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

Trendingnow

1

Gen Z fled San Francisco for Texas and Florida. Now they’re turning ‘welcomer cities’ into the next big tech towns

2

Melinda French Gates' advice to new IPO millionaires: 'Give half your money away'

3

Trump expects to sign a deal with Iran on Sunday, but Tehran may want to avoid giving him a gift on his birthday

1

Gen Z fled San Francisco for Texas and Florida. Now they’re turning ‘welcomer cities’ into the next big tech towns

2

Melinda French Gates' advice to new IPO millionaires: 'Give half your money away'

3

Trump expects to sign a deal with Iran on Sunday, but Tehran may want to avoid giving him a gift on his birthday

Skype: See no vesting, hear no vesting

By
Dan Primack
Dan Primack
Down Arrow Button Icon
By
Dan Primack
Dan Primack
Down Arrow Button Icon
June 24, 2011, 7:49 PM ET

Last week, Skype took heat for firing three executives just weeks before the company’s $8.5 billion acquisition by Microsoft (MSFT) is expected to close. That was bad, albeit more optical than unethical. What we learned today, however, might have crossed that line.

Yee Lee, a former Skype employee, charged the company and its private equity investors with effectively cheating him out of vested options. Not in court papers, but via his blog.

Lee says that he joined Skype in March 2010, shortly after the company was carved out of eBay (EBAY) by Silver Lake Partners, Andreessen Horowitz and the Canada Pension Plan Investment Board. His job was to help make the Skype app more “web-oriented,” and also to help shorten product development life-cycles (the latter of which has been cited by Skype investors as a key achievement during their tenure).

His compensation included options for 750 ordinary shares, which would vest after five years. When Lee voluntarily resigned on year later to join a startup called Katango, he assumed that he was entitled to the 20% of shares that had already vested. Skype, however, say it differently.

In a letter, the company argued that his vested shares were effectively worthless, because he had voluntarily resigned before the five years were up (or, in this particular case, before Microsoft had completed its acquisition). Skype tacitly acknowledged that some of Lee’s shares had already vested, but said that such vesting was irrelevant.

For evidence, Skype directed Lee back to his original stock option grant agreement. On the third of eleven pages is the following passage:

If, in connection with the termination of a Participant’s Employment, the Ordinary Shares issued to such Participant pursuant to the exercise of the Option or issuable to such Participant pursuant to any portion of the Option that is then vested are to be repurchased, the Participant shall be required to exercise his or her vested Option and any Ordinary Shares issued in connection with such exercise shall be subject to the repurchase and other provisions in the Management Partnership agreement.

Don’t bother reading it again for clarity. It is intentionally incomprehensible. It also was not something that applied to stock grants for all Skype employees. A source familiar with the situation says that many former eBay employees who remained with Skype have options that more resemble typical Silicon Valley (i.e., vested=yours). Moreover, the majority of Skype employees are in Europe, where the structure also is different.

But for U.S.-based employees who joined after Silver Lake and crew took over, you had to “be in it to win it.” In other words, these particular Skype employees wouldn’t get paid until the private equity firms also got paid. It’s kind of like a stock appreciation agreement in option form.

Skype and Silver Lake clearly see this as an alignment of interest issue, and two corporate lawyers I spoke with said that such structures are not uncommon in PE-backed employee contracts. The only peculiarities – although vesting periods usually last for just four years instead of five, and only apply to C-level executives. In fact, some structures put specific investment performance hurdles on executive pay. For example, options won’t vest unless the private equity sponsor generates a certain return multiple.

So the problem here is not that Lee was treated differently than other employees at private equity-backed companies. It’s that such treatment exists at all.

First, golden handcuffs are generally counterproductive. Sure it might keep some folks around a bit longer, but they’ll be bitter and such practices can dissuade. Moreover, why allow incremental vesting at all if what’s vested after one or two years has no tangible value? Couldn’t Skype have just used cliff vesting, given the company’s apparent “all or nothing” mission?

To be sure, Lee should have had a lawyer read over his contract before quitting. It’s not as if this is his first place of employment (he’s had nine since 1999, according to his LinkedIn profile).

