Top Remote Staff Software Engineer Jobs in Chicago, IL

Design, build, and own scalable microservices and secure APIs that transfer value across blockchain and banking protocols. Extend in-house blockchain infrastructure, integrate with banks and cloud services, troubleshoot production issues, document system and testing procedures, and collaborate with product and engineering teams to deliver reliable payment experiences.

Leads the architecture and delivery of GitLab’s static analysis engine and evaluation tooling. Owns program modeling, vulnerability detection quality, SAST rules, AI-assisted development guardrails, and benchmark validation. Sets technical direction, mentors engineers, coordinates complex initiatives, contributes to research and open source, and participates in on-call rotations. The role requires deep program analysis, application security, systems programming, performance optimization, containerized CI/CD, and experience building trustworthy LLM tooling.

Lead architecture and engineering for a new Provider Onboarding team. Build scalable, database-backed systems and custom tools supporting pricing, payments, client panels, and forms. Establish engineering practices, mentor senior engineers, guide cross-functional delivery, and oversee the full software development lifecycle from planning through post-launch maintenance. The role requires healthcare systems experience and ownership of complex, reliable products.

Lead the technical direction of Samsara’s shared geospatial platform. Build scalable data ingestion and processing pipelines, map data models, spatial APIs, map-matching and routing foundations, and reusable platform capabilities. Scale storage, querying, and computation for real-time features, consolidate team-specific solutions, mentor engineers, lead cross-team technical projects, and represent the company in the geospatial community.

Lead fraud decisioning engineering initiatives by architecting, building, launching, and maintaining complex backend systems. Drive cross-functional projects from definition through monitoring, write high-quality and resilient code, review technical work, mentor engineers, collaborate with Product, ML, Analytics, and Business teams, and contribute to hiring and interview design.

Build scalable AI and machine learning platform capabilities across model development, deployment, monitoring, cataloging, tagging, and LLM hosting. Collaborate with customers and cross-functional teams to integrate platforms such as AWS SageMaker and Azure ML. Develop secure APIs and distributed backend systems, optimize cloud and containerized services, and establish robust testing and CI/CD pipelines.

Design, build, and operate production AI automations and agentic workflows for Toast’s customer care systems. Integrate LLMs with Salesforce Service Cloud, Amazon Connect, and workflow platforms; develop autonomous actions with human oversight; test, monitor, and improve system reliability, accuracy, latency, and cost. Collaborate with software engineers, Salesforce developers, and care operations stakeholders to translate workflows into scalable intelligent solutions.

Lead full-stack development for Huntress’s SOC platform, building analyst-facing investigation, triage, remediation, queueing, and customer reporting experiences. Shape architecture, data models, interfaces, security practices, reliability, observability, and testing while mentoring engineers and partnering with Product, UX, and SOC stakeholders. The role emphasizes Ruby on Rails, modern frontend development, cloud infrastructure, relational databases, and technical leadership across complex cybersecurity software products.

Lead the design and delivery of complex distributed systems and high-impact product initiatives for Toast’s Catering & Events platform. Own critical architecture, drive technical strategy, improve scalability and reliability, mentor engineers, establish engineering best practices, and collaborate with Product and Design. The role also involves applying AI tools to improve developer productivity and enable new capabilities.

Lead the design, development, and delivery of scalable payroll onboarding software. Drive technically complex initiatives, influence architecture and roadmaps, collaborate across product, design, and engineering, improve reliability, promote coding best practices, mentor engineers, and use AI tools to enhance development productivity.

Leads technical initiatives for Toast’s restaurant scheduling product, designing and delivering scalable full-stack software. Responsibilities include architecture, API and system design, roadmap influence, cross-functional collaboration, engineering quality, performance, and technical leadership. The role also promotes AI-assisted development and improved employee and customer experiences.

Leads technical strategy and architecture for a scalable advertising platform supporting video, server-side advertising, connected TV, programmatic advertising, and new ad formats. Designs distributed systems, evaluates ad technologies, improves reliability and observability, partners across engineering and product teams, mentors engineers, and guides long-term technical investments and roadmaps.

Staff Software Engineer responsible for designing scalable distributed systems and full-stack web applications supporting provider acquisition, onboarding, and marketplace supply growth. The role leads cross-team technical initiatives, shapes engineering strategy, mentors developers, and delivers provider-facing products from discovery through post-launch support. Experience with AI-assisted development workflows and technologies such as Node.js, React, TypeScript, Kafka, AWS, Docker, and Kubernetes is valued.

