Senior Software Engineer

C.H. Robinson•Remote, IL
•$113,000 - $254,200•Remote

About The Position

C.H. Robinson is seeking a Senior Software Engineer for its Book-It-Now/Digital Negotiator Costing team. The engineer will collaborate with data science teams on costing automation and platforms that help identify capacity and trucks for shipments. The role focuses on iterating on and improving machine-learning-based pricing and costing solutions through experimentation and measurable impact, while helping improve system uptime and real-time or near-real-time data management. The specific focus is building harnesses to increase the speed and correctness of AI and human pricing and costing adjustments, including context management, verification guardrails, and live experimentation and measurement. The role also contributes to the team’s AI coding harness and implementation. This is a fully remote position with flexibility and autonomy.

Requirements

  • At least 7 years of professional software engineering experience.
  • Expert-level Python development skills.
  • Strong understanding of software architecture, distributed systems, and API design.
  • Experience with AI-assisted development tools and modern engineering productivity practices, including coding agents and harnesses.
  • Experience building and operating cloud-native applications.
  • Experience with REST APIs, microservices, and event-driven architectures.
  • Strong knowledge of SQL and NoSQL databases.
  • Experience with automated testing frameworks and CI/CD pipelines.
  • Proficiency with Git and Azure DevOps.
  • Strong understanding of software security principles and secure development practices.
  • Demonstrated ability to lead complex technical initiatives from concept through production.

Nice To Haves

  • Experience with FastAPI, Flask, or similar Python frameworks.
  • Experience with Azure cloud services, Kubernetes, and containerized workloads.
  • Experience building highly transactional systems.
  • Experience with pricing, booking, order management, logistics, transportation, or marketplace platforms.
  • Experience working with data-intensive applications and real-time decisioning platforms.
  • Experience improving the quality, reliability, and maintainability of large-scale software platforms.

Responsibilities

  • Design, develop, and support scalable Python-based services, APIs, and event-driven solutions for digital freight pricing, booking, and carrier experiences.
  • Build intelligent platforms and experimentation frameworks that improve the speed, accuracy, and reliability of AI-driven and human-assisted pricing and costing decisions.
  • Partner with data science teams to deploy, validate, and continuously optimize machine learning solutions that drive automation and measurable business impact.
  • Develop real-time and near-real-time systems that improve platform performance, data quality, observability, and operational excellence.
  • Lead technical design discussions, translate complex business challenges into scalable solutions, and influence architecture decisions across multiple domains.
  • Implement engineering best practices for testing, security, monitoring, automation, and continuous delivery to ensure highly available and resilient systems.
  • Mentor engineers, share technical expertise, and help elevate software development practices across the team.
  • Collaborate with Product, Architecture, Revenue Management, Operations, and Engineering partners to deliver customer-focused solutions.
  • Contribute to AI-assisted engineering capabilities, including coding harnesses, validation guardrails, and productivity-enhancing development tools.

Benefits

  • Three medical plans, including prescription drug coverage.
  • Enhanced fertility benefits.
  • Flexible Spending Accounts.
  • Health Savings Account, including an employer contribution.
  • Dental and vision coverage.
  • Basic and supplemental life insurance.
  • Short-term and long-term disability coverage.
  • Paid observed holidays.
  • Two paid floating holidays for U.S. hourly employees.
  • Flexible Time Off for U.S. salaried employees, with no accruals or caps; Paid Time Off for other U.S. and Canadian employees.
  • Paid parental leave.
  • Paid time off to volunteer in the community.
  • Charitable Giving Match Program.
  • 401(k) with 6% company matching.
  • Employee Stock Purchase Plan.
  • Career development, networking, and team-building opportunities.
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