We engineer the systems that power Windy City Banking — from core transaction processing to next-generation digital products. Reliable, secure, and built to last.
Windy City Banking's Technology Division was established in 2009 to bring critical engineering capability in-house. What started as a team of 40 engineers building internal tooling has grown into a 340-person organisation responsible for every layer of the bank's digital infrastructure.
We operate across Chicago, New York, and a remote-first engineering hub, shipping software that processes millions of transactions daily, serves retail and commercial customers across 14 states, and underpins the bank's growth into embedded finance.
Our engineering culture is grounded in operational rigour. We maintain strict reliability standards — a 99.98% uptime target across all production systems — while moving quickly on the product innovation that keeps Windy City competitive in a rapidly changing market.
We are a principal engineering organisation: individual contributors lead technical strategy, not just execution. Senior engineers hold the same weight in roadmap decisions as product and business leadership.
From the ledger to the last mile, our engineering teams own the full stack of technology that powers Windy City Banking.
We're a principal engineering organisation — senior engineers own technical direction, not just execution. We offer hybrid working from Chicago and New York, with a competitive remote option for most roles. No open-plan noise, no stack ranking.
We're always open to conversations with engineers, security researchers, and fintech partners. If you're working on something interesting in banking infrastructure or want to explore a collaboration, reach out directly to our team.
For press and media enquiries, please contact our corporate communications team at press@windycitybanking.com.
Responsible security disclosure is important to us. Our security team reviews all incoming reports and responds within two business days.