Top Tech Jobs & Startup Jobs in Chicago, IL

Leads a 60-person engineering organization, managing seven engineering managers and owning delivery, staffing, organizational health, manager development, operating strategy, technical roadmap, and AI adoption. Establishes engineering KPIs using Linear, DORA, and reliability metrics; improves delivery predictability and system reliability; guides architecture and capacity allocation; and ships production AI or agentic initiatives with standards for security, cost, observability, and reliability.

Own end-to-end launches of affordable housing scoring configurations for new states. Translate state housing guidelines into system logic, execute scripts and data operations, validate scoring with SQL, perform QA, manage timelines and risks, resolve rule ambiguities, and support customers through scoring updates. The role combines technical implementation, project management, quality assurance, and customer advocacy without requiring traditional software engineering.

Designs UX/UI for products across a multi-product SaaS portfolio. Responsibilities include customer research, problem framing, prototyping, usability validation, collaboration with product and engineering, design system maintenance, and review of AI-assisted builds. The role also designs AI-powered experiences, develops reusable AI design workflows, documents patterns, and coaches teams on responsible AI usage.

Manage Client/Talent partnerships from onboarding through ongoing relationship health. Responsibilities include facilitating alignment calls, advising on collaboration practices, resolving dissatisfaction and cultural misalignment, tracking partnership health, maintaining HubSpot, Slack, AI, and spreadsheet infrastructure, and representing partnership needs internally. The role requires strong relationship and expectation management, strategic judgment, dynamic problem solving, cross-cultural understanding, and proactive portfolio ownership.

Lead and scale an enterprise SaaS sales organization: manage pipelines, forecasts, hiring, training, and performance of Account Executives; drive net-new acquisition and expansion in a manufacturing-focused territory; build repeatable sales processes, track growth metrics, and collaborate with Sales Leadership to meet revenue targets.

Leads Zadara’s North America sales organization, setting regional strategy, developing pipeline, driving revenue, and managing forecasting discipline. Builds and coaches a high-performing sales team, expands enterprise customer relationships, supports strategic opportunities, and collaborates with Marketing, Partnerships, Solutions Architecture, and Customer Success. Requires extensive B2B technology sales leadership experience, enterprise relationship management, and a record of exceeding large revenue quotas.

Coordinate and execute software deployments across staging, testing, and production environments. Build and maintain CI/CD pipelines, automate deployment processes, troubleshoot failures, manage cloud configurations, perform post-deployment testing, and maintain deployment documentation and tooling. Collaborate with development, product, and operations teams to deploy and sustain mission-critical technology in DoD network environments while ensuring security, operational compliance, and deployment readiness.

Own full-cycle recruiting for senior and staff-level engineering roles, especially backend, infrastructure, systems, Rust, and database positions. Partner with Engineering leaders on hiring profiles, build outbound pipelines, manage interviews and closing, oversee agencies and referrals, analyze recruiting funnel data, and support talent branding. The role requires technical fluency, strong sourcing instincts, startup experience, and the ability to influence hiring decisions.

Lead sales and business development for Palette’s marketing services, building the sales playbook, pipeline, pricing strategy, forecasting, and revenue processes. Secure new client opportunities, develop proposals, negotiate deals, manage executive relationships, and coordinate campaign handoffs. The role also involves hiring and coaching sales representatives, tracking performance KPIs, and establishing scalable systems for growth across brands, agencies, and media partners.

Leads investor and lender due diligence, fundraising coordination, financing transaction execution, financial modeling, investor reporting, and development of investor-facing materials. The role manages multiple concurrent financing workstreams, organizes confidential documentation, translates technical information for financial audiences, and partners directly with the CEO, senior leadership, investors, lenders, legal counsel, and cross-functional teams.