Senior Software Engineer

Redwood Logistics•Chicago, IL

58d•$130,000 - $150,000•Hybrid

About The Position

As a Senior Software Engineer with Redwood Logistics , you will play a central role in designing and building the next generation of AI-enabled products that power our brokerage and managed services platforms. This role focuses on scalable feature development , AI integration , and platform evolution . You will collaborate closely with Redwoods AI Product team to deliver intelligent systems, agentic workflows, and data-driven automation capabilities that redefine digital logistics operations.

Requirements

Bachelors Degree in Computer Science or equivalent professional experience.
5+ years of professional experience in software engineering, with a focus on scalable, distributed, or data-intensive systems.
Proven experience building and deploying cloud-native applications using .NET Core, C#, and modern JavaScript/TypeScript frameworks (React, Angular, or Vue).
Strong understanding of AI/ML integration patterns, APIs, and data pipelines, with practical experience collaborating with data science or ML engineering teams.
Expertise in Azure cloud services, including container orchestration (AKS), serverless computing, and event-driven design.
Experience developing RESTful and GraphQL APIs with attention to performance, resilience, and data integrity.
Solid understanding of CI/CD pipelines, test automation, and secure deployment workflows.
Strong command of relational and non-relational databases (SQL, Cosmos DB, Postgres, or Snowflake preferred).
Excellent communication and collaboration skills, with the ability to work cross-functionally across engineering, product, and AI teams.

Nice To Haves

Experience developing agentic or AI-driven applications, leveraging LLMs or orchestration frameworks.
Familiarity with event streaming (Kafka, Event Hubs) and data pipeline orchestration tools (Airflow, Data Factory).
Preferred experience in logistics, brokerage, or supply chain technology.
Knowledge of domain-driven design and service mesh architectures.
Proven success in influencing platform-level design and scaling AI capabilities into production applications.

Responsibilities

Lead the design and development of new platform capabilities across Redwoods technology ecosystem.
Partner with the AI Product and Data Science teams to integrate predictive, generative, and agentic models directly into product workflows.
Architect scalable, high-performance systems leveraging microservices, APIs, and event-driven patterns to support AI-enabled decisioning and automation.
Own full-stack development across .NET Core, C#, and modern JavaScript frameworks (React preferred), ensuring maintainable, production-grade solutions.
Guide technical design reviews, ensuring solutions align with Redwoods long-term architectural direction and platform modernization roadmap.
Collaborate with cloud and infrastructure teams to optimize performance, reliability, and scalability within Azure and containerized environments.
Implement automated testing, CI/CD pipelines, and observability frameworks to support rapid, high-quality releases.
Mentor engineers in advanced coding practices, architectural thinking, and AI integration techniques.
Contribute to the definition of Redwoods AI platform architecture, shaping reusable service patterns, data orchestration flows, and model-serving frameworks.
Stay current with emerging AI frameworks, developer tooling, and best practices, driving innovation and continuous improvement.

Benefits

Culture of unlimited growth with new positions and departments created regularly to support our growing customer base
Paid parental leave policies
Medical, dental, vision and 401k plans (with match)
Flexible-spending, mass transit and dependent care plans
Health savings account, with company contribution
Short-term, long-term and life insurance policies subsidized by company
Cell phone discounts; reduced fees for health and fitness clubs
Additional benefits including pet insurance, accident care and more
Competitive referral bonus program
Competitive PTO plans, with extra floating holiday and time off to volunteer
Fundraising and volunteer opportunities to give back to our local, national and international communities