• 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

Latest in Finance

An elderly man prepares ingredients, grating carrots on a plate in a home setting, emphasizing independence and routine.
North Americaaging
More Americans will die than be born in 2030, CBO predicts—leaving immigrants as the only source of population growth
By Eva RoytburgJanuary 7, 2026
1 day ago
Delta plane flying
North AmericaAir Travel
These are the 10 most on-time airlines in the world, and only one American company made the cut
By Jacqueline MunisJanuary 7, 2026
1 day ago
corner office
Future of WorkJobs
AI layoffs are looking more and more like corporate fiction that’s masking a darker reality, Oxford Economics suggests
By Nick LichtenbergJanuary 7, 2026
1 day ago
Real EstateHousing
Trump threatens to ban Wall Street from buying the house next door, saying ‘American Dream is increasingly out of reach for far too many people’
By Nick LichtenbergJanuary 7, 2026
1 day ago
trump
Economynational debt
The $38 trillion national debt is one thing 82% of Americans agree on: ‘Voters are understandably concerned,’ watchdog says
By Nick LichtenbergJanuary 7, 2026
1 day ago
Real EstateHousing
Americans missed out on a ‘once-in-a-lifetime’ chance to buy a house—the 3 shifts it would take to make housing affordable are ‘very unlikely’
By Sydney LakeJanuary 7, 2026
1 day ago

Most Popular

placeholder alt text
Law
Amazon is cutting checks to millions of customers as part of a $2.5 billion FTC settlement. Here's who qualifies and how to get paid
By Sydney LakeJanuary 6, 2026
2 days ago
placeholder alt text
Future of Work
AI layoffs are looking more and more like corporate fiction that's masking a darker reality, Oxford Economics suggests
By Nick LichtenbergJanuary 7, 2026
1 day ago
placeholder alt text
Economy
Mark Cuban on the $38 trillion national debt and the absurdity of U.S. healthcare: we wouldn't pay for potato chips like this
By Nick LichtenbergJanuary 6, 2026
2 days ago
placeholder alt text
Future of Work
'Employers are increasingly turning to degree and GPA' in hiring: Recruiters retreat from ‘talent is everywhere,’ double down on top colleges
By Jake AngeloJanuary 6, 2026
2 days ago
placeholder alt text
Success
Diary of a CEO founder says he hired someone with 'zero' work experience because she 'thanked the security guard by name' before the interview
By Emma BurleighJanuary 8, 2026
8 hours ago
placeholder alt text
Personal Finance
Current price of silver as of Wednesday, January 7, 2026
By Joseph HostetlerJanuary 7, 2026
1 day ago

© 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.