The Oakley Podcast

TRUCKING • BUSINESS • FAMILY

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About The Show

The Oakley Podcast is a trucking industry podcast that educates and empowers owner-operators by providing relevant industry, market, and company news in a digestible audio format.

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Podcast Episodes

237: Beyond the Usual Freight: Oakley’s New Waste Remediation Opportunities

March 12, 2025

This week on the Oakley Podcast, host Jeremy Kellett chats with Nick Dulaney, Nick Crisco, and Ben Huminski around the company’s new ventures in hazardous and non-hazardous waste hauling. The group explores the processes, safety measures, and adaptability required in this sector. Former owner-operator Ben shares insights on health considerations and the importance of personal protective equipment (PPE) at certain job sites. The episode emphasizes the significance of compliance, communication, thorough trailer inspections, Oakley Trucking’s commitment to quality service, the promising opportunities in waste management, and more. 

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236: Mastering Money Management: A Guide for Independent Contractors in the Trucking Industry

February 26, 2025

This week on the Oakley Podcast, host Jeremy Kellett welcomes Jay Strickland, Partner and Senior Wealth Manager at Legacy Capital Wealth Partners. During the episode, Jeremy and Jay discuss financial planning for independent contractors, particularly truck drivers. They emphasize the importance of separating personal and business finances, working with a CPA, and understanding insurance needs, especially disability insurance. Jay highlights retirement savings options like solo 401(k) plans and the benefits of pre-tax contributions. The episode aims to provide practical advice on managing finances, investing, and preparing for retirement, empowering independent contractors to achieve financial freedom and secure their futures, and so much more.

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235: Get Ready to Roll: Essential Steps for a Seamless Truck Trade-In Experience

February 19, 2025

This week on the Oakley Podcast, host Jeremy Kellett welcomes Wendy Peeks & Megan Cummings from the recruiting department to talk through all things truck trades. The group delves into the complexities of trading trucks as they discuss the importance of preparation, especially understanding truck weight and paperwork requirements. The conversation also covers insights on avoiding repair costs by trading trucks before warranties expire, valuable tips to ensure a smooth truck trading process, the importance of communication and proper documentation, and so much more. 

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