The Oakley Podcast

TRUCKING • BUSINESS • FAMILY

SUBSCRIBE ON ITUNES

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.

SUBSCRIBE ON ITUNES
arrow-truck

Podcast Episodes

254: Wheels of Wisdom: A Father, Son, and a Love for Trucking

July 16, 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 son Jerome is already planning his trucking career. Fred, who started driving with Pepsi and transitioned to over-the-road trucking, discusses his career path and joining Oakley Trucking. Jerome, already knowledgeable in the industry, demonstrates an intense interest in trucking, using American Truck Simulator and already planning to start his own company in the future. The episode explores changes in the trucking industry, the importance of family values, understanding of trucking regulations, and truck models. Key takeaways include the evolving nature of trucking, the significance of mentorship even from parent to child, the potential for young, passionate individuals to innovate in the transportation industry, and so much more.

(more…)

253: Arkansas’ Great Outdoors: How the Wings Inspire Outdoor Adventure

July 9, 2025

This week on the Oakley Podcast, host Jeremy Kellett chats with Carlton & Leigh Wing, the Hosts & Founders of Wing Media Group and creators of the Arkansas Great Outdoors show. During the episode, Carlton & Leigh share their journey from broadcasting to media entrepreneurship. Leigh also shares her personal ties to trucking in the family and the appreciation everyone should have for truckers and their importance in keeping the country running. The Wings highlight Arkansas’s incredible natural resources, emphasizing the state’s diverse outdoor opportunities and the importance of getting people, especially youth, engaged with nature. Carlton also reveals his recent decision to step back from politics after serving in the House of Representatives for 10 years. Throughout the conversation, they stress the therapeutic benefits of outdoor experiences and the joy of discovering new activities like fishing, hiking, and exploring state parks. Don’t miss it!

(more…)

252: From Army Artillery to End Dump Trucking: Brian Carpenter’s Road to Success

July 2, 2025

This week on the Oakley Podcast, host Jeremy Kellett welcomes Brian Carpenter, one of our owner/operators at Oakley Trucking. During the episode, Brian, a 30-year veteran truck driver, shares his rich and diverse background. A former Army artillery soldier who transitioned from seminary school to trucking, Brian discusses the challenges of trucking, including navigating traffic and hauling complex loads like bauxite dirt, while emphasizing the importance of patience and safety. Beyond driving, Brian reveals his passions: riding his Harley, volunteering at a music theater, supporting a Christian country radio station, and maintaining a positive TikTok presence. With a pilot’s license and a love for old country music, Brian represents the multifaceted nature of professional truck drivers – dedicated professionals who are much more than just drivers. The episode highlights the personal stories, challenges, and diverse interests that define modern trucking professionals, offering listeners a nuanced and inspiring view of life on the road. Don’t miss it!

(more…)
ALL EPISODES

Blog Posts

Leave A Comment

  • This field is for validation purposes and should be left unchanged.
arrow-truck
COPYRIGHT © 2025 BRUCE OAKLEY, INC.