Top Tech Jobs & Startup Jobs in Chicago, IL

Own full-cycle recruiting for technical and engineering roles, partnering with hiring managers on role definition, sourcing, screening, candidate experience, offers, and closing. Manage multiple searches, use recruiting metrics to improve strategies, maintain ATS data, and enhance hiring processes. The role requires strong passive candidate sourcing, stakeholder management, autonomy, and adaptability in a fast-paced technology environment.

Lead architecture and development of secure, high-scale Python and FastAPI payment infrastructure for AI-agent transactions. Design APIs for tokenization, mandates, authentication, attestation, and cryptogram workflows; own security, reliability, observability, testing, Kubernetes provisioning, and production operations. Drive technical initiatives, design reviews, and cross-functional collaboration with product, security, infrastructure, platform, and card-network partners while applying AI-assisted engineering practices.

Drive strategy, discovery, requirements, prioritization, and roadmaps for payment messaging products. Lead complex multinational implementations modernizing banking and acquiring systems. Design configurable, developer-friendly interfaces for interpreting ISO 8583, ISO 20022, and related protocols. Partner with banks, processors, customers, engineering, implementation, executives, and go-to-market teams while integrating with existing platforms and legacy technologies.

Own product strategy and technical integrations for agentic commerce payments. Translate emerging standards into APIs, protocols, trust frameworks, requirements, and roadmaps. Partner with card networks, wallets, AI platforms, and engineering teams to deliver tokenization infrastructure, browser automation tooling, observability, and secure agent-initiated transactions. Represent VGS in standards discussions and shape the company’s technical vision for agent-ready payments.

Own quality engineering for high-throughput payment systems by architecting automated regression, performance, stress, and load testing. Build emulators for external payment systems, integrate quality gates into CI/CD pipelines, validate microservices, event-driven architectures, and databases, and use Prometheus and Grafana for observability. Apply AI-assisted testing, synthetic data generation, and edge-case analysis while mentoring engineers and preventing incidents through telemetry-driven testing and post-mortems.

Design secure, scalable payment infrastructure solutions for prospective and existing customers. Lead technical discovery, map complex payment flows, create architectures, demos, proposals, proofs of concept, and implementation handoffs. Advise on tokenization, PCI scope reduction, processor connectivity, payment portability, resiliency, and compliance. Partner with Sales, Account Management, Product, Engineering, and customer technical teams, provide launch oversight, influence product strategy, and develop reusable integration assets and reference architectures.

Lead platform engineering for high-scale, multi-region AWS payment infrastructure. Architect immutable, highly available, self-healing systems; automate infrastructure through Terraform, GitOps, CI/CD, and Kubernetes; establish observability with Prometheus, Grafana, and OpenTelemetry; own incident management and resiliency improvements; design private connectivity; and mentor engineers while driving organization-wide platform standards.

Lead the architecture, scaling, reliability, and security of multi-region AWS infrastructure supporting high-throughput payment systems. Build immutable, self-healing environments with Terraform, Kubernetes, GitOps, CI/CD, and automated resiliency. Develop observability using Prometheus, Grafana, and OpenTelemetry; manage incidents and post-mortems; improve engineering velocity through Golden Paths and platform enablement; and mentor engineering teams on reliable infrastructure practices.

Provide hands-on technical support for payment tokenization integrations by debugging network, API, infrastructure, and downstream gateway issues. Own customer onboarding, escalations, incident and maintenance communications, status page updates, and cross-team coordination. Lead customer integrations from kickoff through go-live, create documentation and training, meet SLAs, and serve as the primary Support decision-maker during PT business hours. Participate in an every-third-weekend on-call rotation.

Leads VGS’s strategic partnerships across payments, commerce technology, card networks, cloud providers, AI platforms, wallets, and infrastructure partners. Responsibilities include managing a partnerships team, developing ecosystem and product strategies, negotiating complex commercial and technical agreements, coordinating cross-functional launches, building executive relationships, and translating market insights into product roadmap and growth opportunities. Requires deep payments ecosystem knowledge, strategic partnership experience, and the ability to connect technical capabilities with partner needs.