Basics
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.
Get funding for your options with Equitybee.
Basics - Core Concepts

Basics › Core Concepts

podcast icon Want to know more? Listen to our podcasts on the basics of stock options, restricted stock, and ESPPs.

Articles

Financial Literacy With Stock Options, RSUs, And ESPPs: 7 Key Lessons

Few financial endeavors for employees are more complex than making the most of stock options, restricted stock, restricted stock units (RSUs), and employee stock purchase plans (ESPPs). These valuable forms of stock compensation can make a big difference in your life, but they can also be tricky. Pitfalls await the unwary. This article presents seven lessons to sharpen your acumen.

Restricted Stock 101: Five Essentials Of Restricted Stock & RSUs This is premium content

Podcast and video included! While restricted stock and RSUs are relatively straightforward, they have technical aspects you must understand to make the most of them. Learn the essential facts of restricted stock and RSUs, including basic concepts, vesting schedules, and tax treatment.

Stock Options 101: The Essentials

Podcast and video included! So your company has granted you stock options. Now what? Stock options give you a potential share in the growth of your company's value without any financial risk to you until you exercise the options and buy shares of the company's stock. Before you exercise your options, their built-in value is subject to pre-tax growth—which can be significant. This article explains the essential facts that you must know to understand your options and make the most of them.
Show More Articles (12 more)

ESPPs 101: Key Dates And Terms You Must Know

Employee stock purchase plans (ESPPs) are a great deal. In fact, your ESPP may be one of the best benefits your company offers. Understand the key dates and terms you must know to make the most of your company's ESPP.

Stock Options And RSUs: 5 Costly Mistakes To Avoid

Stock comp is complex: make no mistake about it. That's easier said than done, however. It's all too easy to make costly mistakes with stock options or restricted stock/RSUs and the related taxes. In this article, experts in stock comp financial planning explain five blunders and how to avoid them.

Stock Options Made Simple: Comparing NQSOs & ISOs

Videos included! Stock options rose to fame in the 1990s. Even on the TV sitcom Seinfeld, Elaine got stock options and wouldn't shut up about them (annoying the heck out of George). Options remain popular. This article explains the two types and how they work.

VIDEO! Restricted Stock & RSUs (Part 1): Key Aspects To Know

Presented by the editor-in-chief of myStockOptions.com, this engaging video covers the fundamentals of restricted stock, restricted stock units (RSUs), and performance shares to help you make the most of these grants. This video covers key concepts, such as vesting schedules and understanding your grant's value. Running time: 4:37

VIDEO! Employee Stock Purchase Plans (ESPPs): Core Concepts & Benefits

In this video, the editor-in-chief of myStockOptions.com explains the fundamentals of employee stock purchase plans (ESPPs). Animated examples clearly illustrate the benefits that ESPPs can provide for employees. Running time: 3:35

VIDEO! Employee Stock Options: Core Aspects To Know

With expert insights from the editor-in-chief of myStockOptions.com, this video covers the essential aspects of employee stock options that you must know to make the most of them, including the key concepts of vesting, exercise, and the option term. Running time: 4:12.

Stock Option Fundamentals (Part 1): Know Your Goals And Terms

Stock options aren't just for the folks on mahogany row any more. But turning stock options into the real green stuff takes some know-how. You need to know certain features of your grant to decide when to exercise your options and sell the stock.

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

Avoid the fumbles others made with options during past ups and downs in the stock markets. Situations where common errors tend to arise can be classed into nine categories, including option-term expiration, job termination, corporate mergers, financial planning, and various life events.

How To Avoid The Most Common Stock Option Mistakes (Part 2) This is premium content

Avoid the mistakes others made during prior ups and downs in the stock markets. Common errors arise in nine different situations, including job termination, mergers, financial planning, term expiration, and various life events.

Stock Option Terms: What You Can Expect This is premium content

Podcast included! Get a sense of what you should, and should not, expect in the terms of your stock option grant. A major survey of companies looks at trends in vesting schedules, post-termination exercise rules, and other plan features.

