• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia
FinanceBankruptcy

Yellow paid executives $4.6 million in bonuses for bankruptcy wind-down as 30,000 employees became jobless

By
Jonathan Randles
Jonathan Randles
,
Amelia Pollard
and
Bloomberg
Bloomberg
Down Arrow Button Icon
September 14, 2023, 6:17 PM ET
Trailers sitting in a Yellow Corp. facility lot in July.
Trailers sitting in a Yellow Corp. facility lot in July.PATRICK T. FALLON/AFP via Getty Images

Just weeks before closing its doors and dismissing thousands of employees, Yellow Corp. doled out millions of dollars in bonuses to executives so they wouldn’t leave the trucking firm during its chaotic unraveling, court papers show.

Yellow paid bonuses totaling about $4.6 million to eight current and two former executives in the weeks before the company went bankrupt with plans to liquidate, according to corporate disclosures in Delaware bankruptcy court. The figure is higher than it would have been had Yellow managed to avoid a sudden bankruptcy filing, according to a person familiar with the matter.

Of the bonuses disbursed, nearly $2 million paid on July 14 were approved by Yellow’s board in June — when the company was in trouble, but before it was considering filing for bankruptcy, according to the person. Yellow’s public feud with a union representing much of its workforce escalated days later when a strike notice prompted the company’s customers to take their business elsewhere, Yellow has said.

The remaining bonuses paid on July 31 became necessary, then, as Yellow planned for a bankruptcy filing that would be used to repay creditors and wind down, according to the person, who asked not to be named discussing private deliberations. The company’s fleet of trailers, trucking terminals and other assets — all of which would need to be sold quickly and at the highest prices possible — had previously been valued at roughly $2.1 billion. A fire sale could seriously reduce the prices they fetched.

So-called retention bonuses are common in major restructurings, as they incentivize employees to stick around and help clean up failed firms. It’s less common to pay them prior to a bankruptcy filing when, as with Yellow, the company in question is shutting down for good.

The bonuses underscore an unintuitive logic that shows itself time and again when corporations fail: the executives who lead companies to bankruptcy are often the people best equipped to help repay their debts, if only because of the institutional knowledge they possess. Creditors, lower-level employees and even regulators frequently attack retention bonuses as unfair or unnecessary, but federal judges and restructuring advisers routinely find they help creditors hurt by bankruptcy recoup more than they otherwise would.

The July payments include a $1 million retention bonus to Yellow Chief Restructuring Officer Matthew Doheny, $1.08 million to Chief Operating Officer Darrel Harris and $625,000 to Chief Executive Officer Darren Hawkins, according to a company court filing.

Yellow also said it paid retention bonuses totaling roughly $249,000 to its former chief commercial officer and $23,000 to its former senior vice president of human resources. The company paid those bonuses because when it filed bankruptcy it explored the possibility of selling its logistics business as a going concern rather than shutting it down, the person said, but key lenders didn’t support that idea. The bonus payments were therefore used to offset severance payments totaling about $306,000 and $296,000, respectively, the person said.

Yellow didn’t return a message seeking comment. Doheny, Harris and Hawkins didn’t respond to LinkedIn messages seeking comment.

Sean O’Brien, general president of the International Brotherhood of Teamsters, said in a statement that the bonuses should be addressed by Congressional reforms “that workers in this country desperately need.” O’Brien criticized Yellow for making the payments while it skipped paying for employee benefits.

Congress in 2005 restricted companies from paying executive retention bonuses in Chapter 11, prompting companies to pay such awards before filing bankruptcy. There have been calls to curb such pre-bankruptcy bonuses in recent years. In 2021, the Government Accountability Office recommended that Congress require court oversight of executive retention bonuses after more than two hundred executives received around $165 million before their companies filed for bankruptcy.

Disputes over executive pay in bankruptcy court can become particularly heated when a labor union is involved, said Jared Ellias, a Harvard Law School professor who has researched Chapter 11 bonuses. “Given what’s gone on here, I can see why they paid out the bonuses before filing,” Ellias said by phone. Usually, they’re paid without controversy, with court permission, after a liquidation is complete, he said.

Yellow filed bankruptcy on August 6 with $1.2 billion in long-term debt, including a roughly $700 million US government pandemic rescue loan, debt the company said it expects to repay in-full. The shutdown will ultimately leave Yellow’s roughly 30,000 employees jobless, according to a prior company statement.

But the liquidation, now in full swing, has fostered heated competition from lenders and rival trucking companies that see value in Yellow’s assets. Lenders led by Apollo Global Management initially offered to finance the company’s wind-down, a proposal that was eventually supplanted by a better deal with Ken Griffin’s Citadel and hedge fund MFN Partners LP. Since then, Estes Express Lines and Old Dominion Freight Line Inc. have bid against each other for Yellow’s trucking terminals, with Estes most recently offering $1.525 billion.

The case is Yellow Corp. 23-11069, US Bankruptcy Court for the District of Delaware (Wilmington).

