Top Tech Jobs & Startup Jobs in Chicago, IL

Build fault-tolerant, self-healing infrastructure and internal tooling for a brokerage platform. Expand observability using Prometheus, Honeycomb, OpenTelemetry, and Grafana; scale HashiCorp Nomad services through capacity planning and load testing; establish SLOs, error budgets, and alerting; analyze Linux and networking performance; support production on-call operations; and mentor engineers in site reliability practices.

Provides operational client support for investment accounting, financial statements, analytics reporting, compliance, reconciliations, and account setup. Responds to complex client inquiries, validates investment data, manages workflow according to quality and productivity metrics, collaborates across teams, and builds client relationships. Also supports long-term projects, trains junior staff, and oversees their work.

Lead or assist customer implementations, collect and analyze customer requirements to design features and prioritize roadmaps, run online product demos, and provide technical/business support via phone, email, and support tickets.

Provides first-line technical support for hospitality and e-commerce customers through email, web, and phone. Resolves routine issues using Zendesk, troubleshoots technical problems with logs and developer tools, documents solutions, and escalates complex issues to Tier 2 or Engineering. Maintains high-volume ticket performance, communicates clearly with customers, contributes to SOPs and knowledge-base content, identifies bugs and process improvements, and supports customer calls, screen shares, trainings, and on-call coverage.

Maintain and evolve AWS cloud infrastructure using IaC and GitOps. Build and operate CI/CD pipelines, automate provisioning, monitor and triage issues, enforce security best practices, collaborate with engineering teams, perform code reviews, and participate in rotating on-call duties.

Generate and qualify sales opportunities through cold outreach, inbound lead response, discovery calls, and relationship building with trucking carriers. Collaborate with Account Executives on outreach and lead handoffs, develop expertise in Toro’s transportation management software and industry, understand competitors, and consistently achieve qualified-opportunity and sourced-ARR quotas. This is an in-office Chicago role designed for upcoming graduates beginning careers in software sales.

Own long-term product strategy and roadmap for Circle's digital assets and capital markets platform. Lead cross-functional initiatives, manage regulatory and market risks, define forecasting and liquidity models, influence executives, and mentor product managers to scale global stablecoin and capital access infrastructure.

Build software, data pipelines, dashboards, and automation for cloud cost visibility, infrastructure efficiency, reliability, engineering productivity, and financial accountability. Analyze workloads and billing data, implement AI- and analytics-enabled forecasting and anomaly detection, develop cloud-native services, and support capacity planning, cost allocation, and optimization. Collaborate with Engineering, Finance, Data, Platform, SRE, Architecture, and Product teams while testing, troubleshooting, documenting, and communicating recommendations and business value.

Implements and configures StrataJazz Decision Support software for major health systems, including cost accounting, service line margin, and episode analytics. Builds reports and workflows, validates functionality, tests features, leads customer meetings and training, manages project timelines and budgets, communicates risks, and supports product improvements. Requires healthcare finance understanding, advanced Excel skills, customer-facing consulting experience, and travel to customer locations.

Conducts quantitative research and experimentation for options market-making strategies. Responsibilities include building production testing pipelines, analyzing post-trade data, maintaining large tick-data datasets, presenting findings, and developing trading features and parameter configurations. The role requires learning options-market microstructure, exchange mechanics, networking, and FPGA-related concepts while collaborating with trading and engineering teams.