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TOP ARTICLES
FINANCIAL PLANNING

How To Avoid The Most Common Stock Option Mistakes (Part 1)

By Beth Walker

Ten Financial Planning Rules Everyone With Stock Options Needs To Know

By Michael Beriss

How To Develop A Stock Option Exercise Strategy To Reach Your Financial Goals (Part 1) This is premium content

By Alan B. Ungar

Stomach Volatility In Your Company's Stock Without Losing Your Mind

By Joanna Glasner and Bruce Brumberg


ALTERNATIVE MINIMUM TAX

Refundable AMT Credit (Part 1): Different Rules For Old Unused Credit

By Kaye A. Thomas

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

By Marilyn Renninger



Advisors, Have You Heard About MSO Pro?
Made just for you, with tools to track and model grants for multiple clients, and proactive communications to build relationships. Click here for more information.

RESTRICTED STOCK & RSUs

Why You'll Learn To Like Restricted Stock Grants

By Richard Friedman

Decisions At Vesting With Restricted Stock (Part 2): Hold Or Fold? This is premium content

By Tom Davison



   
More answers... than any stock-option site I have seen. San Francisco Chronicle
   


MERGERS & ACQUISITIONS

My Company's Being Acquired:
What Happens To My Stock Options? (Part 2)
This is premium content

By Richard Lintermans


LIFE EVENTS

Retirement Planning With Your Stock Options And Other Stock Compensation (Part 1: Pre-Retirement Planning)

By Carol Cantrell

I'm Getting Divorced: What Happens To My Stock Options? (Part 1) This is premium content

By Linda Olup


EMPLOYEE STOCK PURCHASE PLANS

Fundamentals Of Employee Stock Purchase Plans (Part 1): Basic Structure And Terms

By Alisa Baker



   
Deliver[s] top-notch information, support, and services. PC Week
   


HIGH NET WORTH/
EXECUTIVES & DIRECTORS

How To Use Rule 10b5-1 Trading Plans To Sell Company Stock (Part 1) This is premium content

By Darryl Rains and Sunil Kulkarni

Hedging Your Employee Stock Options (Part 1) This is premium content

By Robert Gordon


 
Podcasts NEW!
Listen to our podcasts on the basics of stock options, restricted stock, and ESPPs!


FEATURED FAQs

Q: I received a notice (CP-2000) from the IRS stating that, according to last year's tax return, I owe money for the sale of my restricted stock when it vested. I thought I paid all the taxes through withholding at vesting. How do I reply?
A: Because the value of the shares at vesting was added to your W-2, and withholding taxes were based on that value, you thought you did not need to file Schedule D with your Form 1040 to report the sale. It is a common mistake to think this...

Q: UPDATED! Are there any strategies for paying estimated taxes on income from stock options and restricted stock?
A: Estimated-tax periods end on the last days of March, May, August, and December, with payments due by the 15th (or the next business day) of the following month. If you are paying estimated taxes, one strategy is that just after the start of an estimated-tax period you can...

Discussion

· Exercised ISOs, worried about AMT
· Help understanding 1099-B and W2 for options sold
· Use of AMT Credit
· Underwater Options-Worthless?
· Should Tax Savings Drive My Decisions
· NQSO tax losses
· W-2 Income for ESPP Disqualifying Disposition
· CHANCE TO AVOID NEW ISO WASH SALE RULE
· job search

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.

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Tools

Ask The Experts

Q: I had 90,000 stock options. I lost my job but was rehired two months later. About half of the stock options had vested, and under my stock plan I need to exercise them within 90 days of my termination. Can I have the unvested stock options reinstated, or can the exercise period on my vested options be extended to the end of the original term?

A: While your rehiring is great news, the unvested stock options were canceled or forfeited when you were laid off, regardless of the reason for termination. As for the vested stock options, the end of employment started the window of time provided by your plan for exercising them before their post-termination expiration. Any deviation from the standard treatment under the plan would raise a host of complications for your company. However, sometimes the end of employment does not trigger forfeiture/termination provisions if...

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