Top Tech Jobs & Startup Jobs in Chicago, IL

Build and maintain Ruby-based services and customer-facing trading applications within a distributed architecture. Design reliable, low-latency systems; troubleshoot production issues; write comprehensive tests; contribute to peer reviews; perform light infrastructure work; and translate technical requirements into production-quality code. Engineers work across Ruby, Java, and JavaScript, collaborate on greenfield and existing systems, and provide guidance to junior teammates while developing ownership of the platform.

Investigate and lead complex fraud cases (account takeover, synthetic identities, payment/ACH fraud) for a brokerage/fintech. Conduct risk assessments, document case outcomes, collaborate with risk, compliance, legal, and customer support, communicate with customers and external parties, monitor emerging fraud trends, and recommend detection/process improvements while managing a high-risk caseload autonomously.

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.

Own and improve the production Linux infrastructure, including performance tuning, incident response, configuration management, container orchestration, networking, proxies, virtualization, secrets, observability, and data services. Build automation in Bash and Python, maintain infrastructure code through Git and peer review, troubleshoot complex system issues, write postmortems and runbooks, and support scalable, reliable systems in a regulated fintech environment.

Processes brokerage account transfers, ACATs, wires, checks, ACH disbursements, IRA distributions, and rollovers. Resolves complex funding issues, coordinates with clearing firms, supports customers and frontline teams, and ensures AML and regulatory compliance. The role also mentors banking support specialists, documents transactions, identifies fraud indicators, reconciles discrepancies, and contributes to process improvements and banking-system testing.

Own the performance, availability, backup, recovery, upgrades, observability, and scaling of high-throughput PostgreSQL clusters across on-premises and Amazon RDS environments. Responsibilities include query and index tuning, Patroni failover management, restore verification, migration reviews, automation, incident response, disaster recovery, documentation, and collaboration with Ruby and Java development teams.

Support the firm’s compliance program for retail forex operations by monitoring CFTC and NFA requirements, advising business partners, maintaining registrations and licensing, supporting regulatory examinations, reviewing communications, delivering training, supervising AML/KYC due diligence, monitoring suspicious activity, preparing SAR filings, and overseeing customer complaint handling.

Own employee experience programs across the employee lifecycle, including engagement surveys, survey analysis, action planning, dashboards, onboarding, succession planning, manager training, and exit feedback. Manage people programs, vendors, budgets, timelines, and impact measurement while advising leaders on engagement, culture, talent, and employee development. Present insights to senior leaders and partner with HRBPs, Talent Management, Talent Acquisition, communications, and global stakeholders.

Design, build, operate, and own backend systems supporting order handling, ledgers, and settlement. Partner with product and cross-functional teams to scope and deliver features, provide technical leadership and mentorship, conduct high-quality code reviews, establish engineering standards, troubleshoot production issues, evaluate technologies, and participate in on-call operations.

Provide 24/7 trading support and risk monitoring for overnight and weekend US-market activity across futures, options, and 24-hour instruments. Resolve trade disputes, monitor and call out customer risk, troubleshoot platform issues, coordinate incident handoffs, and escalate to margin, risk, compliance, banking, or engineering teams as needed. Work independently on overnight shifts and communicate clearly with customers and internal teams.