Owner Operator Posters and Art Prints

Description: owner operator gotta operate to own blue mule white line fever working man trucker semi truck semi driver big rig transport

Description: In 1936, Dick Cantlay and Joe Tanzola's trucking company purchased Western Truck Lines which allowed them to move into dry freight and then 20 years later, the purchase of Gillette Motor Freight had them changing names to Western Gillette Motor Freight and reaching all the way to Chicago and serving 1,400 cities in between. By the ’70s, the company had over 2,000 employees operating out of 52 company terminals in 15 States and a fleet of over 1,000 trucks. Cash flow problems started to rear their heads and in 1976 the company was sold to Roadway, marking the untimely end of Western Gillette Motor Freight.

Description: B. J. And The Bear Billie Joe Mckay Greg Evigan Bear Owner-Operator Milwaukee-Wisconsin

Description: Pacific Intermountain Express (P.I.E) got their start in 1927 when the Lilenquest brothers began providing freight service in Idaho, running two Model A trucks between Pocatello to Idaho Falls. The company grew steadily, but P.I.E finally took shape after procuring three other firms and consolidating them in 1940. By 1946 P.I.E had 535 employees and was growing rapidly through ongoing acquisitions in the late 1940s and 1950s. In 1954, P.I.E became the largest hauler of petroleum products in the world. Service now extended from the west coast all the way to St. Louis and Chicago. By the mid 1960s, P.I.E extended service to the east coast through more acquisitions, giving them 67 terminals in 29 states.

Description: Roadway Express, Inc. was founded in Akron, Ohio in December 1930. While Roadway began with an owner-operator model and primarily focused on truckload shipments, but by the mid '40s, it had shifted entirely to company-owned vehicles and mostly to less-than-truckload (LTL) shipping. Roadway became a publicly traded company in 1956, and in subsequent years, it expanded across the United States and by 1982 was operating over 500 terminals nationwide. By 2003, Roadway Express was the largest LTL carrier in the US, and held that title until 2009 when they were purchased by a logistics holding company that would merge Roadway into their operations, ending Roadway's nearly 80 year legacy.

Description: When filling up the semi starts requiring more than a credit limit. This funny trucking design imagines a diesel station where fuel has gotten so expensive that the payment options now include cash, credit, and real estate—complete with the reassuring message: “Appraisals Available Inside.” Featuring a shocked truck driver, big rig, diesel pumps, and an impossible-to-miss roadside sign, this design turns the pain of filling a large fuel tank into an exaggerated piece of trucking and fuel-price humor. Perfect for truck drivers, owner-operators, diesel enthusiasts, transportation professionals, road warriors, and anyone who has watched the numbers on a fuel pump climb a little too quickly. Need diesel? Better bring your wallet—and maybe your

Description: When filling up the truck starts feeling suspiciously like a real estate transaction. This funny trucking design features a cheerful trucker handing over his house deed to a shocked gas station attendant in exchange for a full tank of diesel. With a big rig, diesel pump, and one very expensive trip to the gas station, it takes fuel-price humor to an absurd new level. Perfect for truck drivers, owner-operators, diesel enthusiasts, professional drivers, transportation workers, road warriors, and anyone who has looked at the fuel pump total and wondered whether they should have brought a down payment. Full tank. Empty wallet. House sold separately.

Description: Celebrate the dedicated lifestyle of professional truckers with this design. Perfect for long haul commercial drivers and owner operators who know the meaning of Early Starts Late Arrivals.

Description: This design is for professional truck drivers. It features the text "My Teacher Was Wrong I Do Get Paid To Stare Out The Window All Day" and makes a great for truckers, semi drivers, and long haul drivers who love their job.

Description: A bold and rugged trucking design featuring a powerful semi truck and vintage industrial poster styling. Designed for truck drivers, owner-operators, logistics professionals, and anyone who lives the trucking lifestyle. With distressed typography, heavy-duty chrome details, and a classic American hauling company aesthetic, this design celebrates the strength, dedication, and pride of life on the road.

Description: Roads Change Destinations Don't Vintage Trucking Est. 1978 design for truck drivers, semi truckers, long haul drivers, and diesel engine enthusiasts.

Description: Viking Freight System 1966

Description: A rugged collection of three vintage-inspired semi trucks featuring weathered paint, classic heavy-duty styling, chrome details, and old-school trucking character. This detailed big rig illustration is perfect for truck drivers, owner operators, diesel enthusiasts, long haul drivers, trucking fans, and anyone who appreciates classic semi trucks and life on the open road.

Description: Celebrate the trucker lifestyle with this bold tee featuring a detailed red semi-truck illustration centered under arched distressed white lettering with star accents flanking the bottom phrase. Perfect for truck drivers, diesel mechanics, owner-operators, and anyone whose paycheck is directly tied to miles on the road.

Description: Fraternal Association of Steel Haulers (FASH) 1967

Description: i dropped my load in a lot lizard

Description: A tongue-in-cheek sniper slogan about defending what's yours, with a tactical, marksmanship angle.

