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

How Yahoo might get away

By
Jon Fortt
Jon Fortt
Down Arrow Button Icon
By
Jon Fortt
Jon Fortt
Down Arrow Button Icon
February 7, 2008, 3:00 AM ET

Microsoft’s $40 billion bid would be hard to refuse, but there are escape routes.

Yahoo co-founder and CEO Jerry Yang spurned Microsoft’s advances more than a year ago, and insiders say he’s now exploring ways to evade the hostile bid. Courtesy of Yahoo.
Yahoo stock spiked after Microsoft’s bid, reclaiming levels it last saw in November when investors were more optimistic.
Microsoft stock has slipped to September levels as investors express concern about its hostile bid of more than $40 billion for Yahoo.

Since Microsoft bid more than $40 billion for Yahoo last week, the Internet pioneer’s future has been very much up in the air. Many observers seem to think Microsoft will win its prize, given the truckload of cash it’s offering — but others aren’t so sure. In fact, there are ways that Yahoo might get away.

If Yahoo co-founder and CEO Jerry Yang is to wiggle his company free of Microsoft’s clutches, he’ll have to:

a) Find a white knight willing to top Microsoft’s bid.

b) Outsource search to Google; or

c) Break off bits of the company to boost the stock price.

None of these options looks like a strong possibility. Here’s why.

For those who like the idea of Yahoo controlling its destiny, there’s a certain appeal to the white knight scenario — at least Yahoo gets to pick its suitor rather than submit to a shotgun wedding. But the problem here is that Yahoo’s carries an expensive dowry, and the companies that can afford it probably won’t pay.

Traditional media companies like Time Warner or Disney would be a natural fit, but they can’t afford Yahoo. Many of them already have plenty of debt, a paucity of cash, and the legacy of the AOL/Time Warner deal to remind them (and investors) how badly these old media-new media deals can go. The one company that might have had the credibility to make such a bid is News Corp. , but CEO Rupert Murdoch has already ruled that out.

Then there are the tech companies like Hewlett-Packard , Cisco and Apple , which, like Microsoft, could possibly afford to acquire Yahoo with a combination of cash, debt and stock. But why would they? Buying Yahoo means taking on Google, and that’s something most big Silicon Valley companies would just as soon avoid. Just look at Apple — Google’s maps are among the most popular pieces of software on the iPhone, and Steve Jobs has said his engineers love working with Google. Why mess with a good thing?

And what about the idea that a sovereign wealth fund could get into the mix? Overseas investors have been on a spending spree lately, taking advantage of the plummeting dollar. Last May, China’s fund put $3 billion into Blackstone Group ; in November Abu Dhabi put $622 million into Advanced Micro Devices and $7.5 billion into Citigroup . But those numbers are still far short of Microsoft’s $40 billion offer.

Inking a search deal with Google would be another way for Yahoo to potentially evade Microsoft. “We believe the probability of this (25%) is greater than financial markets realize,” Citigroup analyst Mark Mahaney wrote in a research note. He said the move could boost Yahoo’s cash flow by as much as 25 percent — a move that would certainly cheer shareholders.

Strategically, though, such a deal with Google could marginalize Yahoo, making it more of a media company than a technology company. Yahoo management has worked to avoid that fate over the past few years, making clear that their goal was to take on Google in search and even spread its own search technology to other sites such as WebMD . Outsourcing search ads would also hurt Yahoo’s display ad business, which competes directly with Google. Without a search ad business, Yahoo could no longer claim to be a one-stop shop for online advertising.

Which is a reason why it might not make sense for Yahoo to break itself up and sell off some of the pieces, another strategy some have suggested to keep the company independent. Unlike Microsoft, which is a collection of mostly separate businesses that make Windows, Office, Xbox and MSN, Yahoo has one core business: selling ads on Yahoo search and content pages. That doesn’t leave much room for spinoffs.

“I can’t see them breaking out their assets — I don’t think that would make any sense,” said John Byrne, analyst with Technology Business Research. “One breakup scenario would be to have them sell off their content sites — news, sports, e-mail, IM etc. and keep their ad platform. But in order to have a workable ad platform, you need to have content sites on which to place ads.” Of course, that would also mean abandoning the freewheeling online culture that has long defined the company.

