Top Tech Jobs & Startup Jobs in Chicago, IL

Arizona-based Staff Attorney responsible for reviewing and validating legal documents and client claims, managing document workflows and quality control, communicating with clients, escalating legal or product issues, maintaining claim records, generating reports, and supporting SOPs, audits, data cleanup, and inbox management. Requires an Arizona bar license in good standing, document review experience, strong organization and attention to detail, comfort with digital tools, and remote work experience.

Test new web and mobile features, report bugs and usability issues, run manual and automated tests, review requirements and designs, improve QA processes and documentation, and provide UI/UX feedback while collaborating with product, design, and engineering teams.

Lead development and reliability of real-time and batch payment-processing systems across authorization, clearing, settlement, disputes, and card-network integrations. Build scalable, secure, low-latency services using Java, Python, Kotlin, and AWS; improve network peering infrastructure, failover, and capacity. Own initiatives from planning through launch, participate in on-call rotations, reduce technical debt, and drive cross-functional engineering improvements and strategic planning.

Own and grow Mattermost’s Intelligence Community territory through enterprise SaaS sales, strategic renewals, expansion, and net-new acquisition. Lead complex, multi-million-dollar sales involving security reviews, ATO processes, classified procurement, and executive stakeholders. Build co-sell relationships with cleared Federal Systems Integrators, manage partner-influenced opportunities, maintain Salesforce forecasting discipline, and achieve annual revenue quotas across IC agencies and mission-aligned organizations.

Build and iterate full-stack systems powering AI agents, from user-facing experiences through orchestration and deployment. Research agent orchestration, prompting, and model alignment approaches; collaborate with Product, Design, and Engineering to improve usability; document findings, share technical learnings, and participate in reviews and technical discussions.

Leads Hint’s brand growth agenda, annual planning, integrated campaigns, innovation strategy, commercial partnerships, and consumer engagement across social, creators, partnerships, and experiential channels. Owns campaigns from brief through launch, guides creative development, aligns cross-functional teams, establishes performance measures, and drives brand and commercial results. Develops high-performing teams while balancing strategic leadership with hands-on execution in a fast-moving consumer marketing environment.

Manage a portfolio of 15–25 customers, owning renewals, retention, upsells, customer health, account planning, and revenue growth. Serve as a trusted product advisor, lead business reviews, provide data-driven insights, collaborate cross-functionally, and mentor CSMs. The role requires senior stakeholder engagement, quota-carrying experience, CRM forecasting, project management, and occasional travel while working remotely during Eastern Time hours.

Own Tint’s cyber insurance vertical and P&L, scaling embedded distribution from a live pilot into a repeatable business. Responsibilities include sourcing and closing security-platform partnerships, managing carrier capacity and commercial terms, collaborating on embedded quoting and binding products, monitoring program performance, and developing data-driven cyber underwriting. The role requires deep cyber insurance expertise, security tooling fluency, partnership development, and 0-to-1 startup-building experience.

Make phone calls to nonprofit executive directors using a provided parallel dialer and script, qualify prospects, schedule 30-minute consultations, and record activity in the CRM. The role is fully remote, 40 hours weekly during US business hours, with a 20-hour paid trial week. Compensation includes a $20 hourly base, attended-consult bonuses, and signed-client bonuses.

Build and maintain backend computation engines for solar and electrical design. Develop simulation and optimization systems for PV and battery storage layouts, component selection, and electrical configuration. Translate physical models into reliable, scalable software, shape computation infrastructure, write tested code, mentor teammates, collaborate cross-functionally, and own services through production and on-call support.