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Financial Planning

Financial Planning explores various approaches to making the most of stock grant gains while minimizing taxes. The coverage includes the role of stock grants in gifts, estates and trusts, dividends, hedging, and more.

Browse an overview of this section below, or explore the subtopics to the left.

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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.

How Tax Rate Changes Impact Your Stock Grant Strategies (Part 2): Restricted Stock This is premium content

Stanley Trotta with Robert Gordon
With tax increases in mind, now may be a good time to re-evaluate your current financial-planning strategy. Should you take action with stock compensation now or wait until new rates apply? Part 2 looks at restricted stock and restricted stock units.

Strategic Planning With Roth IRAs And Stock Compensation (Part 2): A Case Study This is premium content

Sue Stevens
Weighing a Roth IRA conversion is complicated enough, but the complexity can explode when you add in stock option exercises or the vesting of restricted stock. Let's take a look at how this can work in real life through a case study.

Restricted Stock: Tax, Financial, Estate, And Retirement Planning (Part 1) This is premium content

Richard Friedman
Understand financial planning for restricted stock and RSUs. Part 1 discusses the growing popularity of these grants, their special features, and the related tax planning.

Equity Compensation Strategies For Down And Rising Markets This is premium content

Chris Murphy
Markets may be down, but opportunities exist to benefit from the current financial environment. This article presents a range of ideas to consider: buying stock now to swap later, exercising and holding ISOs, or making a Section 83(b) election for restricted stock.

Stockbrokers' Secrets (Part 8): What I Tell My Clients About Their Restricted Stock And Performance Shares This is premium content

W.E.B. Bantling
Many companies have turned away from stock options and begun to make outright stock grants that must vest before the shares can be issued. For employees, these grants have added a new layer of complexity to their equity compensation. This article presents six questions I get all the time from clients who have received restricted stock, restricted stock units, or performance shares.

Strategic Planning With Roth IRAs And Stock Compensation (Part 1) This is premium content

Sue Stevens
Could the Roth IRA be your greatest opportunity for accumulating tax-free growth? Well, as with most strategic-planning issues, it all depends. Part 1 of this two-part article series looks at the rules and factors to consider in a Roth IRA conversion.

ESPP Choices: Flip Or Hold? (Part 2) This is premium content

Timothy A. Farmer and Gregory G. Geisler
You can build your employee stock purchase plan into your long-range savings and retirement strategy. This article compares buying company stock at a discount through your ESPP to putting the same money into your 401(k) or another retirement plan.

Employee Stock Purchase Plans & Your Financial Planning (Part 2) This is premium content

Bruce Brumberg
Employee stock purchase plans (ESPPs) are changing in many ways, largely in response to accounting rules. For Part 2, myStockOptions.com asked financial and wealth advisors what they are recommending to clients about ESPP participation.

How Tax Rate Changes Impact Your Stock Grant Strategies (Part 1): Nonqualified Stock Options This is premium content

Stanley Trotta with Robert Gordon
With tax increases possible in the future, now may be a good time to re-evaluate your current financial-planning strategy. Should you take action with stock options now or wait until new rates apply? Part 1 looks at nonqualified stock options.

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UPDATED! What impact does the 2010 Tax Relief Act have on stock compensation and financial planning?


The 2010 Tax Relief Act extended the 2010 tax rates through 2012. This FAQ presents eight related planning points for equity compensation...

I have various stock option grants with vested options. Do I need to exercise first my oldest grants or my oldest vested options?


There's no requirement for which vested options you must exercise first. The decision of which options to exercise first is part of your...

My company is now granting restricted stock, and the current share price is much lower than I think it will be in a few years. Any tax-planning ideas? This is premium content


For restricted stock, you can make what the tax code calls a Section 83(b) election to be taxed immediately at grant instead of later at vesting, when your stock price, and thus your tax rate, may be much higher. However, before you make your decision, realize that...

Should I make a Section 83(b) election for my restricted stock grant? This is premium content


Before you even analyze the decision, you should learn the basic facts and risks of the Section 83(b) election. Once you understand it, the election can make sense in certain circumstances, including...

What is the tax deduction for donations of my company stock?


The tax treatment is the same as it is for donations of any stock to a qualified charity. When you have held the stock for more than one year...

What is a concentrated stock position, and what can I do to protect myself and get cash for other purposes? This is premium content


A concentrated stock position occurs when a significant chunk of your net worth is tied up in a single stock. Strategies for hedging, diversification, and liquidity include...

I have vested stock options. What should I do: exercise and hold, exercise and immediately sell, or wait to exercise? This is premium content


This is a difficult question that only you can really answer, as your exercise timing depends on a number of personal factors unique to you...

What is the tax treatment for gifts of company stock? This is premium content


It's similar to the tax treatment for any gifts of stock. You may make annual gifts to any number of recipient up to the specified annual amount without any tax impact. Financial advisors often tell clients with substantial stock holding to consider making...

What are the risks of owning my company's stock?


When you exercise an option and retain the shares...

UPDATED FOR 2011 What are some year-end strategies for restricted stock and stock options? This is premium content


This depends on several factors. Below we present 10 ideas...

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