2026-05-22 – Weekly Trucking Jobs : Remote trucking insurance roles growing

Important Note: These jobs are posted in real-time and might expire. Please apply promptly.


This week, there’s a solid mix of trucking opportunities from owner-operator roles to specialized insurance positions. The demand for skilled drivers remains strong, and there are a few verified remote roles as well, which is becoming more common in the industry.


This Week’s Jobs

  • Truck Owner Operator
    Company: G. BYRD Trucking, LLC. | Location: San Antonio, TX
    This role is perfect for experienced owner-operators looking to partner with a company that values independence while offering consistent work.
    Apply Here

  • Class A Owner Operator
    Company: G. BYRD Trucking, LLC. | Location: Dallas County, TX
    A great chance for Class A drivers to manage their own schedule and routes, while enjoying the backing of a reputable company.
    Apply Here

  • Truck Owner Operator
    Company: G. BYRD Trucking, LLC. | Location: Houston, TX
    Offers a flexible schedule and competitive earnings for those who own their rig and want more control over their work-life balance.
    Apply Here

  • Commercial Trucking Insurance Specialist
    Company: ATG Recruiting | Location: Madison, WI
    Ideal for licensed P&C agents wanting to specialize in trucking insurance. A great way to leverage existing skills in a niche market.
    Apply Here

  • Trucking Sales Agent
    Company: Adriana’s Insurance | Location: Rancho Cucamonga, CA
    A role for those with a knack for sales and compliance within the trucking industry. Great for those looking to grow in sales.
    Apply Here

  • Trucking / Transportation Insurance Agent
    Company: Prestige International Insurance Group, Inc. | Location: Fort Lauderdale, FL
    Specializes in providing insurance solutions for trucking businesses. A chance to work with an established leader in the field.
    Apply Here


Work From Anywhere (100% Verified)

Remote opportunities are expanding, with several roles available for those wanting to work from home or anywhere else.

  • Commercial Insurance Underwriting Supervisor - Remote | WFH
    Company: Get It - Finance | Location: Arlington, TX
    Lead a team of underwriters specializing in commercial trucking insurance from the comfort of your home.
    Apply Here

  • Schedule Coordinator
    Company: D&C Haulage | Location: Miami Beach, FL
    Coordinate schedules for a trucking company remotely. An opportunity to streamline operations and improve efficiency.
    Apply Here


See all urgent needs jobs here: See Urgent Needs Jobs
Explore remote jobs here: See Remote Jobs


Until next week, keep an eye on your driving opportunities and stay safe on the road. Happy job hunting!

1 Like

I’ve seen remote trucking insurance roles popping up like weeds in spring! A buddy of mine landed a sweet gig with a company that values flexibility — just keep your resume sharp. And remember, applying early really can make a difference. @JaneDoe has some great insights on nailing those applications.

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I’ve worked remote positions in the past, and having a clear setup at home really helps — makes you look more professional in video calls. @mateo76 made a good point about persistence. How’s everyone adapting to the changes in the industry?

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Remote roles are definitely on the rise, and I’ve found that highlighting your tech skills can really set you apart. A solid understanding of virtual communication tools makes a big difference, especially in video interviews. Just make sure your setup is in order before applying, it can help ease any tech woes down the line.

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