How Does Your Stock Plan Compare? Survey Data Has Answers (Part 1) This is premium content

How typical are your equity awards? Stock plan surveys let you compare the terms of your grants with the common practices of many companies. Part 1 focuses on types of equity award, reasons for making grants, vesting schedules, and option exercises.

How Does Your Stock Plan Compare? Survey Data Has Answers (Part 2) This is premium content

How typical are your grants of stock options or restricted stock/RSUs? Stock plan surveys let you compare the terms of your grants with the common practices of many companies. Part 2 focuses on grant guidelines, option expiration, job termination, and corporate changes of control.

FAQs

Video included! What are the top 10 questions I should ask about my stock grants?

You should know the answers to the questions in this FAQ's checklist and be familiar with the topics presented in the related video. Understanding these will help you to make the most of your stock grants...

Video included! What is an employee stock option?

Generally, an employee stock option is a right that a corporation grants...

What is restricted stock? Does it differ from restricted securities?

Don't confuse restricted securities and restricted stock. They are very different...
Show More FAQs (41 more)

What advantages do restricted stock and RSUs have over stock options? How do the two grant types compare? This is premium content

It's not easy to determine which type of grant is better for you. While restricted stock and RSUs are siblings, they have important differences, as explained by this FAQ, which includes a quick-reference table clearly presenting the comparison...

What types of equity compensation do companies offer?

For a variety of reasons, including those of tax and accounting treatment, compensation policy, and stock plan provisions, employers may offer any of several types of equity-based incentives. These include...

In brief, how do nonqualified stock options and incentive stock options differ?

Companies in the United States can grant two types of stock options: nonqualified stock options (NQSOs), the most common type, and incentive stock options (ISOs). The table in this FAQ summarizes and compares the major traits...

What are restricted stock and restricted stock units (RSUs), and how do they differ?

While restricted stock and RSUs are siblings, they have important differences, as explained by this FAQ, which includes a quick-reference table clearly presenting the comparison...

Video included! What is an employee stock purchase plan? What are the key facts to know?

An employee stock purchase plan (ESPP) is a type of stock plan that permits employees to use after-tax payroll deductions to acquire shares of their company's stock. Plans can have...

How does an ESPP differ from a stock option plan?

Employee stock purchase plans tend to be viewed as a benefit while stock options are a form of compensation. From an employee perspective, there are some differences in operations, eligibility, and design...

Are all stock options taxed the same?

The taxation of your stock options depends on whether they are...

What are stock appreciation rights?

SARs, or stock appreciation rights, are contractual rights that entitle you to receive the appreciation from a corresponding number of company shares after the grant date. Instead of exercising a stock option, you...

Video included! Do you have a brief overview of the tax treatment for stock options, restricted stock, RSUs, and ESPPs? This is premium content

The table in this FAQ shows the types of taxes, when they are triggered, and the tax withholding (if any) for various forms of equity compensation granted in the United States. For details, examples, and illustrations...

How do stock options, ESPPs, and restricted stock differ from the company stock fund or contribution offered under my 401(k) plan? This is premium content

401(k) plans are a type of broad-based, tax-qualified retirement plan funded by pre-tax contributions, unlike...

UPDATES! How many people have or are eligible for stock options, restricted stock/RSUs, or ESPPs? This is premium content

The types and distribution of stock grants are changing, along with the patterns of eligibility. Data from research and surveys can give a sense of how prevalent equity awards are...

How do I use public resources to research a company's stock compensation practices, the grants it is making, and the holdings of its executives? This is premium content

One resource is the SEC's website. There you can search on the SEC's EDGAR system for the filings discussed below. Another resource is the...

Can limited liability companies use stock options or make other stock grants? This is premium content

Limited liability companies (LLCs), which are somewhat similar to S corporations, have membership interests and not stock. Therefore, LLCs cannot offer stock options, restricted stock, direct rights to shares, or an employee stock purchase plan. However, they can give...

Can some types of companies not offer stock options or other forms of equity compensation to their employees?

Typically, only for-profit corporations are eligible to offer stock options and other stock grants...

