Top Tech Jobs & Startup Jobs in Chicago, IL

Lead post-sales integrations for new and existing software partners. Translate business requirements into technical solutions, create integration plans, manage implementation projects, document launch processes, and coordinate Operations, Success, Risk, Product, and Engineering teams. Serve as a Payabli product and API expert while supporting technical and non-technical customers. Required expertise includes REST APIs, webhooks, payment processing, PCI compliance, programming, API testing, and payment industry fundamentals.

Own Payabli’s AWS infrastructure, platform roadmap, CI/CD pipelines, infrastructure-as-code, developer environments, observability, and security posture. Design resilient cloud architecture, improve local development, enable secure AI-assisted workflows, and maintain PCI-DSS-aligned controls. Establish deployment standards, monitoring, documentation, and runbooks while partnering with engineering leadership to increase developer productivity and operational reliability.

The Staff/Senior Accountant will manage core accounting operations, including preparing journal entries, reconciling general ledger accounts, supporting month- and year-end close, processing vendor invoices, and assisting with audits and tax compliance. The role requires strong QuickBooks Online and Excel skills, GAAP knowledge, attention to detail, and effective communication. Candidates should have a bachelor’s degree in accounting, finance, or a related field and at least two years of accounting experience.

Set the technical direction for machine learning at Payabli by maturing production risk models and launching new models across the payments lifecycle. Establish experimentation, monitoring, drift detection, benchmarking, retraining, and incident-response foundations. Translate payments challenges into modeling opportunities, connect model performance to business outcomes, influence the ML roadmap, and mentor engineers while partnering with product, engineering, and risk operations.

Own the architecture and reliability of Payabli’s core payments infrastructure, including exactly-once payment execution, APIs, multi-rail orchestration, batching, funding, reconciliation, ledgering, observability, and failover. As the founding Payments Core engineer and senior individual contributor, establish technical standards, influence architecture, set hiring criteria, and build systems capable of processing high-volume money movement accurately and reliably.

As a Senior Software Engineer, you'll design and maintain frontend applications and reusable components, integrate APIs, mentor engineers, and ensure high-quality user experiences in the fintech space.

Design, build, and maintain scalable backend services in C#/.NET powering payment routing, connector management, and platform configuration. Build secure, observable APIs and high-volume transaction processing systems, collaborate across Product/AI/Engineering, mentor junior engineers, drive architecture and standards, and own full lifecycle from requirements to deployment.