Labor Day Holds New Meaning in Summer of Union Challenges for Trucking
Remember the "labor" behind Labor Day. The summer of 2023 has seen ongoing disputes between labor unions and transportation companies, but those differences are nothing new. The first Labor Day parade in 1882 was actually a workers' strike.

The summer of 2023 has been full of disputes between unions and transportation companies.
Source: Canva/HDT
Ah, Labor Day. Unofficial end of the summer. Time to enjoy a day off of work with some barbecue, boating, or maybe the beach.
We may take having this day off for granted, but the first Labor Day "parade," in 1882, was actually a one-day strike for many workers, according to the New York Times. Labor unions and activists were pressing for the Labor Day holiday to provide recognition of both the contributions and the mistreatment of workers at the time.
In the late 1800s, many Americans — children included — worked 12 hours a day, seven days a week, often in physically demanding, low-paying jobs, in harsh and unsafe conditions.
Labor Day Origin
Labor Day became a national holiday in 1894, during the crisis of the Pullman strike, which severely disrupted rail traffic in the Midwest. Tens of thousands of workers walked off the job. Angry crowds clashed with federal troops brought in to break the strike. A New York Times article reported from Chicago of a “pitched battle between the regulars and the mob” that had been overturning railcars.
Today’s labor actions have the potential to snarl transportation and goods movement just as much as that “great rail strike” of 1894. Instead of bayonets, bullets, and blood, however, the conflict is carried out in courtrooms, at the negotiating table, and in the media.
This summer saw high-profile strike threats at two of the country’s largest carriers.
Yellow and the Teamsters
Less-than-truckload giant Yellow is blaming the Teamsters union for the company being forced to file for bankruptcy in early August. The union had agreed to concessions in the past to help keep Yellow afloat, but this time said it had had enough.
“Following years of worker give backs, federal loans, and other bailouts, this deadbeat company has only itself to blame for being in this embarrassing position,” Teamsters General President Sean O'Brien said in a statement.
In mid-July, just two weeks before the company shut down, the Teamsters threatened to strike after Yellow missed healthcare and pension payments.
A last-minute deal was struck to avoid a strike, but just the threat of the walkout pushed some shippers to start moving freight to other carriers. That didn't exactly help Yellow’s financial situation. It ceased operations at the end of July — the largest shutdown of a U.S. trucking company since Consolidated Freightways in 2002.
UPS and the Teamsters
At the same time, United Parcel Service was facing a potential walkout by more than 325,000 union members, their five-year contract due to expire at the end of July. There were predictions that a strike would harm not only UPS, but also the economy.
UPS and The Teamsters came to an agreement days before the contract was up. Some of the issues at stake were part-time pay, being forced to work a sixth day of the week, as well as working conditions for delivery drivers suffering in deadly heat waves.
This summer we’ve also seen Hollywood actors and writers go on strike, and the United Auto Workers union is taking a tough stance in its negotiations with Ford, GM, and Stellantis. Workers in a range of industries say they are tired of corporate greed, of CEOs making hundreds of times more than the average worker as companies rake in the profits.
Do unions sometimes go too far? You bet. Just look at the Teamsters’ efforts to address the problem of abuse of independent contractor status by essentially banning the business arrangement altogether, with California’s AB5.
Most trucking companies aren’t unionized. And given it’s an industry of mostly small companies, it’s doubtful that the gap in pay between workers and CEOs is as much as some of those reported among the nation’s largest corporations.
But the issues affecting union workers often affect their non-union counterparts, as well. Is pay keeping up with inflation? Are there problems with working conditions? Do workers feel like their contribution to the company is valued, that they’re sharing in its success?
As we’re enjoying the sunshine and barbecue, let’s give some thought to the “labor” behind Labor Day.
More Drivers

Trump Administration Looks to Put More Veterans Behind the Wheel
The Freedom Haulers program pulls together existing and expanded programs at several federal agencies to recruit veterans to drive commercial heavy-duty trucks and cut the red tape for them to get a CDL, training, and employment.
Read More →
Putting Mack’s Command Steer to the Test
A test drive of Mack’s Command Steer active steering system evaluates how it can make truck driving easier and less tiring.
Read More →
Competition Heating Up for Truck Drivers
New report reveals rising driver hiring costs, the return of sign-on bonuses, growing AI advantages, and the operational factors shaping driver retention.
Read More →
How Fraley & Schilling Improved Logbook Compliance by Over 50%
Fraley & Schilling needed a way to close a compliance workflow gap in its ELD system without adding more work from driver training, reminders, and back-office follow-ups. It found the answer in a custom driver app.
Read More →
Volvo Goes Gaming
Volvo has roared into American Truck Simulator with two new flagship trucks.
Read More →
What the Best Fleets to Drive For Teach About Driver Retention
Survey fatigue, AI-powered routing, owner-operator expectations, and the decline of social media all emerged as themes from this year's Best Fleets to Drive For program.
Read More →
Driver Retention Lessons From the Best Fleets to Drive For
What separates trucking's best workplaces from the rest? Jane Jazrawy shares the biggest lessons from this year's Best Fleets to Drive For program on driver retention, communication, AI, and workforce trends on the HDT Talks Trucking podcast.
Read More →
Farewell, CDL: Why I'm Giving Up My Commercial Driver's License
After more than 20 years as a CDL holder, HDT Executive Editor Jack Roberts is letting his commercial license expire. Not because he wants to — but because trucking's nuclear verdict crisis has made the risks of public-road test drives too great for editors, manufacturers, and everyone involved.
Read More →How Top Trucking Fleets Improve Driver Retention [Video]
What do healthy snacks, optimized routing, and just picking up the phone have in common? They're all strategies the Best Fleets to Drive For are using to retain truck drivers.
Read More →
Trucker Path Adds Verisk CargoNet Theft Data to Navigation Platform
Trucker Path’s new cargo theft risk overlays give drivers and fleets visibility into high-risk areas, stolen commodity trends, and theft hotspots.
Read More →
