Top Tech Jobs & Startup Jobs in Chicago, IL

The Senior AI Engineer will develop AI-driven solutions using LLMs, focusing on prompt engineering, integration, research, and data utilization for payment systems.

Own the end-to-end major incident lifecycle: act as incident commander for Sev-1 events, improve MTTR and on-call practices, run blameless postmortems, drive reliability metrics and roadmaps, manage incident communications and status updates, and define incident operating models, runbooks, and severity frameworks.

Lead and unify Marketing, SDR, Sales Enablement, and RevOps into a single scalable GTM system. Drive positioning, demand generation, pipeline hygiene, forecasting, enablement, comp design, and GTM architecture across regions to produce predictable, compounding revenue for a technical B2B payments platform.

Lead single-threaded product ownership for Risk, Trust & Vault: define roadmap and APIs, drive technical strategy for fraud screening and PCI-compliant card vaulting, ensure production reliability via YBIYRI, lead a cross-functional pod, and prioritize features using evidence-based frameworks to scale secure, bank-grade payment infrastructure.

Lead single-threaded product ownership for Client Experience across Developer Platform & API, Client Identity, and Checkout. Define roadmap, architecture, and operational health; drive agentic, low-code onboarding and bank-grade, resilient public APIs and checkout surfaces. Lead cross-functional pods, enforce You Build It You Run It culture, prioritize via RICE, and ensure high availability and delivery velocity.

Lead single-threaded product and technical ownership for Client Intelligence & Data, defining APIs and event-driven architectures to deliver merchant-facing analytics, KPIs, and reports. Drive platform strategy toward AI-driven insights, enforce production reliability and automated QA, champion You Build It You Run It culture, partner cross-functionally to scale multi-tenant analytics capabilities, and prioritize work using evidence-based frameworks.

Lead single-threaded product ownership for the end-to-end payment transaction rail (connectivity, orchestration, transaction core, money operations, risk/vault). Define strategy, architecture, and roadmap; drive cross-domain execution, resilience, observability, and a You Build It You Run It culture. Prioritize via evidence, unblock engineering, and ensure bank-grade reliability across payments platform components.

Lead and scale Yuno's North America sales organization, own full enterprise sales cycle, build C-suite relationships, set targets, negotiate complex deals, collaborate cross-functionally, and feed client insights into product strategy.

Lead North America expansion by owning full enterprise sales cycle for payments solutions: prospecting, negotiating, closing, onboarding, and feeding market insights to Product, Marketing, and Customer Service. Build regional strategy, hit sales targets, and manage relationships with senior decision-makers at enterprise merchants.

Build and deploy AI agents, automations, and integrations to streamline pre-sales workflows (discovery, demos, RFPs, POCs). Map processes, prototype solutions, integrate with CRM/knowledge systems, train users, monitor performance, and iterate for reliability and adoption.