Top Fintech Jobs in Chicago, IL

Leads Mastercard Commerce Media advertiser sales across North America, owning revenue targets, pipeline development, advertiser acquisition, account expansion, sales strategy, forecasting, and executive relationships with brands and agencies. Builds and coaches a high-performing sales team, establishes operating processes, and partners cross-functionally with Product, Marketing, RevOps, Legal, Finance, and account teams to commercialize measurable commerce media solutions.

Leads Toast’s analytics engineering function, owning enterprise data architecture, modeling strategy, analytics-layer development, and AI-ready semantic-layer vision. Builds and manages a team of analytics engineers, establishes roadmaps, partners with data engineering and business leaders, and drives scalable, governed data solutions across domains. Requires expertise in data modeling, dbt, SQL, stakeholder alignment, and people leadership.

Own growth initiatives across Toast’s Guest products, beginning with onboarding and activation. Build tools that capture restaurant context, reduce human dependency, accelerate time-to-value, and drive campaign adoption and retention. Partner cross-functionally with engineering, design, operations, onboarding, and product teams to identify high-impact opportunities, instrument funnels, and run experiments. The role involves AI-native product development using agents, LLMs, and structured knowledge stores.

Build and operate enterprise-grade backend microservices, data pipelines, integrations, and internal tools for finance automation. Productionize AI and agentic workflows, design event-driven systems across billing, ERP, Salesforce, and data platforms, and develop lightweight operator UIs. Own technical strategy, architecture, reliability, auditability, permissions, and enterprise controls including SOX and PCI requirements. Collaborate with Finance, Security, Compliance, and Audit teams to deliver scalable automation solutions.

Design, develop, optimize, deploy, and maintain high-performance market data and automated trading systems. Process raw market data feeds, implement CME and Cboe exchange protocols, and optimize concurrency, throughput, scalability, and ultra-low-latency performance. Collaborate with traders, quantitative researchers, analysts, and engineers while supporting critical applications, automated testing, peer reviews, and best practices. Coach junior engineers and take ownership of projects from design through maintenance.

Leads information security architecture and engineering across cloud, applications, infrastructure, and products. Develops security standards, reference architectures, controls, and governance processes; embeds security throughout the development lifecycle; evaluates and implements security solutions; mentors development and IT teams; coordinates technical reviews; and measures cybersecurity capabilities using KPIs and KRIs. Requires Python automation, Terraform with HCL, and advanced AWS security services experience.

Onboard Premium and Pro customers by configuring TravelPerk accounts, gathering requirements, coordinating rollouts, conducting stakeholder training, supporting integrations, and monitoring post-launch adoption. The role manages client relationships, provides best-practice recommendations, coordinates cross-functional teams, and continuously improves implementation processes. Strong project management, change management, communication, problem-solving, and customer-success skills are essential.

Leads product design initiatives for Retirement & Wealth digital products from discovery through delivery. Conducts user research and usability testing, creates wireframes, flows, prototypes, and high-fidelity designs, and partners with Product, Engineering, Content, QA, and business stakeholders. Maintains scalable design systems, component libraries, and Storybook documentation while improving design-to-development workflows. Uses AI-assisted tools responsibly to accelerate ideation and execution, influences product direction, and advocates for consistent, user-centered experiences.

Performs cybersecurity consulting engagements including vulnerability assessments, social engineering exercises, penetration testing, risk analysis, remediation recommendations, reporting, and client presentations. Coordinates engagement activities, monitors scope and budgets, documents findings, supports service development and sales opportunities, and mentors junior consultants. The role assesses networks, applications, cloud configurations, infrastructure, and employee awareness while maintaining current cybersecurity knowledge and pursuing relevant certifications.

Plans, launches, traffics, and reports on paid media campaigns across the full campaign lifecycle. Coordinates creative, performance, and external agency partners; manages DV360, CM360, and Floodlight setup; writes paid search copy; maintains campaign timelines and logistics; and uses AI tools to improve efficiency.

Build and manage Datadog Cloud SIEM detections, logging pipelines, and detection-as-code workflows for cloud, SaaS, and endpoint telemetry. Develop automation for alert enrichment, triage, containment, and notifications, including AI-assisted SOC capabilities. Support threat hunting, investigations, incident response, and on-call operations while measuring detection coverage, false positives, and automation effectiveness.

Leads and coaches a six-person account development team across North and Latin America, owning qualified pipeline creation and funnel conversion. Builds sales playbooks, optimizes CRM and revenue operations workflows, applies AI and automation to prospecting, runs data-driven experiments, forecasts capacity, and partners with marketing and sales leadership. Recruits and develops talent while adapting coverage for regional market differences.