Top Tech Jobs & Startup Jobs in Chicago, IL

Lead the Data Sources product roadmap for document parsing, fraud detection, and bank aggregation. Drive metrics (parse accuracy, fraud catch rate, connection success, SLAs), write specs, engage clients, mentor PMs/engineers, and represent the platform externally. Prioritize document types, extraction models, reliability, and scalability to improve conversion, client satisfaction, and operational efficiency across mortgage, tenant screening, and government use cases.

Develop and maintain native iOS and Android applications for streaming experiences. Collaborate on TV platforms, establish architecture, and utilize AI tools to enhance productivity.

Design and model electrical systems and assemblies for HVAC equipment, create and review schematics, automate BOM and schematic generation, collaborate with engineering and production, support prototypes and production launches, apply DFMEA/PFMEA/CFD/FEA analyses, ensure compliance with UL/CE/NEC/IBC/NFPA, and mentor less-experienced team members.

Make 100–150 outbound/inbound calls daily to prospective and current customers, explain product/service features, resolve queries and grievances, document interactions in CRM, meet call targets, update customer database, and close sales to earn performance-based incentives.

Lead end-to-end delivery of EMR integrations and upgrades: develop project plans, coordinate Sales/Engineering/Product/Customer Success, ensure HL7 and technical standards, manage client communications, run training and go-live readiness, and transition customers to post-implementation support.

The Senior UX/UI Designer will own design features at Syllo, collaborating closely with design, product, and engineering teams to deliver polished user experiences, managing design systems and iterating efficiently.

Lead design, implementation, and monitoring of enterprise security controls and architecture. Perform advanced risk and vulnerability assessments, guide remediation, support incident response, and embed security into projects. Mentor junior staff, produce governance documentation, and evaluate emerging threats and technologies to strengthen overall security posture.

Lead preparation and review of complex journal entries, reconciliations, and financial analyses; support monthly/quarterly/annual close, research U.S. GAAP for non-routine transactions, document technical conclusions, assist external audits, mentor team members, and improve processes and controls.

Lead and scale Race4EveryKid and all peer-to-peer/crowdfunding campaigns end-to-end. Drive strategy to reach $1M revenue, recruit and coach participants and corporate teams, secure sponsorships, manage campaign operations and CRM data, analyze performance, and produce post-campaign reporting to optimize growth.

Lead US sales and expansion efforts as a hands-on player-coach: build predictable pipeline, personally close strategic deals, grow Net Revenue Retention with CSMs, align Sales with Product/Engineering/CS, scale partner-led opportunities, and continuously optimize sales processes. Frequent travel and cross-functional influence in a matrix organization required.