• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia
FinanceWall Street

The dumbest deals of 2014

By
Stephen Gandel
Stephen Gandel
Down Arrow Button Icon
By
Stephen Gandel
Stephen Gandel
Down Arrow Button Icon
December 30, 2014, 5:00 AM ET
Tim Hortons Merges with Burger King
TORONTO, ON - JULY 27: Tim Horton's and Burger King are set to merge. Photos of several outlets as well as their products for file stories. August 27, 2014 (Richard Lautens/Toronto Star via Getty Images)Photograph by Getty Images

It was a year of big deals. Alibaba (BABA) raised $25 billion, making it the biggest IPO in history. Comcast (CMCSA) agreed to pay $45 billion to buy Time Warner Cable (TWC), only to be outdone a few months later when AT&T (T) said it would acquire DirecTV (DTC) for $48.5 billion. Globally, M&A easily topped $3 trillion for the year. With that many deals, it’s hard to avoid a few foolish ones. Here are our picks for the worst deals of 2014.

Burger King buys Tim Horton

In August, U.S. fast-food giant Burger King struck a deal to buy Canada doughnut chain Tim Hortons and relocate north of the border. The deal added fuel to the controversy surrounding so-called inversion transactions, where U.S. companies buy smaller rivals in order to relocate overseas and avoid U.S. taxes.

Burger King executives denied that lower taxes was the motivation for the deal. They said Burger King already paid a lower than average tax rate, meaning it was pretty good at avoiding Uncle Sam right where it was. So there.

Warren Buffett, who is helping to finance the deal, also said the deal was not about taxes. But come on. What is the deal about then? The synergies between selling doughnuts and burgers, especially between two chains that have very strong brand names, seems farfetched. And quickly after the deal was announced, Burger King executives confirmed there would be no doughnut burgers. So the acquisition may not be about taxes; it could just be plain dumb.

MOL Global

Ganesh Kumar Bangah (R), head of Malaysian company MOL Global

2014 featured several hot IPOs. MOL Global (MOLG) was not one of them. The company said it was the largest processor of online payments in Southeast Asia, and that its prospects were bright. Investors disagreed.

In the the worst debut for an IPO in over a decade,MOL's shares dropped 35%. In November, one month later, the company's chief financial officer, who had only joined MOL in August, quit.

The company has yet to release its financial statements. In all, the stock has dropped 80% since its IPO. Shareholders have since sued the company, arguing that it overstated its sales, profits, and its business prospects.

Facebook buys WhatsApp

The past year saw its share of unbelievable valuations of young tech companies with little revenue and little or no profits. But Facebook's deal for WhatsApp was perhaps the biggest head scratcher.

In February, Facebook (FB) announced that it would purchase the messaging service in a deal that, by the time it was closed, was worth nearly $22 billion.

$22 billion! For a company that generated just $10 million in revenues in 2013. Worse, WhatsApp had nearly $150 million in expenses that year, meaning it spent $15 for every dollar it brought in. Not a great business model.

Defenders of the deal said that WhatsApp had 450 million users. That means it was able to generate a whole $0.02 in sales for every user it signed up a year. That's totally worth $22 billion.

Google sells Motorola, loses billions

An employee holds the box of a Motorola Solutions Inc. Moto X smartphone at the Flextronics International Ltd. factory in Fort Worth, Texas, U.S., on Tuesday, Sept. 10, 2013.

Google still can't admit that its 2011 acquisition of Motorola's cell phone business was a bust, but do the math. Google (GOOG) paid $12.5 billion for the once-dominant cell phone brand. Three years later, in January 2014, Google sold the division, minus some patents, to Lenovo for $2.9 billion. So that's a lot less.

Google defenders say that was the plan all along, to get Motorola patents for Google's Android business, and sell off the rest. But that's revisionist history. Google spent three years and billions trying to turn around Motorola, and it failed. Its own phone was never a hit. And the patents appear to be a lot less valuable than Google thought. The Lenovo deal will stop the bleeding, but it won't change the fact that Google did a dumb deal.

