Top Tech Jobs & Startup Jobs in Chicago, IL

Full-cycle enterprise sales role focused on SLED accounts in the Midwest. Build pipeline, develop territory plans, work through VAR channel partners, lead negotiations, forecast sales, deliver C-level presentations, and meet/exceed quotas. Maintain product and industry knowledge, collaborate cross-functionally, and travel extensively (>50%).

Own the technical success of strategic customer deployments from design through production. Collaborate with customer architects, operators, and developers to optimize infrastructure, debug distributed systems and storage issues, build automation and API solutions, and translate operational needs into product improvements. Serve as the customer advocate within engineering while managing high-stakes technical challenges and deployment expectations. Travel or work onsite at customer locations up to 25%.

Design, build, and maintain end-to-end agentic intelligence systems that ingest social, on-chain, and ads data; create pipelines, semantic layers, and multi-step AI agents; ship full-stack apps and dashboards; collaborate with marketing and client teams to operationalize structured intelligence and measurable impact.

Manages partner accounts and supports Human Interest’s mission to expand retirement benefits access for small and medium-sized businesses. The posting provides limited role-specific responsibilities or qualifications.

Build and manage referral partnerships with technology, HCM, benefits, accounting, and financial advisory partners serving SMBs. Develop referral networks, identify partnership opportunities, resolve issues cross-functionally, support partner marketing initiatives, and establish sales goals and performance metrics. Execute go-to-market and demand-generation strategies while managing relationships independently in a quota-driven environment. The role requires being in the field three days per week and living in The Bronx.

Build and expand referral partnerships with technology, HCM, benefits, accounting, and financial advisory partners serving SMBs. Develop strategic referral networks, generate leads, resolve partnership issues cross-functionally, and collaborate on partner marketing initiatives. Establish partner goals, metrics, go-to-market strategies, and demand-generation activities while managing relationships in a quota-driven sales environment. The role requires independent execution, strong communication, resilience, and field presence three days per week.

Lead design, development, and productionization of advanced ML models and data pipelines. Drive architecture, experimentation, validation, and best practices while mentoring ML engineers and delivering scalable, business-driving AI solutions.

As a Lead Product Manager, you will drive the development and delivery of innovative B2B SaaS products, conduct market research, communicate vision, and manage cross-functional teams.

Lead business analytics strategy by developing dashboards, scorecards, KPIs, automated reporting, and performance measurement frameworks. Analyze sales and operational data to identify trends, risks, and opportunities, translating findings into actionable recommendations. Partner with Sales, Operations, Finance, IT, and leadership on forecasting, business cases, analytics modernization, governance, and process improvement. Communicate insights through reporting and data storytelling while mentoring analysts and leading cross-functional initiatives.

Support underwriting and financial analysis for potential acquisitions and development investments using Excel and Argus. Conduct purchase-price, income/expense, site selection, and comparable analyses; support due diligence and investment memo preparation; collaborate with development, asset management, accounting, and leasing teams; perform market research and assist investor relations for debt and equity capital.

Remote commission-based insurance sales role handling warm leads. Conduct virtual appointments, advise individuals and families on coverage options, and close solution-based sales. Flexible scheduling with training and mentorship; full- or part-time.

Manage a portfolio of clients using isolved HCM, provide ongoing support, troubleshoot system issues, deliver training, advise on payroll/HR/benefits/time & attendance, document interactions in CRM, and identify upsell opportunities to increase platform adoption.