Top Tech Jobs & Startup Jobs in Chicago, IL

Leads Airbnb’s Technical Education team, overseeing technical bootcamps, EngU and DataU, lunch-and-learns, apprenticeships, and AI skills enablement. Establishes strategy, assesses skill gaps, coaches program staff, partners with stakeholders and vendors, promotes learning culture, and reports outcomes to senior leadership. Requires strong people leadership, technical education expertise, experience design, learning science knowledge, relationship-building, roadmap execution, educational technology familiarity, and data-driven program evaluation.

Own and grow Motorq's largest enterprise fleet accounts end-to-end: retain customers, drive expansion and multi-product adoption, build executive relationships, create multi-year account plans, lead QBRs, orchestrate internal teams, and translate Motorq's AI and connected-vehicle capabilities into measurable customer value.

Provide implementation and managed services for MeridianLink Admin Pro customers, configure and administer software, conduct system reviews, gather and validate business and API integration requirements, lead advisory sessions, manage ongoing client relationships, identify optimizations, and deliver consultative recommendations while adhering to SLAs and internal methodologies.

Execute growth marketing initiatives across landing pages, A/B tests, workplace messaging, email campaigns, digital and physical marketing assets, and targeted worker and workplace campaigns. Monitor performance, iterate based on results, and support ad hoc marketing projects. The role requires strong storytelling, audience understanding, visual judgment, rapid learning, and effective use of AI tools.

Advise business-owning clients on entity formation, governance, succession, exit planning, asset protection, ownership structuring, and business-entity coordination with estate plans. Draft formation documents, operating agreements, bylaws, and buy-sell agreements; lead virtual client and advisor meetings; collaborate with financial advisors and attorneys nationwide; and maintain strong client and advisor relationships.

Drive B2B SaaS cybersecurity sales across the Chicago/Midwest territory by owning the full sales cycle, building pipeline, prospecting, conducting tailored demos, negotiating, and closing new business. Develop account strategies, engage CIO and CISO stakeholders, collaborate with Marketing, Product, and Customer Success, represent the company at customer meetings and events, and help establish repeatable sales processes in a startup environment.

Lead and grow a 16-person engineering organization across four AI-focused pods. Set technical direction, guide AI-native product and engineering development, manage cross-team dependencies, and oversee delivery, quality, reliability, security, and velocity. Partner with product, design, and leadership on scalable full-stack systems, mentor engineers and technical leads, and promote strong practices in architecture, testing, observability, incident response, and CI/CD within a HIPAA/SOC 2-aware environment.

Supports leaders and employees across North America on employee relations, performance management, HR operations, leave administration, compliance, onboarding, HRIS updates, reporting, training, engagement, and employee communications. The role partners with managers, maintains employment records, coordinates accommodations and leave processes, supports recruitment and performance programs, and delivers practical HR solutions while improving employee experience and data integrity.

Sell international educational travel programs to schools, teachers, and students. Responsibilities include prospecting, developing new and existing business, managing sales pipelines and cycles, assessing client needs, preparing proposals, closing opportunities, meeting sales targets, and contributing market feedback and sales strategies.

Generate and qualify manufacturing leads through outbound calls, emails, text messages, and LinkedIn. Research target accounts, identify decision-makers, schedule qualified demonstrations, maintain prospect data, and partner with Solution Architects to build enterprise pipeline and close deals. Meet activity and demonstration quotas while maintaining accurate CRM records and following defined sales processes.