• 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
Fortune Secondary Logo
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • World's Most Admired Companies
  • See All Rankings
  • Lists Calendar
Sections
  • Finance
  • Fortune Crypto
  • Features
  • Leadership
  • Health
  • Commentary
  • Success
  • Retail
  • Mpw
  • Tech
  • Lifestyle
  • CEO Initiative
  • Asia
  • Politics
  • Conferences
  • Europe
  • Newsletters
  • Personal Finance
  • Environment
  • Magazine
  • 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
  • Group Subscriptions
About Us
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in Finance

Moreno gestures with his hand
PoliticsU.S. Senate
A ‘no-brainer’: Senate unanimously bans members and staff from using prediction markets
By Mary Clare Jalonick and The Associated PressApril 30, 2026
2 hours ago
Kevin Warsh, nominee for chairman of the Federal Reserve.
BankingFederal Reserve
Former Fed economist raises alarm on Warsh after historically partisan vote: ‘this is not normal is going to be a theme’
By Eva RoytburgApril 30, 2026
2 hours ago
A banner depicting portraits of Iran's late Supreme Leader Ayatollah Ali Khamenei and Ayatollah Mojtaba Khamenei
PoliticsIran
Iranian supreme leader says the only place Americans belong in the Gulf is ‘at the bottom of its waters’
By Jon Gambrell, Aamer Madhani and The Associated PressApril 30, 2026
2 hours ago
Wind energy CEO says company ‘must adapt’ as Trump offers $2 billion to kill offshore wind projects
EnergyU.S. Politics
Wind energy CEO says company ‘must adapt’ as Trump offers $2 billion to kill offshore wind projects
By Marco Quiroz-GutierrezApril 30, 2026
4 hours ago
Lithium battery facility
North AmericaChina
China dominates the world’s lithium supply. The U.S. just found 328 years’ worth in its own backyard
By Jake AngeloApril 30, 2026
5 hours ago
Heavy smoke from the Highway 82 Fire in Georgia.
Environmentwildfires
Record heat, zero rain, millions of acres lost: Experts warn wildfires are now America’s problem to survive
By Tristan BoveApril 30, 2026
5 hours ago

Most Popular

Apple cofounder Ronald Wayne—whose stake would be worth up to $400 billion had he not sold it in 1976—says that at 91, he has no regrets
Success
Apple cofounder Ronald Wayne—whose stake would be worth up to $400 billion had he not sold it in 1976—says that at 91, he has no regrets
By Preston ForeApril 27, 2026
3 days ago
Google Cloud revenue is now 18% of Alphabet's business. Is this the beginning of the end of Google's search identity?
Big Tech
Google Cloud revenue is now 18% of Alphabet's business. Is this the beginning of the end of Google's search identity?
By Alexei OreskovicApril 29, 2026
21 hours ago
‘They left me no choice’: Powell isn’t going anywhere—blocking Trump from another Fed appointee
Banking
‘They left me no choice’: Powell isn’t going anywhere—blocking Trump from another Fed appointee
By Eva RoytburgApril 29, 2026
1 day ago
Jamie Dimon gets candid about national debt: ‘There will be a bond crisis, and then we’ll have to deal with it’
Economy
Jamie Dimon gets candid about national debt: ‘There will be a bond crisis, and then we’ll have to deal with it’
By Eleanor PringleApril 29, 2026
1 day ago
‘The cost of compute is far beyond the costs of the employees’: Nvidia executive says right now AI is more expensive than paying human workers
AI
‘The cost of compute is far beyond the costs of the employees’: Nvidia executive says right now AI is more expensive than paying human workers
By Sasha RogelbergApril 28, 2026
3 days ago
With no end in sight, Trump considers new options in Iran war—including the ‘Dark Eagle’ hypersonic missile
Big Tech
With no end in sight, Trump considers new options in Iran war—including the ‘Dark Eagle’ hypersonic missile
By Jim EdwardsApril 30, 2026
13 hours 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.