    Join us at the Fortune Workplace Innovation Summit May 19–20, 2026, in Atlanta. The next era of workplace innovation is here—and the old playbook is being rewritten. At this exclusive, high-energy event, the world’s most innovative leaders will convene to explore how AI, humanity, and strategy converge to redefine, again, the future of work. Register now.
    About the Authors
    By Jonathan Randles
    See full bioRight Arrow Button Icon
    By Amelia Pollard
    See full bioRight Arrow Button Icon
    By Bloomberg
    See full bioRight Arrow Button Icon

    Latest in Finance

    Finance
    Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
    By Fortune Editors
    October 20, 2025
    Finance
    Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
    By Fortune Editors
    October 20, 2025
    Finance
    Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
    By Fortune Editors
    October 20, 2025
    Finance
    Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
    By Fortune Editors
    October 20, 2025
    Finance
    Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
    By Fortune Editors
    October 20, 2025
    Finance
    Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
    By Fortune Editors
    October 20, 2025

    Most Popular

    Finance
    Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
    By Fortune Editors
    October 20, 2025
    Finance
    Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
    By Fortune Editors
    October 20, 2025
    Finance
    Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
    By Fortune Editors
    October 20, 2025
    Finance
    Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
    By Fortune Editors
    October 20, 2025
    Finance
    Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
    By Fortune Editors
    October 20, 2025
    Finance
    Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
    By Fortune Editors
    October 20, 2025
    Rankings
    • 100 Best Companies
    • Fortune 500
    • Global 500
    • Fortune 500 Europe
    • Most Powerful Women
    • Future 50
    • World’s Most Admired Companies
    • See All Rankings
    Sections
    • Finance
    • Leadership
    • Success
    • Tech
    • Asia
    • Europe
    • Environment
    • Fortune Crypto
    • Health
    • Retail
    • Lifestyle
    • Politics
    • Newsletters
    • Magazine
    • Features
    • Commentary
    • Mpw
    • CEO Initiative
    • Conferences
    • Personal Finance
    • Education
    Customer Support
    • Frequently Asked Questions
    • Customer Service Portal
    • Privacy Policy
    • Terms Of Use
    • Single Issues For Purchase
    • International Print
    Commercial Services
    • Advertising
    • Fortune Brand Studio
    • Fortune Analytics
    • Fortune Conferences
    • Business Development
    About Us
    • About Us
    • Editorial Calendar
    • Press Center
    • Work At Fortune
    • Diversity And Inclusion
    • Terms And Conditions
    • Site Map

    © 2025 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
    FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.


    Most Popular

    placeholder alt text
    Real Estate
    Mark Zuckerberg gifted noise-canceling headphones to his Palo Alto neighbors because of the nonstop construction around his 11 homes
    By Dave SmithDecember 25, 2025
    17 hours ago
    placeholder alt text
    Success
    Chinese billionaire who has fathered more than 100 children hopes to have dozens of U.S.-born boys to one day take over his business
    By Emma BurleighDecember 25, 2025
    18 hours ago
    placeholder alt text
    Personal Finance
    Trump turns government into giant debt collector with threat to garnish wages on millions of Americans in default on student loans
    By Annie Ma and The Associated PressDecember 24, 2025
    2 days ago
    placeholder alt text
    Economy
    Even if the Supreme Court rules Trump's global tariffs are illegal, refunds are unlikely because that would be 'very complicated,' Hassett says
    By Jason MaDecember 21, 2025
    4 days ago
    placeholder alt text
    Success
    Meet the millennial father of six who rebuilt his life through the trades—and questions America's obsession with college
    By Eva RoytburgDecember 24, 2025
    2 days ago
    placeholder alt text
    Retail
    Trump just declared Christmas Eve a national holiday. Here’s what’s open and closed
    By Dave SmithDecember 24, 2025
    2 days ago

    Latest in Finance

    CryptoWeb3
    The world’s leading blockchain-based taxi app is setting its sights on New York City
    By Angelica AngDecember 25, 2025
    3 hours ago
    InvestingCollectibles
    Logan Paul auctions off $5.3 million Pokémon card, urging young people to invest more in nontraditional assets: ‘Don’t be afraid to take a risk’
    By Sydney LakeDecember 25, 2025
    13 hours ago
    Mark Zuckerberg stands in a doorway
    Real EstateMark Zuckerberg
    Mark Zuckerberg gifted noise-canceling headphones to his Palo Alto neighbors because of the nonstop construction around his 11 homes
    By Dave SmithDecember 25, 2025
    17 hours ago
    Personal FinanceCertificates of Deposit (CDs)
    Best CD rates today, Dec. 25, 2025: Earn up to 4.18% APY if you lock in now
    By Glen Luke FlanaganDecember 25, 2025
    18 hours ago
    Personal FinanceSavings accounts
    Today’s best high-yield savings account rates on Dec. 25, 2025: Earn up to 5.00% APY
    By Glen Luke FlanaganDecember 25, 2025
    18 hours ago
    Baby in hospital
    SuccessBillionaires
    Chinese billionaire who has fathered more than 100 children hopes to have dozens of U.S.-born boys to one day take over his business
    By Emma BurleighDecember 25, 2025
    18 hours ago