Dennis Sikorski’s Peterbilt Cabover Earns Trucker’s Choice at Walcott Truckers Jamboree

Dennis Sikorski's 1995 Peterbilt 362 cabover earned the Trucker's Choice Award at the 48th Annual Walcott Truckers Jamboree, where drivers and owners were recognized across more than 30 competition categories.

Dennis Sikorski of Bancroft, Wisconsin, earned the Trucker’s Choice Award at the 48th Annual Walcott Truckers Jamboree with his blue 1995 Peterbilt 362 cabover and matching 2007 Great Dane reefer trailer, Old School & Flat Broke.

The Trucker’s Choice Award is selected by fellow competitors, making it one of the event’s most respected honors. Sikorski also earned first place in the Custom Paint: Combination category with the same truck and trailer combination.

More Than 30 Categories Recognized

The annual awards ceremony recognized drivers and owners across more than 30 categories, honoring everything from working trucks and show trucks to custom paint, graphics, interiors, lighting, and specialty vehicles.

The competition featured a broad mix of equipment, including classic cabovers, restored conventionals, owner-operator trucks, company trucks, and specialty vehicles from across the United States and Canada.

Multiple Exhibitors Collected Top Awards

Several competitors earned multiple awards during this year’s competition.

Dawson and Bobbie Taylor of Cameron, North Carolina, with Roll of the Dice, a 2020 Freightliner Cascadia:

  • 1st Place: Working Truck: 2022–2016 Bobtail Conventional
  • 1st Place: Custom Graphics: Bobtail
  • 1st Place: Interior/OEM Sleeper: Bobtail
  • 2nd Place: Lights at Night/Bobtail: Theme

Michael and Jackie Wallace of Ashville, Alabama, with Semper Fi, a 2007 Freightliner Coronado and 2014 Great Dane van trailer:

  • 1st Place: Working Truck: 2011–2003 Combination
  • 1st Place: Lights at Night/Combination: Theme
  • 1st Place: Lights at Night/Combination: Overall Presentation
  • 2nd Place: Interior/Custom Sleeper
  • 3rd Place: Custom Graphics: Combination

Daniel and Phyllis Snow of Harrison, Arkansas, with The Goose, a 1996 Freightliner Classic XL and 2006 Utility van trailer:

  • Best Overall Theme
  • 1st Place: Working Truck: 2002 & Older Combination
  • 1st Place: Interior/Custom Sleeper
  • 1st Place: Lights at Night/Combination: Most Unique
  • 3rd Place: Lights at Night/Combination: Overall Presentation

Additional First Place Winners

Other first-place winners from the Working Truck divisions included:

  • Working Truck: Cabover — Matt Schleuger of Wesley, Iowa, with Not Daddy’s Money, a 1993 Kenworth K100E.
  • Working Truck: Company Truck/Bobtail — Corey Prangnell of Lethbridge, Alberta, with a 2026 Freightliner Cascadia.
  • Working Truck: Company Truck/Combination — Luke Oligschlaeger of Meta, Missouri, with a 2025 Kenworth W900.
  • Working Truck: 2026–2021 Combination — Ken Oligschlaeger of St. Elizabeth, Missouri, with a 2025 Kenworth W900 and 2025 Great Dane trailer.

Celebrating Another Year of Trucking Excellence

From working trucks that spend their days on the road to meticulously restored classics and custom-built show trucks, the Walcott Truckers Jamboree once again highlighted the craftsmanship and pride that drivers and owners bring to the industry. With competitors recognized across more than 30 award categories, the annual event continues to be one of trucking’s best-known celebrations of trucks and the people behind them.

The TDUSA editorial team creates practical, driver-focused content covering trucking news, industry updates, safety, regulations, and career information for professional truck drivers across the United States. Each article is built to reflect real-world experience, industry developments, and information drivers can use on and off the road.

Last Updated: July 17, 2026

Source: The Trucker 

Image Source: Linda Garner Bunch, The Trucker