Top Tech Jobs & Startup Jobs in Chicago, IL

Lead technology initiatives that transform logistics processes into scalable automation. Set technical direction, coach engineers, identify opportunities for tools and integrations, improve decision-making workflows, and guide AI-native systems from concept through practical implementation. The role operates across data, applications, integrations, automation, and human-in-the-loop AI workflows while maintaining team focus and delivery momentum.

Leads and coaches an enterprise account executive team selling database DevOps solutions to large enterprises. Owns new-logo ARR targets, strategic deals, recruiting, forecasting, pipeline discipline, sales methodology adoption, and enterprise go-to-market execution. Partners with RevOps, Marketing, and Post-Sales while coaching complex, multi-stakeholder deals involving engineering organizations, procurement, security, and legal teams.

Lead design, development, and modernization of enterprise Ruby/Rails backend systems. Architect REST and GraphQL APIs, build cloud-native apps (AWS/Azure), drive CI/CD and DevSecOps, troubleshoot production issues, mentor engineers, and establish secure, scalable engineering practices across the full software lifecycle.

Coordinates third-party service appointments, work orders, technician assignments, site readiness, cabling quotes, installations, troubleshooting, and partner communications. Supports onsite technicians in real time, manages vendor and scheduling platforms, evaluates contracted technicians, resolves operational issues, and maintains partner relationships. The role requires customer service, technical troubleshooting, extensive international travel, flexible scheduling, physical site work, and strong organizational and communication skills.

Leads Tilt Collective’s external affairs, reputation, media relations, brand strategy, executive communications, digital engagement, and events strategy. Develops narratives and messaging for philanthropy audiences across climate, health, and nature; manages agencies and media relationships; oversees brand consistency and digital channels; supports fundraising communications; and measures external engagement effectiveness globally.

Lead hands-on development of scalable software, APIs, integrations, automations, and core product features. Architect systems, make technical decisions, ensure code quality, optimize performance and security, and collaborate across Product, Design, Data, and Business teams. Mentor developers, conduct code reviews, shape the technical roadmap, and improve engineering workflows, CI/CD, and architecture. The role also explores AI, automation, and API-first technologies in a fully remote startup environment.

This sample job contains no substantive responsibilities, qualifications, compensation, technology requirements, travel expectations, or clearance information. It appears to be a test listing created for API integration validation.

Provides senior legal guidance for global payments and fintech operations, including product design, market expansion, payment regulations, cross-border funds flow, commercial agreements, treasury, settlement, and regulatory reviews. Partners with Product, Engineering, Finance, Risk, and Compliance teams to manage legal and operational risk, negotiate complex agreements, and develop scalable compliance approaches.

Serves as the company’s senior legal advisor across commercial, regulatory, corporate, transactional, intellectual property, and title insurance matters. The role advises business teams, negotiates agreements, supports financing and corporate development, manages compliance-related legal issues and outside counsel, oversees the IP portfolio, and mentors legal team members.

Develop and manage affiliate partnerships for an AI-powered dialer targeting SMBs: recruit affiliates and influencers, design commission structures and materials, onboard and support partners, monitor performance, optimize ROI, and align affiliate efforts with overall marketing strategy while ensuring compliance.