Description: This design represents the daily routine of a dedicated professional truck driver. Featuring the complete phrase Eat Sleep Drop Loads Repeat, it is perfect for truckers and long haul drivers who embrace the trucking lifestyle.

Description: Built for real truckers and diesel heads, this Jake Brake Junkies “FreightShaker” design features a slammed long nose semi with mirror-polished chrome, stainless grain trailer, and a bold red barn backdrop for that true American highway lifestyle. Perfect for CDL drivers, owner operators, diesel mechanics, freight haulers, farm truck fans, and anybody addicted to big rigs and loud jake brakes. This realistic trucking graphic captures the heavy haul culture with custom semi truck styling, shiny Alcoa wheels, and a clean show truck look made for truck meets, truck shows, fuel stops, and life on the road. Whether you drive a Freightliner, Peterbilt, Kenworth, or just love the trucking lifestyle, this design is made for true road warriors.

Description: I Drop Big Loads for proud professional truck drivers and big rig enthusiasts. Perfect for haulers, owner operators, and anyone in the trucking industry.

Description: Santa Trucking Co North Pole. This Christmas Holiday Design Is For Truckers, Truck Drivers, And Transportation Enthusiasts.

Description: Jake Brake Junkies is made for drivers who know trucking isn’t just a job—it’s a lifestyle. Featuring bold chrome lettering with electric baby-blue accents, this design delivers a clean, high-impact look inspired by big rigs, diesel culture, and life on the road. Perfect for truck drivers, owner operators, CDL drivers, diesel enthusiasts, long-haul truckers, local drivers, big rig fans, and trucking families. A strong choice for anyone who lives the trucker lifestyle and wants to represent Jake Brake Junkies on the road or off the clock. Looks especially sharp on T-shirts, hoodies, sweatshirts, stickers, phone cases, magnets, and other trucking gear.

Description: Western Gillette Motor Freight 1956

Description: Trucker Heartbeat for dedicated Truck Driver Life and Road enthusiasts. Perfect for professional Long Haul drivers and Big Rig operators.

Description: Celebrate the trucker lifestyle with this bold tee featuring a detailed red semi-truck illustration centered under arched distressed white lettering with star accents flanking the bottom phrase. Perfect for truck drivers, diesel mechanics, owner-operators, and anyone whose paycheck is directly tied to miles on the road.

Description: Celebrate the trucker lifestyle with this bold tee featuring a detailed red semi-truck illustration centered under arched distressed white lettering with star accents flanking the bottom phrase. Perfect for truck drivers, diesel mechanics, owner-operators, and anyone whose paycheck is directly tied to miles on the road.

Description: Celebrate the trucker lifestyle with this bold tee featuring a detailed red semi-truck illustration centered under arched distressed white lettering with star accents flanking the bottom phrase. Perfect for truck drivers, diesel mechanics, owner-operators, and anyone whose paycheck is directly tied to miles on the road.

Description: If your heart beats to the sound of a Jake brake, this design is for you. Featuring a classic long-nose red semi truck parked at a truck stop under the night sky, this artwork captures the pride, chrome, and lifestyle of America's highway legends. Designed for truck drivers, owner-operators, diesel enthusiasts, and fans of custom rigs, this bold graphic is perfect for anyone who lives for life on the open road. Whether you're hauling coast to coast, attending truck shows, or simply love classic big rigs, this Jake Brake Junkies design makes a statement. Perfect for: Semi truck drivers Owner operators Diesel enthusiasts Peterbilt fans Long hood lovers Truck show attendees CDL drivers Truck stop culture Chrome lovers Big rig collectors

Description: Hit the road in style with this bold Jake Brake Junkies design featuring a slammed chromed out, white Pete with glowing purple lights, and a nice skyline backdrop. Perfect for diesel lovers, long haul truckers, owner operators, CDL drivers, and anybody living the trucking lifestyle. This high-detail graphic brings together chrome, custom rigs, highway culture, and night city vibes for the ultimate trucking apparel design.

Description: this Jake Brake Junkies design is straight diesel culture. Featuring a slammed Peterbilt 379 with clean chrome, big stance energy, and that old-school truck stop vibe, this piece represents what real trucking is all about. “Real Truckers Ride Loud” isn’t just a slogan — it’s a lifestyle. From Jake brake echoes to late-night runs, this design speaks to drivers, owner-operators, and anyone who respects the grind behind the wheel. Perfect for: Truck drivers & CDL holders Owner-operators & fleet hustlers Diesel lovers & big rig fans Old school trucking culture supporters

Description: Boy Loves Riding Mower Grass Cutter Hobbyist

Description: Celebrate the daily grind of the road with this design for truck drivers. Perfect for commercial drivers and big rig truckers who live the trucking life. Features the saying Eat Sleep Drop Loads Repeat.

Description: Tony's Express Inc. 1954

Description: American Trucker Skull Big Rig Flag. Ideal for patriotic truck drivers, long haul truckers, and owner operators. Represents the US trucking industry and American freedom.

Description: Associated Transport 1941

Description: Flight Was Never An Option. Tactical Penguin Design For Military Veterans, Gun Owners, And Tactical Enthusiasts.