Top Tech Jobs & Startup Jobs in Chicago, IL

Own and evolve Worldly’s production data lake, Postgres warehouse, CDC and streaming pipelines, dbt transformations, orchestration, BI access controls, and graph integrations. Maintain reliable, governed analytics infrastructure using Iceberg, Trino, Dagster, Terraform, and AWS. Support production generative AI workflows involving embeddings, similarity search, extraction, and classification. Responsibilities include data quality, monitoring, security, incident response, disaster recovery, schema governance, and collaboration with data science and analytics stakeholders.

Test new web and mobile features, report bugs and usability issues, run manual and automated tests, review requirements and designs, improve QA processes and documentation, and provide UI/UX feedback while collaborating with product, design, and engineering teams.

Lead development and reliability of real-time and batch payment-processing systems across authorization, clearing, settlement, disputes, and card-network integrations. Build scalable, secure, low-latency services using Java, Python, Kotlin, and AWS; improve network peering infrastructure, failover, and capacity. Own initiatives from planning through launch, participate in on-call rotations, reduce technical debt, and drive cross-functional engineering improvements and strategic planning.

Build and iterate full-stack systems powering AI agents, from user-facing experiences through orchestration and deployment. Research agent orchestration, prompting, and model alignment approaches; collaborate with Product, Design, and Engineering to improve usability; document findings, share technical learnings, and participate in reviews and technical discussions.

Manage a portfolio of 15–25 customers, owning renewals, retention, upsells, customer health, account planning, and revenue growth. Serve as a trusted product advisor, lead business reviews, provide data-driven insights, collaborate cross-functionally, and mentor CSMs. The role requires senior stakeholder engagement, quota-carrying experience, CRM forecasting, project management, and occasional travel while working remotely during Eastern Time hours.

Own and improve Better Health’s revenue engine across lead generation, enrollment, documentation, shipment, and recurring revenue. Identify funnel bottlenecks, analyze root causes, redesign workflows, and implement AI- and automation-enabled solutions. Lead revenue operating cadence, forecasting, analytics, CRM governance, and cross-functional initiatives from hypothesis through measurable results. Partner with Sales, Marketing, Operations, RCM, Finance, Product, and Engineering while driving execution without direct authority.

Conduct outbound sales to SMB and mid-market customers using qualified leads. Identify connectivity, fiber, cybersecurity, and telecommunications needs; present tailored solutions; acquire and expand accounts; manage proposals, RFPs, pipelines, and CRM activity; negotiate and close business while meeting quotas and maintaining customer relationships.

Manage inbound client inquiries for cybersecurity and digital forensics services. Responsibilities include client intake, lead qualification, scheduling, CRM and pipeline management, proposal support, follow-up, and coordinating handoffs to technical teams. The role requires professional communication with executives, attorneys, and IT professionals, sound judgment during urgent situations, and strong organizational discipline. It offers a growth path toward discovery calls, engagement scoping, opportunity management, and broader client engagement responsibilities.

Own Americas product marketing strategy for Mitel’s UC, collaboration, contact center, and vertical solutions portfolio. Lead positioning, messaging, go-to-market planning, launch sequencing, audience segmentation, channel strategy, and success metrics. Serve as a public-facing spokesperson for press, analysts, partners, customers, and industry events. Align Product, Engineering, Sales, Channel, and Marketing teams while providing competitive insights for pricing, packaging, bundling, and global strategy. Mentor product and vertical marketing managers.

Support technical integrations between Sentrycs C-UAS technology and partner C2 or system-of-systems platforms. Configure, test, validate, and troubleshoot REST APIs and software interfaces; collaborate with Product, Engineering, and Customer Success teams; document requirements, configurations, issues, and resolutions; support technology partners; and drive integration problems through resolution. The role requires developing deep API and integration expertise while working with globally distributed teams.