Top Tech Jobs & Startup Jobs in Chicago, IL

Manage the tax product lifecycle for a broker-dealer, ensuring accurate and timely IRS reporting and vendor management. Drive cross-functional collaboration and scale tax operations with new asset classes and account types.

Provide IT helpdesk support and device administration across Windows, macOS, and Linux. Manage MDM, SSO, enterprise SaaS, onboarding/offboarding, hardware deployment, asset inventory, endpoint security, and related procurement/shipping. Troubleshoot networks (LAN/WAN), create automation scripts, deliver staff training, participate in on-call rotations, and collaborate with HR and Security teams to maintain secure, scalable IT operations.

Manage the full sales cycle for Alpaca's Broker API across US fintechs, broker-dealers, RIAs, and banks. Prospect, qualify, demo, propose, negotiate, and close deals while collaborating with Solutions Engineering, Product, Integrations, and Legal. Maintain pipeline and forecasts in CRM and represent Alpaca at industry events.

Lead ownership of the public website as a living product: coordinate cross-functional stakeholders, execute design and copy edits, improve SEO/GEO and funnel metrics, build CMS/analytics infrastructure, run QA and A/B tests, and drive continuous content and localization improvements.

As a Senior SDET, you will enhance testing practices, improve CI pipelines, mentor engineers, and ensure platform reliability through comprehensive testing strategies.