Top Remote Principal Engineer Jobs in Chicago, IL

Technical leader responsible for architecting and building high-performance POS payment integrations. Drive platform-level technical strategy, develop Kotlin/JVM services, integrate hardware SDKs and EMV card payments, ensure security/key management, observability, and API design, mentor engineers, and collaborate across teams to deliver scalable, mission-critical payment solutions.

The Principal Engineer will lead the engineering team in building systems across full stack, improving development efficiency, and expanding products in new markets.

The Principal Engineer will lead technical direction and execution for identity and engagement platforms, modernize systems, and mentor engineers, driving high-quality delivery and collaboration across teams.

Lead the engineering architecture for an AI-driven product, focusing on system design, collaborating with AI agents, and ensuring quality and scalability in large-scale SaaS environments.

Lead technical vision and cross-team architecture for large-scale, high-volume backend systems. Mentor senior engineers, solve scalability and infrastructure issues, set code and design standards, and partner with product and design to deliver secure, AI-enabled consumer healthcare solutions.

The Principal Electrical Engineer will lead system-level architecture for electrical designs, mentor engineers, drive engineering best practices, and ensure high-quality product delivery from concept to production.

As a Principal Software Engineer for the AAP team at Toast, you will design scalable systems, develop technical strategies, mentor engineers, and enhance data-driven initiatives.

As a Senior Principal Engineer, you'll define and drive the technical strategy for customer experience platforms, lead architectural decisions, and mentor engineering teams to enhance customer and agent experiences.

Architect and validate technical solutions for major enterprise accounts, lead the technical sales process, run end-to-end Proofs of Value, and collaborate with internal teams to resolve critical customer security challenges.

The Principal Software Engineer will design and optimize backend applications/services, improve payment integration, and oversee code quality within AWS.

Lead the design and execution of radar sensing platforms and wireless communication sub-systems, overseeing development, optimizing designs, and ensuring quality and compliance. Collaborate across teams and mentor members while troubleshooting complex issues in RF/mmWave design.

The role involves building and optimizing a machine learning and simulation platform, supporting MLOps, model deployment, and infrastructure modernization, while mentoring engineers.

The Principal Developer Productivity Engineer will enhance GM's developer tools, mentor engineers, and drive system performance through observability and software engineering best practices.

Provide technical leadership for internal platforms and security automation supporting Upstart Bank. Lead architecture, design, and implementation of platform services, APIs, relational schemas, authentication and RBAC systems. Partner with risk, compliance, and operations stakeholders, mentor engineers, mitigate technical risks, and drive long-term platform strategy and engineering standards.

The Principal Software Engineer will define technical roadmaps, guide system architecture, mentor leaders, and drive product direction in Capital Supply operations.

As a Principal Security Engineer in Data Security, you will spearhead Upstart's data security program, architect software solutions, partner cross-functionally, and mentor teams while ensuring effective protection of sensitive data.

As a Principal Data Engineer, you will design and implement LLM, AI-powered security data platforms, mentor engineers, and drive the adoption of data solutions across teams.

Build and maintain ZODL's core Rust-based wallet and infrastructure (Zallet and core libraries). Implement protocol features from specifications, improve performance and reliability, support mobile teams, participate in reviews, testing, releases, and respond urgently to bugs and security issues.

Lead and build an R&D function to identify and validate new product opportunities across wallets and infrastructure. Independently prototype feasibility using code (Rust, TypeScript, Swift, Kotlin, Python), assess protocol and partner technology fit, produce handoff artifacts, and present recommendations to the CEO and leadership for further development.

Lead design and architecture of cloud-first, full-stack enterprise software. Provide technical leadership, mentor engineers, promote automated testing and CI, improve scalability, troubleshoot issues, and deliver complex projects on time.

The Principal DevOps Engineer will architect the global cloud infrastructure, manage delivery pipelines, automate processes, and ensure operational health of a scalable distributed system. Responsibilities include designing AWS architecture, modernizing CI/CD pipelines, and developing monitoring dashboards.

The Principal AI/ML Engineer will develop machine learning models for campaign optimization in AdTech, collaborating across engineering and product teams to enhance advertising capabilities.

As a Principal AI Engineer, you'll design production-grade systems integrating generative AI in mental healthcare, overseeing architecture and applied research.

The Principal Cloud Support Engineer at Wasabi leads technical support, mentors engineers, resolves complex issues, and advises enterprise clients, focusing on cloud storage solutions.

The Principal Electrical Systems Engineer will lead the development of prototypes, design reusable modules, and evaluate new technologies for future product platforms, collaborating across teams.