2026-06-05 – Weekly Trucking Jobs : Trucking Insurance Boom

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

This week’s job market is buzzing with opportunities, especially for those in the trucking and logistics fields. There’s a critical need for skilled drivers and operations leads, and, good news—some verified remote positions are available.


This Week’s Jobs

  • Trucking / Transportation Insurance Agent
    Company: Prestige International Insurance Group, Inc. | Location: Fort Lauderdale, FL
    Looking for someone with a knack for insurance sales, especially in the trucking sector. If you have experience, this could be a great fit.

    Apply Here

  • Trucking Spotter
    Company: Pullman Logistics | Location: Chicago, IL
    This role involves managing the flow of trucks in and out of the yard. It’s a vital position for keeping operations smooth.

    Apply Here

  • Trucking Sales Agent
    Company: Adriana’s Insurance | Location: Rancho Cucamonga, CA
    If you have a sales background, especially in commercial trucking, this role might be calling your name.

    Apply Here

  • Trucking-Driver
    Company: North-South Trucking INC | Location: Monroe, MI
    Local trucking company needs drivers who can be home every night. Perfect if you’re looking for work-life balance.

    Apply Here

  • Assistant Trucking Operations Lead
    Company: DanceOne | Location: Xenia, OH
    This position involves supporting safe and compliant trucking operations. Great for those with a logistics background.

    Apply Here

  • Trucking Insurance Account Manager
    Company: Prestige International Insurance Gr Inc | Location: Tamarac, FL
    If you have experience with trucking insurance accounts, this role might suit you well.

    Apply Here

  • Commercial Lines Producer Trucking Focus
    Company: Northeast Title & Tag Inc | Location: Scranton, PA
    High earnings potential for someone with a focus on commercial trucking insurance.

    Apply Here

  • Parts Coordinator-Heavy Haul Trucking
    Company: Breckenridge Trucking, Inc | Location: Wenona, IL
    Ideal for those with a trucking and logistics background. This role is about managing parts for heavy haul operations.

    Apply Here

  • Trucking Compliance Specialist
    Company: IBP Longway Trucking, LLC | Location: Cleveland, OH
    Two years of experience in trucking or safety management required. Good for those familiar with DOT regulations.

    Apply Here

  • Chief Financial Officer (Controller) - Trucking & Logistics
    Company: Private SA Company | Location: San Antonio, TX
    Established company looking for an experienced CFO in trucking and logistics. Relocation considered.

    Apply Here


Work From Anywhere (100% Verified)

Remote work is still a strong trend, especially in the commercial trucking insurance sector. Here’s what’s available this week:

  • OTR Armored CDL Class A Drivers Solo & Teams
    Company: WESTERN DISTRIBUTING CO INC | Location: Denver, CO
    Offers quarterly and safety bonuses. Ideal for team drivers looking for flexibility.

    Apply Here

  • Commercial Insurance Underwriting Supervisor - Remote | WFH
    Company: Get It - Finance | Location: Arlington, TX
    Perfect for a dynamic leader in the commercial trucking insurance industry.

    Apply Here

  • Owner Operator wanted NJ Ports for Regional NJ CT PA MA
    Company: Steamline Container Services Inc | Location: Newark, NJ
    Offers flexibility and resources to grow your own business in trucking.

    Apply Here

  • Schedule Coordinator
    Company: D&C Haulage | Location: Miami Beach, FL
    Focuses on logistics and scheduling for petroleum fueling stations.

    Apply Here

  • Small Business Underwriter (Hybrid) Location: Bloomington, IN - Remote | WFH
    Company: Get It Recruit - Transportation | Location: Bloomington, IN
    A chance to shape the future of commercial trucking insurance.

    Apply Here

  • Small Business Underwriter (Hybrid) Location: Bloomington, IN - Remote | WFH
    Company: Get It Recruit - Transportation | Location: Bloomington, IN
    Help manage and grow a commercial trucking portfolio.

    Apply Here

  • Small Business Underwriter (Hybrid) - Remote | WFH
    Company: Get It - Executive | Location: Sioux City, IA
    Manage a book of business focused on commercial trucking.

    Apply Here

  • Small Business Underwriter (Hybrid) Location: Bloomington, IN - Remote | WFH
    Company: Get It Recruit - Transportation | Location: Bloomington, IN
    Be at the heart of operations, helping grow a trucking portfolio.

    Apply Here

  • Small Business Underwriter - Remote | WFH
    Company: Get It Recruit - Transportation | Location: Bloomington, IN
    Build a successful portfolio in commercial trucking insurance.

    Apply Here

  • Commercial Insurance Underwriting Supervisor - (Hybrid) - Remote | WFH
    Company: Get It - Executive | Location: Arlington, TX
    Lead a team of skilled underwriters in commercial trucking insurance.

    Apply Here


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


That wraps up the newsletter for this week. Keep your applications timely and, as always, stay safe on the road and online. Until next time!

, the job market being so unpredictable drives me nuts! Last week I found a remote positions opening but by the time I applied, it was already filled. Keeping an eye on sites like https://www.truckdriverjobs.com helps, but it’s tough to be quick with these listings.

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I hear you on that, @sophia_rhodes82! I once had a truck driver gig I was eyeing, but by the time I gathered my materials, it was gone like yesterday’s lunch. Pro tip: always apply right away, even for a long shot; you never know what might stick.

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