Top Tech Jobs & Startup Jobs in Chicago, IL

Design and ship internal tools for complex financial operations. Own the full product design process from research and workflow discovery through prototyping, validation, implementation, and iteration. Create AI-powered prototypes, contribute production frontend code, design data-rich operational interfaces, support design systems, and collaborate with product, engineering, and operations teams.

Design and operate Alpaca’s scalable data platform on GCP, including lakehouse infrastructure, Kubernetes-based deployments, streaming and CDC pipelines, batch ingestion, BI access, cataloging, monitoring, and governance. Build infrastructure as code with Terraform and Ansible, operate distributed query engines and Apache Iceberg, maintain reliability practices, and collaborate with DevOps and analytics teams to support rapidly evolving data requirements.

Own the full sales cycle for Alpaca’s institutional Broker API across the United States. Responsibilities include prospecting, pipeline development, consultative solution selling, product demonstrations, proposal development, negotiation, closing, forecasting, and relationship management with fintechs and financial institutions. The role collaborates with technical, product, marketing, customer success, and legal teams while managing complex enterprise sales cycles remotely.

Provides enterprise clients with support for order entry, execution, FIX sessions, OMS functionality, account management, and trading operations. Monitors trading activity, corporate actions, and anomalies; troubleshoots issues; collaborates with trading desks, IT, operations, and compliance; supports regulatory adherence and risk management; and communicates client feedback to improve products and services.

Design, implement, and maintain scalable backend systems supporting Alpaca’s financial ledger and brokerage infrastructure. Own high-visibility features from design through deployment, collaborate with finance, operations, product, and engineering stakeholders, and improve system health. Build performant, reliable, maintainable services using modern distributed systems technologies while ensuring the ledger remains a correct source of truth for account transactions, reporting, and compliance.

Build and maintain Alpaca Connect developer-platform experiences using TypeScript, React, and Go. Improve onboarding, app management, compliance review, publishing, consent, and permissions workflows. Design APIs and integrations with identity, account, trading, and market-data systems while creating secure, auditable self-service tools. Own features from design through production and collaborate with Product, Design, Compliance, Support, Partnerships, and Platform teams.

Supports the Chief Compliance Officer in executing the firm’s compliance program. Responsibilities include applying FINRA and SEC regulations, monitoring controls, improving processes, maintaining policies and supervisory procedures, reviewing communications, supporting regulatory examinations and filings, conducting branch inspections, and assisting with product governance.

Provide business-oriented legal guidance on U.S. broker-dealer regulation, digital assets, payments, privacy, product launches, marketing, onboarding, regulatory engagement, agreements, policies, and disputes. Monitor SEC, FINRA, CFTC, FinCEN, and OFAC developments; conduct legal research; advise cross-functional teams; and manage litigation, arbitration, outside counsel, claims, and discovery.

Own high-impact cross-functional operating constraints from discovery through measurable resolution. Diagnose root causes across domains, design and build process, automation, governance, or organizational solutions, mobilize teams without direct authority, drive adoption, measure outcomes, and establish durable ownership. The role requires systems thinking, analytical rigor, prioritization, executive communication, and sustained implementation to create operating leverage across the company.

Design, build, and operate highly available GCP infrastructure for trading-critical systems. Own Terraform-based Infrastructure-as-Code, GitOps workflows, CI/CD pipelines, Kubernetes and GKE operations, observability, networking, data stores, and message brokers. Build self-service developer platforms, implement SRE practices, manage incidents and postmortems, and participate in a global follow-the-sun on-call rotation.