But it looks to me as if he was almost intentionally tricked. Just read over that contract language again. Skype must know the commonly-understood meaning of option vesting in Silicon Valley, so it should have explicitly said that its arrangement was different. As I said before, Lee had experience leaving companies. His shock indicates just how opaque this particular agreement was.

In fact, it reads like punishment for someone who chose to leave — particularly given that Skype could have awarded value to the vested options, had it chosen to do so. Instead, it viewed Lee as disloyal, even though he was looking out for himself just like Skype was looking out itself in firing those three executives.

Lee was careless and perhaps a bit greedy. But Skype and Silver Lake were petty and vindictive, with far more to lose from such behavior in the long run.

About the Author
By Dan Primack
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

Trump warns Israel and Iran not to ‘blow it’ after new strikes threaten ceasefire deal that he says will bring  peace to Lebanon
Middle EastIran
Trump warns Israel and Iran not to ‘blow it’ after new strikes threaten ceasefire deal that he says will bring peace to Lebanon
By Julia Frankel, Abby Sewell, Munir Ahmed, Samy Magdy and The Associated PressJune 14, 2026
2 hours ago
SpaceX surge further boosts Saudi billionaire prince’s fortune
InvestingSaudi Arabia
SpaceX surge further boosts Saudi billionaire prince’s fortune
By Adveith Nair and BloombergJune 14, 2026
2 hours ago
Wall Street is gaining access to new catastrophe models to help predict wars
BankingWar
Wall Street is gaining access to new catastrophe models to help predict wars
By Gautam Naik and BloombergJune 14, 2026
2 hours ago
Prices for whey protein ingredients are up as much as 250% on U.S. dairy commodities markets as demand soars
RetailFood and drink
Prices for whey protein ingredients are up as much as 250% on U.S. dairy commodities markets as demand soars
By Dee-Ann Durbin and The Associated PressJune 14, 2026
3 hours ago
People wait outside a building
AIJobs
AI job disruption is here. The problem may be compounded because nearly 75% of people don’t apply for unemployment benefits
By Jacqueline MunisJune 14, 2026
3 hours ago
Photo of Kevin O'Leary
SuccessSteve Jobs
Kevin O’Leary says being liked has nothing to do with success—Steve Jobs taught him: ‘You can’t worry about whose feelings you bruise’
By Emma BurleighJune 14, 2026
3 hours ago

Most Popular

Gen Z fled San Francisco for Texas and Florida. Now they’re turning ‘welcomer cities’ into the next big tech towns
Real Estate
Gen Z fled San Francisco for Texas and Florida. Now they’re turning ‘welcomer cities’ into the next big tech towns
By Sydney LakeJune 13, 2026
1 day ago
Melinda French Gates' advice to new IPO millionaires: 'Give half your money away'
Startups & Venture
Melinda French Gates' advice to new IPO millionaires: 'Give half your money away'
By Emma HinchliffeJune 13, 2026
1 day ago
Trump expects to sign a deal with Iran on Sunday, but Tehran may want to avoid giving him a gift on his birthday
Middle East
Trump expects to sign a deal with Iran on Sunday, but Tehran may want to avoid giving him a gift on his birthday
By Jason MaJune 13, 2026
21 hours ago
'It's not a jailbreak' — Research leading to U.S. export restrictions on top Anthropic models was for defense, cybersecurity CEO says
AI
'It's not a jailbreak' — Research leading to U.S. export restrictions on top Anthropic models was for defense, cybersecurity CEO says
By Jason MaJune 13, 2026
24 hours ago
SpaceX CFO Bret Johnsen quietly engineered its historic IPO and became an overnight billionaire
C-Suite
SpaceX CFO Bret Johnsen quietly engineered its historic IPO and became an overnight billionaire
By Sasha RogelbergJune 13, 2026
1 day ago
Anthropic disables Fable and Mythos AI models after U.S. government bars it from giving foreigners access
AI
Anthropic disables Fable and Mythos AI models after U.S. government bars it from giving foreigners access
By Jeremy KahnJune 13, 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.