling; strengthens secrets, logging, and auditability; integrates security checks into CI/CD; supports vulnerability remediation, secure development practices, and incident reviews.

Build and launch responsive customer-facing web pages and marketing features using React-based tooling. Maintain content management models, partner with marketing on experiments and conversion improvements, and optimize website performance across mobile and desktop. The role begins with frontend development and expands toward full-stack ownership. Collaboration, independent problem-solving, responsive design, and gradual technical ownership are central to the position.

Commercial Counsel will independently draft and negotiate service, data, vendor, partnership, and other technology agreements. The role provides practical deal guidance to business stakeholders, develops contract templates, playbooks, and AI-assisted workflows, and helps onboard and manage a future commercial counsel hire. Candidates should have approximately three years of commercial legal experience, strong knowledge of technology contract terms, regular AI tool usage, and active US bar membership.

Guide customers through onboarding, training, adoption, renewal, and expansion for a B2B fintech platform. Conduct check-ins, working sessions, and business reviews; respond to support inquiries; identify renewal risks and expansion opportunities; create customer education content; and develop engagement playbooks and process improvements. The role requires accounting or bookkeeping knowledge, strong client communication, and experience driving retention, revenue, and satisfaction outcomes.

Design and build scalable backend services and APIs for a real estate software platform. Develop clean, maintainable Java code on AWS, collaborate with frontend, design, and product teams, and solve performance and scaling challenges. The role requires strong problem-solving skills, debugging ability, data structures and algorithms knowledge, startup experience, and comfort using AI-assisted coding tools.

Serve as a post-sale partner to customer legal departments by leading onboarding, enablement, implementation, adoption, and ongoing value realization for a software product. Identify operational challenges, design tailored workflows, expand accounts, teach courses, present at conferences, and share customer insights with sales and product teams. The role requires legal operations knowledge, consulting experience, strong communication skills, and approximately 25% travel.