
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.
| Publishes | Weekly | Episodes | 294 | Founded | 6 years ago |
|---|---|---|---|---|---|
| Number of Listeners | Categories | CareersManagementBusiness | |||

This week on the Oakley Podcast, host Jeremy Kellett is joined by ops managers Nick Dulaney and Jason Webb to review Oakley Trucking’s milestones and challenges in 2025 and look ahead to 2026. Topics include overcoming a tough freight market, the imp... more
We're taking a look back at some of our favorite episodes of 2025. This week on the Oakley Podcast, Megan Cummings and Dustin Eagle bring you another great episode as they welcome Fred & Jerome Levy. Fred is an Owner/Operator here at Oakley, and his ... more
We're taking a look back at some of our favorite episodes of 2025. This week on the Oakley Podcast, host Jeremy Kellett welcomes Bryan “Bossman” Martin, Owner of 4 State Trucks/Chrome Shop Mafia in Joplin, Missouri. During the episode, Bryan shares h... more
We're taking a look back at some of our favorite episodes of 2025. This week on the Oakley Podcast, hosts Jeremy Kellett and Megan Cummings welcome Brad Page, one of our owner/operators at Oakley Trucking. During the episode, Brad shares his incredib... more
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I enjoy listening to Jeremy’s weekly shows, it’s a great way to stay up to date on Oakley & the transportation industry. I especially enjoy when Jason Webb is on the show ;)
I listen every week. Getting closer to finding the courage to buy a truck from you guys talking about it. Keep up the good work
Good information for current owner operators or perspective ones. Also nice to hear the wives episode, great job.
Good information for current owner operators or perspective ones. Also nice to hear the wives episode, great job.
Just want to say super proud of my dad Johnny Gutierrez and being awarded one of the Owner Operators of the Year! Great man indeed! Glad he is able to be apart of a great company!
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Apple Podcasts | #201 |
Recent interactions between the hosts and their guests.
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The discussions center around the trucking industry, specifically targeting owner-operators. Key themes include financial management, the importance of relationships within the industry, insights into waste remediation opportunities, and the evolving landscape of digital marketing. Guests, often experienced professionals or veterans, share their personal stories and expertise, adding depth and relatability. Notably, this podcast uniquely combines practical advice with personal narratives, making it an engaging resource for listeners who seek to enhance their understanding of the trucking sector and improve their operational strategies.
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The Oakley Podcast launched 6 years ago and published 294 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.
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Recent guests on The Oakley Podcast include:
1. Brent Poulsen
2. Cruz Medrano
3. Brad Page
4. David Dunn
5. Nathan Dunn
6. Lieutenant Doug Lafferty
7. Adrian Guillot
8. Dennis Oakley
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