Darden's Red Lobster 'giveaway'

Red Lobster

Darden executives sold Red Lobster to get its critics off their backs. Instead, the deal got the restaurant company's CEO and entire board fired. Activist investor Jeff Smith said that if you subtract the value of Red Lobster's real estate, it's clear that Darden (DRI) basically gave the chain away. Others said the deal was an insult to shareholders. "Who knew lobsters had middle fingers," wrote one analyst.

It later emerged that Darden's executives had painted a rosy picture of Red Lobster's prospects for bondholders while it talked down the value of the chain to defend the deal. In early October, Smith won a proxy battle with the company. He quickly delivered Darden's management his order to go.

Energy Future Holdings files the biggest bankruptcy ever

TXU headquarters in downtown Dallas.

The largest leveraged buyout ever turned into one of the largest bankruptcies ever. In April, Energy Future Holdings (EFH), formerly TXU, filed for Chapter 11. In 2007, Goldman Sachs, KKR, and TPG banded together to buy out the giant Texas utility. The deal added to the company's enormous amount of debt, which reached $40 billion at the time of its bankruptcy.

It wasn't only the debt that did the deal in. It also turned out to be a lousy bet on natural gas prices, which, due to new extraction technologies like fracking, plummeted.

Warren Buffett, who lost $900 million on the deal, wrote to his investors last year, "Most of you have never heard of Energy Future Holdings. Consider yourselves lucky; I certainly wish I hadn’t.”

About the Author
By Stephen Gandel
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
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Most Popular

placeholder alt text
North America
'I meant what I said in Davos': Carney says he really is planning a Canada split with the U.S. along with 12 new trade deals
By Rob Gillies and The Associated PressJanuary 28, 2026
15 hours ago
placeholder alt text
C-Suite
Fortune 500 CEOs are no longer giving employees an A for effort. Now they want proof of impact
By Claire ZillmanJanuary 28, 2026
22 hours ago
placeholder alt text
Commentary
Yes, you're getting a bigger tax refund. Your kids won't thank you for the $3 trillion it's adding to the deficit
By Daniel BunnJanuary 26, 2026
3 days ago
placeholder alt text
Real Estate
Ryan Serhant thinks the American Dream was just a 'slogan created by banks,' but it was really about FDR, the Great Depression, and an economic crisis
By Sydney Lake and Nick LichtenbergJanuary 26, 2026
2 days ago
placeholder alt text
Personal Finance
Current price of silver as of Tuesday, January 27, 2026
By Joseph HostetlerJanuary 27, 2026
2 days ago
placeholder alt text
Success
As AI wipes out desk jobs, Citigroup CEO Jane Fraser says the company is training 175,000 employees to ‘reinvent themselves’ before their roles change forever
By Emma BurleighJanuary 27, 2026
2 days ago

© 2026 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.


Latest in Finance

Big TechTesla
Tesla reveals $2 billion investment in Elon Musk’s xAI and officially kills the Model S and Model X
By Jessica MathewsJanuary 28, 2026
4 hours ago
Bald man with glasses and black shirt.
Big TechFortune 500
Microsoft demand backlog doubles to $625 billion thanks to OpenAI, but hefty spending and slower revenue growth spook investors
By Amanda GerutJanuary 28, 2026
5 hours ago
BankingDonald Trump
JPMorgan, BofA will match the $1,000 ‘Trump Accounts’ for employees’ children. Here’s how to open an account
By Sydney LakeJanuary 28, 2026
7 hours ago
Mark Zuckerberg, chief executive officer of Meta Platforms Inc
AIMeta
Meta beats on Q4 revenue as Mark Zuckerberg predicts a ‘major AI acceleration’ in 2026—with up to $135 billion in capex spending to match
By Sharon GoldmanJanuary 28, 2026
8 hours ago
The company logo is displayed on a building in the Archer Daniels Midland (ADM) complex in Decatur, Illinois.
LawFinance
More than 30 years after fraud at Archer Daniels Midland inspired a Matt Damon film, the company was hit with a $40M fine in a price-fixing probe
By Sheryl EstradaJanuary 28, 2026
8 hours ago
Lebron James holds the U.S. flag and waves on a boat.
SuccessOlympics
Every U.S. Olympian is going home with $200,000, whether they medal or not, thanks to a billionaire’s $100 million gift
By Jacqueline MunisJanuary 28, 2026
8 hours ago