Top Tech Jobs & Startup Jobs in Chicago, IL

Sell Upland's cloud fax service (InterFAX) to enterprise buyers—primarily in healthcare. Manage full sales cycle from discovery to close, develop proposals, present value propositions, negotiate contracts, forecast and manage opportunities in Salesforce, and collaborate with marketing and service teams. Meet quota and travel up to 30%.

Enterprise sales role owning the western US territory selling Truleo's case intelligence platform to large public safety agencies. Full-cycle quota-carrying responsibility: prospecting, managing multi-quarter, multi-stakeholder sales cycles, coordinating technical demos and security reviews, navigating public sector procurement, maintaining HubSpot pipeline, and representing Truleo at conferences while partnering with customer success for handoffs and expansion.

Lead UI/UX engineering for cloud-enabled AI/ML mission systems supporting maneuver, surveillance, and engagement. Design and prototype interfaces (computer vision, sensor fusion, dashboards), test and evaluate performance on operational datasets, analyze results, optimize for robustness and cyber resilience, troubleshoot deployed systems, produce technical documentation, and mentor team members while liaising with government stakeholders.

Own end-to-end product design at Schoolhouse: set design vision, scope and ship features in Figma, create visual/brand assets, run user research and usability studies with students, maintain and grow the design system, and collaborate closely with engineers and PMs to deliver scalable, delightful experiences.

Developing network engineer role focused on Juniper routing and switching. Support configuration, maintenance, troubleshooting, and documentation for enterprise routing (BGP, OSPF, L2/L3). Work with senior engineers, attend occasional onsite meetings, and maintain accurate project forecasts. Ability to obtain public trust required.

Originate and negotiate equipment-based loans by building relationships with borrowers and intermediaries, supporting underwriting through funding, and assisting with portfolio management, collections, and customer service.

Manage end-to-end clinician recruitment for an assigned market: source and screen candidates, coordinate interviews, negotiate offers, track documentation in the ATS, build local clinical relationships and market intelligence, and support placement and onboarding to stabilize practices.

Lead enterprise internal and executive communications for a multi-site industrial organization. Own messaging architecture, executive ghostwriting, change-management and M&A integration communications, CSR program design and reporting, town-hall and event production, channel governance, measurement, and a small internal communications team. Partner closely with CEO, HR, Marketing, and operating leaders to align employees across offices and plant floors.

Own governance, configuration, and integration integrity of core business systems (starting with HubSpot). Administer CRM end-to-end, rationalize automation (Zapier/Workato), ensure data integrity, coordinate LoanPro implementation and vendor relationships, and serve as the cross-functional systems operator between Operations, Engineering, and vendors.

The Producer/External Sales is responsible for driving business growth, managing sales operations, and building partnerships with stakeholders.