Jobs at Landstar System, Inc.

Administer employee health, welfare, retirement, voluntary benefits, and leave programs. Process enrollments, life events, reconciliations, and 401(k) changes across HRIS, payroll, carriers, and vendors. Support ERISA, COBRA, HIPAA, ACA, Form 5500, audits, testing, notices, and plan documentation. Resolve employee benefits questions, support onboarding and wellness initiatives, analyze benefits data, and recommend program and process improvements.

Develop and support web and enterprise applications using .NET, C#, ASP.NET Core, Angular, Python, Blazor, SQL Server, and MongoDB. Build REST APIs and Power Automate workflows, troubleshoot production issues, conduct testing and code reviews, support deployments, and document technical work. Collaborate with stakeholders and development teams while responsibly using AI-assisted tools to improve productivity, code quality, testing, and maintainability.

Performs software quality assurance for enterprise ERP projects by designing and executing test plans, cases, functional and regression tests; analyzing SQL queries; tracking defects; validating fixes; and reporting test metrics. The role collaborates with development and program management teams, supports test automation, improves QA standards, mentors analysts, serves as an application subject matter expert, and assists with project planning and SQA tool implementation.

Grows and protects strategic enterprise accounts through consultative, value-based B2B selling. Leads complex sales cycles, develops account plans, expands customer relationships, manages Salesforce pipelines and forecasts, identifies revenue opportunities, and supports agent and customer engagement. The role focuses on transportation, logistics, supply chain solutions, pricing, negotiations, and executive-level relationships across Western United States accounts.

Provides corporate legal support covering governance, SEC and public company compliance, securities filings, M&A, subsidiary management, corporate structure, and commercial agreements. Advises business leaders and senior executives, supports Board and committee matters, coordinates with outside counsel and advisors, monitors legal developments, and recommends policy updates. The role requires extensive experience with public companies, corporate governance documents, securities filings, complex transactions, and interaction with Boards.

Recruits and supports prospective owner-operator drivers through Landstar’s leasing application process. Responsibilities include inbound and outbound calls, candidate follow-up, answering questions, maintaining records, meeting recruiting goals, coordinating transportation industry events, and improving the candidate experience. The role requires strong communication, customer service, organization, and phone etiquette skills, with occasional travel for truck shows and industry events.

Provides expert technical support for company applications to agents, employees, customers, and business partners via phone and email. Responsibilities include troubleshooting, documenting incidents and resolutions, routing issues, configuring applications, mentoring junior staff, and participating in on-call rotations. The role requires strong customer service, technical knowledge, communication skills, data-entry proficiency, and the ability to work rotating shifts including Saturdays.

Develop, configure, deploy, and support Sterling B2B Integrator solutions for transportation-industry EDI and B2B integrations. Responsibilities include designing reusable integration architectures, troubleshooting communication and operational issues, monitoring EDI activity, supporting deployments and disaster recovery testing, collaborating with business and technical stakeholders, conducting code reviews, documenting solutions, and maintaining 24/7 operational readiness.

Leads engineering and optimization of enterprise security monitoring and incident response capabilities. Designs detections, security infrastructure, controls, playbooks, metrics, and automated SOAR solutions using AI and ML. Develops MITRE ATT&CK-aligned detections, scripts, and threat-hunting capabilities; validates security data pipelines; coordinates containment and remediation; supports tabletop exercises, assessments, and continuous improvement across security and technical teams.

Grows and protects strategic enterprise accounts through consultative, value-based B2B selling. Leads complex sales cycles from discovery through close, develops strategic account plans, expands customer relationships, manages Salesforce pipeline and forecasts, identifies market and account opportunities, and collaborates with agents and internal leaders. The role requires strong transportation, logistics, supply chain, pricing, contracting, negotiation, and executive relationship skills, along with travel across the Eastern United States.

Provides Tier 1 technical assistance and customer service through phone and email. Responsibilities include troubleshooting supported applications, resolving or escalating tickets, guiding users through solutions, documenting incidents and resolutions, and maintaining high service quality in a fast-paced environment.

Supports Landstar’s expedited and cold chain transportation services by training agents and teams, onboarding new business, coordinating with operations and service providers, resolving service issues, maintaining documentation, and providing stakeholder support. The role requires strong communication, organization, analytical, customer service, and problem-solving skills, plus willingness to travel up to 25%.