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How To Diversify Your Company Stock Holdings While Leveraging The Wealth In Your Stock Options This is premium content

Tom Davison
Once you have settled on a comfortable ownership percentage of company stock in your combined holdings, how do you decide which shares and options to hold and which to sell?

Stockbrokers' Secrets (Part 5): What I Tell My Best Clients About Company Stock Diversification This is premium content

W.E.B. Bantling, with Bruce Brumberg
The biggest challenge I face when counseling my clients is convincing them to avoid owning too much of their company's stock. Tales about employees of Lehman Brothers or Enron who lost their entire net worth have shaken these clients to attention.

Better Late Than Never: Stock Option Strategy For The Market Upturn This is premium content

Michael Beriss
The stock markets will one day rise again. When they do, question the urge to exercise your options for quick profits as soon as possible: exercising too early can be a big mistake.

Stockbrokers' Secrets (Part 4): What I Tell My Best Clients About Strategy For Volatile Markets

W.E.B. Bantling
UPDATED FOR 2011! Market volatility and declines rattle even the most experienced holders of stock compensation (and their advisors). You may soon face decisions that affect your financial future and long-term wealth in the midst of this market turmoil. Here are 10 topics I find myself discussing over and over again with my best clients.

Strategies For Hedging Concentrated Stock Positions (Part 1) This is premium content

Robert Gordon and Charlotte Lyman
Your company stock represents a large, concentrated portion of your wealth, making you nervous. You want to protect your gains and get your hands on some money.

Strategies For Hedging Concentrated Stock Positions (Part 2) This is premium content

Robert Gordon and Charlotte Lyman
After understanding hedging basics, you need to answer a few questions and decide whether your goals go beyond risk reduction to liquidity creation.

Getting The Most From Your Stock Options This is premium content

William Baldwin
Stock options are a major element of your long-term incentive compensation, offering tremendous potential to accumulate personal wealth. Given your stock options' complexity, it’s essential to develop a strategy to realize their full potential.

Stock Option Fundamentals (Part 5): Incentive Stock Option Taxation & Alternative Minimum Tax This is premium content

Marilyn Renninger
Learn how and when income from ISOs is subject to taxes, including the alternative minimum tax. You must consider taxes at both exercise and sale to put together an optimal strategy.

Stock Option Fundamentals (Part 4): NQSO Taxation This is premium content

Marilyn Renninger
You're ready to delve deeper into how and when different taxes apply to NQSOs. You need to consider taxes at exercise and at sale to put together a strategy that maximizes the value of your options.

Stock Option Financial Planning After Your Tax Return Is Filed And At Year-End (Part 1) This is premium content

Tom Davison and Liam Hurley
UPDATED FOR 2011! The time right after you have completed your tax return is ideal for big-picture financial planning. You can more accurately project your income and likely tax situation for the remainder of this year and the next, including AMT risk and capital-loss carry-forwards, to develop your strategy.

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Alternative Minimum Tax   
Broad Based Plans   
Company Stock Diversification   
Consultants and Independent Contractors   
Death and Estate Planning   
Divorce   
ESPPs (Employee Stock Purchase Plans)   
Financial Planning   
Fundamentals of Stock Options   
Gifts of Options and Stock   
Greed and Envy   
High Net Worth/Executives & Directors   
Job Search, Termination, and Recruitment   
Legal   
Me & My Options: Tales From Optionland   
Mergers & Acquisitions   
Negotiations   
Ownership Culture   
Pre-IPO Options: Risks to Riches   
Psychology and Behavior Economics   
Stock Market Volatility & Underwater Options   
Tax   
Tax Returns   
Vesting   
Year-End Planning   

Annotated diagram of Schedule DTax errors can be costly! Don't draw unwanted attention from the IRS. Our Tax Center explains and illustrates the tax rules for sales of company stock, W-2s, withholding, estimated taxes, AMT, and more.