Top Tech Jobs & Startup Jobs in Chicago, IL

The Customer Solutions Engineer manages system integrations, provides technical support, troubleshoots complex issues, and optimizes operational systems while collaborating with clients.

As an Account Executive, you'll manage the entire sales process, focusing on outbound sales, lead generation, and building relationships with customers in the Chicago area, with frequent travel to meet clients.

The AI Engagement Manager will lead strategic relationships with clients to implement AI solutions, driving business transformation and optimizing operations in the housing sector.

Lead and scale a multi-product engineering organization, define technical and AI-first strategy with Product/GTM, drive engineering excellence and scalable architecture across frontend/backend/infrastructure, accelerate AI-assisted workflows, remove execution blockers, and foster a strong ownership-focused engineering culture.

Own end-to-end enterprise sales into large multifamily owners: prospect, demo, negotiate, close, launch and expand accounts. Spend significant face-to-face time in market, sell to C-suite, manage complex multi-threaded deals, partner with Customer Success and Product, and help build sales playbooks and processes.

As an Infrastructure Engineer, you will develop and maintain systems, triage issues, and manage Linux environments, working both independently and as part of a team.

Leads and grows a SaaS sales team and Global Capital Markets business. Responsibilities include recruiting and coaching sales talent, developing sales strategy, managing performance and forecasts, supporting client engagements, delivering sales enablement, optimizing CRM and sales processes, and collaborating with Product and Marketing to drive revenue growth.

The Senior Software Engineer will design and build cloud-native applications, lead technical initiatives, and mentor junior developers while collaborating with the product team.

Recruit clinicians by reviewing applications, conducting interviews, assessing clinical and operational fit, maintaining accurate applicant-tracking records, and coordinating candidate handoffs through offer and onboarding stages. The role focuses on delivering an excellent candidate experience while identifying therapists and psychologists passionate about serving older adults. This is a remote, part-time position requiring strong interpersonal judgment, organization, flexibility, and the ability to manage frequent interviews in a fast-paced environment.

Field-driven territory sales role focused on prospecting, demoing, and closing Square products. Spend ~80% of time in-market making 50-60 targeted visits weekly, build pipeline, establish partnerships, drive referrals, manage pipeline in Salesforce, and consistently exceed quota.