Why doesn't my employer offer me equity compensation?

If your employer is a for-profit corporation, it probably can offer stock options, restricted stock, or other types of equity compensation to its employees. There may, however, be many reasons why your employer is not offering stock grants...

Are there any limitations on my company's discretion in granting stock options and/or restricted stock? This is premium content

Almost none, assuming the legal and other technical formalities are followed in creating...

Are stock options, restricted stock, and ESPPs subject to ERISA requirements and regulations? This is premium content

The Employee Retirement Income Security Act (ERISA), whose regulations on tax-qualified retirement plans include rules for employee benefit plans such as 401(k) plans...

Are stock plans affected by the Supreme Court's decisions on marriage equality?

These rulings do affect stock plans. Among the affected federal laws and regulations are those which shape the design and administration of...

What is a stock plan?

A stock plan is a formal document that contains the general rules of operation that are common to all...

What are the important documents I need to understand a stock plan? What are some examples of plans? This is premium content

Carefully read both the stock plan itself and other materials your company gives you or posts on a website. You should look at the following...

Are different types of stock options granted by employers?

Yes. The two main types are nonqualified stock options (NQSOs) and incentive stock options (ISOs). The names indicate their...

UPDATES! What do surveys report about equity compensation granted by multinational companies to employees outside the United States? This is premium content

Stock plans can be global, and in some countries they are more popular than they are in the United States. Consulting firms and other groups have conducted surveys about the use of stock compensation in both developed and emerging economies...

How did mandatory stock option expensing affect my stock grants? This is premium content

Expensing became mandatory for calendar-year companies several years ago. Because companies take an earnings charge for the "fair value" of stock option grants on their income statements, companies have changed their grant practices by reducing the number of stock options, moving to grant more...

Am I entitled to voting rights or any stock dividends paid to shareholders before I exercise? This is premium content

No. Until you exercise a stock option, you do not have the rights of a...

Will I receive a copy of my company's annual report?

Under SEC Rule 428(b), your company is required to give you the...

What is a nonqualified stock option?

A nonqualified stock option (NQSO) is a type of stock option that does not qualify for...

What is an incentive stock option?

An incentive stock option (ISO) is a type of stock option that qualifies for special tax treatment...

Video included! What are the different types of employee stock purchase plans? What are their features? This is premium content

In general, an ESPP fits into one of three categories: tax-qualified, not tax-qualified, or direct purchase...

How does the tax-qualified Section 423 ESPP work?

Employee stock purchase plans of this type (sometimes called "tax-qualified" ESPPs) meet the...

What is a vesting schedule?

A vesting schedule dictates when you may exercise stock options, when forfeiture restrictions lapse on restricted stock, or when shares are delivered with RSUs. Each grant has its own vesting schedule. A schedule is time-based if...

What are capital gain and capital loss? What are the tax rates on capital gains?

Capital gain is income that arises from the sale of a capital asset. Gain from the sale of securities held for investment, such as shares acquired from stock compensation...

What methods may be used to exercise an option?

Check your company's stock plan for the allowed methods and procedures. The most common methods involve...

When and how is the income at exercise taxed?

The tax treatment depends on the type of stock option. This website has detailed content about tax withholding and reporting in the Tax Center, which includes annotated examples.

What is the standard stock option term? Do options ever expire? This is premium content

You want to know the term of your grant to prevent valuable stock options from expiring. Most options are granted with a 10-year term, but some have a shorter life, such as...

Once my in-the-money options vest, are they mine forever? This is premium content

No. You could lose them in any of the following ways...

How does a stock option offered to an employee differ from a stock warrant acquired by an investor?

The tax rules of a compensatory stock option are very different from those of an investor warrant. Grants of options for services are...

What is "common stock"? This is premium content

Common stock is the form of securities issued to the vast majority of owners of a business corporation, as in an option exercise or ESPP purchase...

What is "preferred stock"? This is premium content

Preferred stock is a class of equity securities of a corporation that is given greater rights than common stock...
We've updated our Privacy Policy, and this site uses cookies. Read the Privacy Policy to learn more.