Some pieces would be easier to break off. Yahoo Japan, in which Yahoo has a 33 percent stake, is up nearly 10 percent on news of Microsoft’s takeover bid — a Sanford Bernstein analyst says selling that and its stake in Chinese search engine Alibaba could net nearly $18 billion. But beyond that, it’s tough to see what Yahoo could auction off that would unlock shareholder value.

In the end, Yahoo’s most effective evasive maneuver might be to drag the process out as long as possible. Why? Microsoft’s stock has dropped more than 10 percent since it announced its hostile bid — a development that both decreases the value of its offer and irks any Microsoft shareholders who are skeptical of the deal. That’s why you can be sure that Microsoft won’t give Yahoo board members long to ponder their escape options before the software giant moves to take the deal directly to Yahoo shareholders.

Michal Lev-Ram contributed to this report

About the Author
By Jon Fortt
See full bioRight Arrow Button Icon

Latest in

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

Our testers trying out a Nectar mattress.
Healthmattresses
Early Memorial Day Mattress sales of 2026: The Best Brands and Deals
By Christina SnyderMay 11, 2026
2 minutes ago
Shark Tank’s Kevin O’Leary wants to build a massive $100 billion data center in rural Utah. Residents are revolting
AIData centers
Shark Tank’s Kevin O’Leary wants to build a massive $100 billion data center in rural Utah. Residents are revolting
By Marco Quiroz-GutierrezMay 11, 2026
19 minutes ago
Santa Clara County is suing Meta over allegations it profited from scam advertisements that particularly targeted seniors and families
LawMeta
Santa Clara County is suing Meta over allegations it profited from scam advertisements that particularly targeted seniors and families
By Catherina GioinoMay 11, 2026
34 minutes ago
India’s Gen Z turned Diet Coke into a status symbol. A can shortage just made it a luxury
Asiadiet coke
India’s Gen Z turned Diet Coke into a status symbol. A can shortage just made it a luxury
By Brendan Cosgrove and Morning BrewMay 11, 2026
56 minutes ago
baby
LawParenting
Congratulations! If you named your kid Olivia or Liam, you’re officially basic
By Fatima Hussein and The Associated PressMay 11, 2026
1 hour ago
todd
LawAntitrust
Biden’s DOJ sued a data company, accusing it of helping Big Meat fix prices. Trump’s DOJ is about to settle
By Alanna Durkin Richer and The Associated PressMay 11, 2026
1 hour ago

Most Popular

‘This is the way’: Elon Musk endorses Warren Buffett’s famed 5-minute plan to fix the national debt
Economy
‘This is the way’: Elon Musk endorses Warren Buffett’s famed 5-minute plan to fix the national debt
By Jacqueline MunisMay 10, 2026
1 day ago
OpenAI CEO Sam Altman says Gen Z and millennials are using ChatGPT like a 'life advisor'—but college students might be one step ahead
Tech
OpenAI CEO Sam Altman says Gen Z and millennials are using ChatGPT like a 'life advisor'—but college students might be one step ahead
By Sydney LakeMay 10, 2026
1 day ago
Red flag test: former CEO explains why he rejects job candidates who say they can start right away
Success
Red flag test: former CEO explains why he rejects job candidates who say they can start right away
By Orianna Rosa RoyleMay 9, 2026
2 days ago
'Employers are increasingly turning to degree and GPA' in hiring: Recruiters retreat from ‘talent is everywhere,’ double down on top colleges
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 AngeloMay 9, 2026
2 days ago
Trump thinks he's flying to Beijing with leverage. China spent 6 years making sure he doesn't have any
Commentary
Trump thinks he's flying to Beijing with leverage. China spent 6 years making sure he doesn't have any
By Steve H. HankeMay 10, 2026
1 day ago
Ted Cruz says the quiet part out loud: Trump accounts are Social Security personal accounts as GOP senator reveals 'dirty little secret'
Politics
Ted Cruz says the quiet part out loud: Trump accounts are Social Security personal accounts as GOP senator reveals 'dirty little secret'
By Jason MaMay 9, 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.