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%).

Drive revenue across Department of Defense customers through prospecting, account development, relationship management, proposals, proof-of-concept support, and post-sale expansion. Build and expand partnerships with systems resellers, integrators, OEMs, FSI organizations, and application partners. Manage customer buying cycles, exceed sales quotas, and position VAST data infrastructure solutions for AI/ML, HPC, Splunk, backup, and edge-computing applications.

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.

Manage and grow referral partnerships with technology, HCM, benefits, accounting, and financial advisory partners serving SMBs. Build strategic referral networks, generate partnership opportunities, resolve issues cross-functionally, coordinate partner marketing initiatives, and establish goals, metrics, go-to-market strategies, and demand-generation activities. The role is quota-driven, relationship-focused, independent, and requires field work three days per week in Brooklyn.

Leads and develops a regional team of Partner Account Managers, driving quota attainment, revenue growth, recruiting, retention, sales execution, forecasting, and accountability. Builds relationships with CPAs, payroll providers, HR consultants, and benefit brokers while coaching sales and implementation processes. Requires proven 401(k) sales experience, frontline sales leadership in retirement services, HCM, or payroll, Salesforce proficiency, strong communication, and regional and national travel. Candidates must reside in New York.

Build and grow referral partnerships with technology and HCM partners, benefit brokers, CPAs, and financial advisors serving SMBs. Create strategic referral networks, generate leads, establish partner goals and metrics, and execute go-to-market initiatives. Resolve partnership issues cross-functionally and collaborate with Marketing on events, email campaigns, and webinars. This quota-driven role requires independent relationship building and working in the field three days per week in Queens.

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.