Agent Training & Development Specialist

Landstar System, Inc.; Jacksonville (FL); On-site; USD 26,000 - 32,000; Full time

Job summary

Landstar Transportation Logistics seeks an Agent Training and Development Specialist to guide newly contracted Landstar Agents through onboarding, training and their initial months. You will deliver engaging virtual training, provide ongoing coaching and operational support to help agents navigate Landstar's systems and resources.

This role requires strong communication, customer service experience, and the ability to travel for onsite training or meetings.

Qualifications

• High school diploma or GED.
• One year of customer service in an office setting.
• Willingness to travel for onsite training or meetings.
• Proficient in Microsoft Office and internet usage.
• Ability to work with minimal supervision in a fast-paced environment.

Responsibilities

• Provide comprehensive training on all Landstar systems, tools, and sites.
• Deliver online training sessions and ongoing coaching.
• Monitor new agent performance at 45/90/180 days.
• Conduct weekly workshop training for agency staff.
• Serve as the initial corporate point of contact for new agents.
• Provide operational support and collaborate with Region Team personnel.

Skills

Customer service

Communication

Problem solving

Travel willingness

Fast-paced environment

Education

High school diploma GED

Tools

Microsoft Office

Internet knowledge

Job description

Landstar Transportation Logistics, 13410 Sutton Park Dr S, Jacksonville, Florida, United States of America

Job Description

Posted Friday, August 14, 2026 at 5:00 AM

What is Landstar?

Landstar stands for safe, secure and reliable transportation services delivered by our unique network of small business owners. Independent agents and capacity providers operating under the Landstar umbrella enjoy the strength and support of one of the industry’s most stable and successful companies. Our network of independent entrepreneurs provide customers with personalized service at the local level with the global reach and resources of a multi-billion dollar company.

Schedule: Monday - Friday (9am - 6pm EST)

Salary: $19.00 - $22.86 per hour based on experience

What work will you perform?

As an Agent Training and Development Specialist, you'll play a key role in shaping the success of newly contracted Landstar Agents during one of the most important stages of their journey. Serving as the primary corporate point of contact, you'll guide new Agents through onboarding, training, and their initial few months with Landstar. You'll deliver engaging virtual training, provide ongoing coaching and operational support, and help Agents confidently navigate Landstar's systems and resources. If you thrive in a collaborative, fast-paced environment, enjoy solving problems, and are committed to delivering an exceptional customer experience, this is an opportunity to make a meaningful impact while continuing to grow your own knowledge and expertise in the thriving transportation industry.

• Provide comprehensive training on all Landstar systems, tools, and sites
• Deliver engaging and effective online training sessions
• Monitor new agent performance at 45/90/180-day intervals
• Conduct weekly workshop training for agency staff members
• Process and respond to agents' customer account inquiries
• Function as the initial corporate point of contact for new agents
• Provide operational support when needed
• Communicate and collaborate with Region Team personnel
• Perform system demonstrations as requested
• Other duties as assigned

Required Minimum Experience and Education:

• High school diploma or General education degree (GED)
• One year of customer service in an office setting

Preferred Experience:

• 6 months of presentation experience, training experience, or equivalent of both

Knowledge, Skills, and Abilities:

• Ability to work with minimal supervision in a fast-paced environment with changing priorities
• Ability to create and maintain positive relationships fostering communication and cooperation with agents and Region personnel. Always maintain professional demeanor
• Proficient in Microsoft Office and Internet knowledge
• Ability to analyze and apply critical thinking to solve issues in a timely manner
• Effective communication skills in all modes
• Ability to travel as required for onsite training or meetings and pre-pay for approved reimbursable expenses (i.e. hotel, meals, rental vehicles). Flights are paid for by the Company in advance.

** This job posting is not designed to cover or contain a comprehensive listing of all activities, duties or responsibilities that are required of the employee. Duties, responsibilities and activities may change, or new ones may be assigned at any time with or without notice.

Why work at Landstar?

Landstar is seeking hard-working and dedicated employees committed to exceeding the expectations of those we serve. We employ a highly diverse workforce and welcome employees from all cultures and backgrounds to our team.

Our workplace culture is second-to-none. Landstar provides a safe and professional work environment in which to thrive and grow. We offer competitive compensation, robust benefit plans including affordable medical plans, employer 401(k) match, paid time off, tuition assistance and much more.

If you want to be part of a top-notch transportation company with an emphasis on safety, service, teamwork, and dedication then Landstar is the place for you!

Landstar is an Equal Opportunity/Affirmative Action employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin or any other characteristic protected by federal, state or local laws. Landstar will provide reasonable accommodation to applicants with disabilities where appropriate.

Privacy Policy

Landstar uses application information only for employment related purposes, including background investigations and regulatory compliance. Landstar will not disclose the information to any other person or entity, unless compelled by force of law. Landstar stores your application information on computers operated by Ceridian. This on-line application software is provided by Ceridian under anagreement which specifies that Ceridian will not disclose or make any use of application information stored on its secure servers.

Landstar Transportation Logistics, 13410 Sutton Park Dr S, Jacksonville, Florida, United States of America