The Long Haul

The Long Haul
Podcast Description
Adam Wingfield's podcast, "The Long Haul," focuses on assisting small trucking businesses and independent contractors. The show features interviews with industry experts and successful owner-operators, offering advice and strategies for financial success. Its target audience is anyone in the trucking industry, from those just beginning to established fleet owners. The podcast aims to provide actionable insights and encouragement to help listeners improve their businesses. Ultimately, the podcast seeks to connect trucking professionals with opportunities for growth and profitability.
Podcast Insights
Content Themes
The podcast covers various themes related to the trucking industry, including regulatory updates, operational efficiency, and business growth strategies. Notable episodes include a special edition on new CVSA out-of-service rules and interviews discussing efficient scaling strategies with successful truck fleet owners, providing listeners with actionable insights into improving their operations and compliance.

Adam Wingfield’s podcast, “The Long Haul,” focuses on assisting small trucking businesses and independent contractors. The show features interviews with industry experts and successful owner-operators, offering advice and strategies for financial success. Its target audience is anyone in the trucking industry, from those just beginning to established fleet owners. The podcast aims to provide actionable insights and encouragement to help listeners improve their businesses. Ultimately, the podcast seeks to connect trucking professionals with opportunities for growth and profitability.

In this episode of The Long Haul, I sit down with Jessica Howington from United Commercial Insurance to break down the truth about trucking insurance—no fluff, just facts. We talk about what small carriers need to understand before signing their next policy, how to keep premiums down at renewal time, and what underwriters are really looking for. Jessica brings years of frontline experience, and this conversation is a must-listen if you’re trying to stay insured without breaking the bank. Whether you’re a new authority or a seasoned owner-operator, there’s something in this episode that’ll save you money—and maybe your business.
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