The Oakley Podcast

TRUCKING • BUSINESS • FAMILY

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.

Podcast Episodes

229: From Resolutions to Realities: Transform Your New Year’s Goals into Achievements

This week on the Oakley Podcast, hosts Jeremy Kellett and Megan Cummings reflect on the past year on the show and discuss New Year’s resolutions and goals for 2025. They emphasize setting realistic, manageable goals over ambitious resolutions to avoid disappointment. Jeremy shares personal struggles with overly ambitious goals, while Megan highlights the importance of small changes for overall well-being. They also discuss driver-specific resolutions like staying hydrated, maintaining contact with loved ones, and incorporating physical activity. The episode concludes with an invitation for listeners to share their own goals, fostering a sense of community among truck drivers, and more. 

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Re-Air: Trucking with Scruffy: Balancing Family, Freight, and Pneumatics with Adrian Guillot

For the next few weeks, we’re looking back in the archives for some of the best episodes that you may have missed. We’ll be back with new content in January 2025.

This week on the Oakley Podcast, hosts Jeremy Kellett and Megan Cummings chat with Adrian Guillot, one of our Owner/Operators at Oakley Trucking. During the episode, Adrian shares his journey into the trucking industry, discussing his transition to pneumatic trucking and the challenges he has faced along the way. He highlights the importance of communication with dispatchers and reflects on his family life, including the emotional story behind his business name, “Scruffy Transportation.” Adrian also addresses public misconceptions about truck drivers and shares his future plans in the industry. The episode underscores the rewards and complexities of being a truck driver and so much more. Don’t miss it!

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Re-Air: The Journey in Building Bruce Oakley and Oakley Trucking with Dennis Oakley and Benny Weatherford

For the next few weeks, we’re looking back in the archives for some of the best episodes that you may have missed. We’ll be back with new content in January 2025.

This week on the Oakley Podcast, host Jeremy Kellets chats with Dennis Oakley and Benny Weatherford in a trip down memory lane. Dennis is the President of Bruce Oakley Inc. while Benny is the Vice President of Oakley Trucking Inc. During the episode, Dennis and Benny discuss the evolution of the trucking business from its humble beginnings to its current success. They share personal stories, challenges, and milestones, including the expansion of the truck fleet and the diversification of hauling services. The episode also touches on their personal interests, such as rodeo and flying, and emphasizes the importance of hard work and smart hiring in the company’s growth. The conversation concludes with a nod to the legacy they’re building, the significance of passing the torch to the next generation, and more. 

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