Design and evolve scalable referral, partner data, and patient booking systems. Lead complex technical projects across teams, make architecture and API decisions, improve security, performance, reliability, and scalability, and mentor engineers. Collaborate with product, design, engineering leadership, partners, and stakeholders while using AI-assisted development tools such as Claude Code to improve delivery velocity and quality.

Lead the technical vision, architecture, and delivery of Toast’s pricing engine across multiple teams. Design and operate highly available distributed systems, APIs, databases, and event-driven services at scale. Serve as the pricing domain expert, improve correctness and performance, lead incident response and reliability initiatives, mentor engineers, establish operational excellence, and align technical priorities with Product and engineering leadership.

Lead backend engineering strategy for Affirm’s search and recommendation platform. Design and launch highly available distributed systems, guide technical architecture and execution, improve team operations and reliability, establish engineering quality standards, collaborate with product, design, and analytics, and mentor engineers. The role focuses on search, recommendations, consumer shopping experiences, monetization, and scalable platform foundations.

Lead backend engineering strategy for Affirm’s international Identity team. Design and launch highly available distributed systems supporting KYC, user lifecycle management, and identity decisioning. Drive technical planning, cross-functional collaboration, operational excellence, monitoring, testing, and on-call readiness. Establish engineering quality standards, influence architecture, mentor team members, and deliver scalable systems using Python or Kotlin, AWS, MySQL, Spark, and Kubernetes.

Lead technical strategy and execution for foundational Trust and Safety systems supporting consumer risk and credit reporting. Design and operate highly available backend systems, improve reliability and monitoring, establish engineering standards, guide complex cross-functional initiatives, and mentor engineers. The role involves ownership of system architecture, technical planning, operational readiness, code quality, and team development.

Lead the technical vision and architectural evolution of Huntress’s Core Platform. Build complex Ruby on Rails features, solve scaling challenges, manage cross-team dependencies, drive architectural decisions, and oversee system lifecycle and technical risk. Mentor engineers, establish engineering excellence, collaborate with managers and product leaders, and help teams adopt AI coding tools responsibly.

Design and implement scalable, secure, high-performance software systems and public-facing APIs. Lead system design, apply agentic coding workflows, collaborate with Product and Data Science, mentor engineers, and own initiatives improving efficiency, performance, and customer satisfaction. The role requires extensive experience with highly available distributed systems, API versioning and rate limiting, modern backend and frontend technologies, AWS, and Domain-Driven Design.

Leads technical direction for Everand’s backend platform, including architecture, reliability, observability, CI/CD, databases, queues, and scalable distributed systems. Partners with product, design, analytics, web, mobile, and ML teams to deliver personalized reading and listening experiences. Mentors engineers, drives architecture reviews and modernization efforts, improves technical quality, and owns platform health, performance, cost, and resilience.

Lead the architecture, development, and scaling of data pipelines and infrastructure for a customer-facing Data Lake platform. Build ETL and ingestion systems using GCP, Debezium, Pub/Sub, Dataflow, BigQuery, Python, Golang, and SQL. Establish engineering standards, deliver strategic projects, mentor engineers, influence cross-functional technical decisions, optimize data services, and shape the platform roadmap.

Lead software engineering for the Patient Onboarding team, building and improving registration, insurance verification, and care-access workflows. Write full-stack production code, lead complex cross-team initiatives, shape technical direction, improve engineering foundations, and support modern AI-enabled development practices. Collaborate with Product, Design, Analytics, and Engineering to improve patient conversion and system reliability.

Designs, builds, and scales backend services and integrations for payments, billing, identity, and partner connectivity. Sets technical vision and architecture for distributed systems, leads cross-team delivery, manages production rollouts, builds fault-tolerant services and data pipelines, and mentors engineers. The role partners with product, design, and engineering teams to deliver frequent, reliable improvements for Flex’s rent payment platform.

Build and own full-stack MarTech services, scalable APIs, event-driven systems, data pipelines, and customer-facing web experiences. Integrate advertising, analytics, messaging, and marketing platforms while supporting attribution, identity resolution, experimentation, acquisition, and retention. Collaborate cross-functionally with marketing, product, data, design, and engineering teams to launch measurable growth initiatives. Mentor engineers and establish technical best practices across high-scale marketing infrastructure.