
Stock options can be a great way to participate in your company's growth and wealth creation, but with two popular options - ESPP and ISO - it can be tough to decide which one is right for you.
An Employee Stock Purchase Plan (ESPP) allows you to buy company stock at a discounted price, usually through payroll deductions, and can be a great way to build wealth over time.
The key benefit of an ESPP is that you get to buy stock at a discount, which can be as low as 85% of the market price. This can lead to significant savings over time.
With an ISO, you're granted the option to buy stock at a predetermined price, and the tax implications are generally more favorable than with an ESPP.
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What is an ESPP?
An ESPP, or Employee Stock Purchase Plan, is a type of employee benefit that allows you to buy company stock at a discounted price.
It's essentially a way for employees to purchase company stock with pre-tax dollars, which can be a smart financial move.
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What is an ESPP?
An ESPP, or Employee Stock Purchase Plan, allows employees to purchase company stock at a discounted price.
This type of plan is often offered by companies as a benefit to their employees, allowing them to own a stake in the company.
An ESPP typically allows employees to purchase stock at a price equal to 85% of the market price.
This means that employees can buy stock at a lower price than the current market value, which can be a great investment opportunity.
Employees can purchase stock through payroll deductions, making it easy to save for the purchase.
The amount deducted from an employee's paycheck can be a set amount or a percentage of their salary.
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How does an ESPP work?
An ESPP is a type of employee benefit that allows you to buy company stock at a discounted price.
The discounted price is usually the current market price of the stock minus a discount, which can be 5-15% off the market price. For example, if the market price of the stock is $100, the discounted price might be $85.
You can purchase the stock with a set amount of money deducted from each paycheck, such as $25 per pay period. This is called a "purchase period" and can last for a certain number of pay periods, such as 6 or 12 months.
The money you contribute to the ESPP is used to buy the stock, which is then held in your account until you sell it or it vests. Vesting is a process that allows you to own the stock outright, usually after a certain period of time, such as 1-3 years.
The stock you buy through an ESPP is subject to income tax, which means you'll need to pay taxes on the gain when you sell it. However, the tax rate may be lower than if you had sold the stock at the higher market price.
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ESPP vs ISO
So, you're trying to decide between an ESPP and an ISO. Both are great options, but they have some key differences. An ESPP, or Employee Stock Purchase Plan, allows employees to buy company stock at a discounted price, typically 85% of market value.

One key benefit of an ESPP is that it's not considered income for tax purposes, which means you won't have to pay taxes on the discounted stock price. This can be a huge advantage for employees who are looking to save some money on their taxes.
On the other hand, an ISO, or Incentive Stock Option, gives employees the option to buy company stock at a set price, which can be a great way to build wealth over time.
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Key differences
The key differences between ESPP and ISO plans lie in their tax implications and vesting periods.
ESPP plans are subject to a 20% withholding tax on the discounted stock price, whereas ISO plans are not.
ISO plans have a four-year vesting period, with the option to exercise the stock after one year of employment.
The ESPP plan's vesting period is typically two to five years, depending on the company's policy.
ISO plans can be more beneficial for employees who plan to hold onto the stock long-term.
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Tax implications
Tax implications can be complex when it comes to ESPPs and ISOs. The key difference lies in how the taxes are treated.
If you exercise your ISOs, you'll owe ordinary income tax on the difference between the grant price and the fair market value of the stock on the exercise date. This can be a significant tax liability.
The good news is that you won't owe any taxes until you sell the stock. This is because ISOs are eligible for a favorable tax treatment called "qualified stock options."
If you sell the stock after holding it for at least two years and one year, you'll only owe long-term capital gains tax on any profit. This can be a lower tax rate compared to ordinary income tax.
In contrast, ESPPs are taxed as ordinary income when you purchase the stock. You'll owe taxes on the difference between the market price and the purchase price. However, you can avoid this tax hit by selling the stock immediately after purchase.
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ISO Overview

ISOs, or Incentive Stock Options, are a type of employee compensation that can be a powerful tool for growth and retention.
ISOs allow companies to grant employees the right to buy company stock at a predetermined price, typically the fair market value of the stock on the grant date.
The strike price is the predetermined price at which employees can buy company stock, and it's usually set at or below the fair market value of the stock on the grant date.
ISOs are tax-free until exercised, and the gain on the sale of the stock is taxed as capital gains.
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Sources
- https://blog.taxact.com/adjust-basis-from-form-1099-b/
- https://www.irs.gov/taxtopics/tc427
- https://www.shrm.org/topics-tools/news/benefits-compensation/new-rules-employee-stock-purchase-plans-incentive-stock-options
- https://podcast.moneywithkatie.com/your-guide-to-stock-options-espps-rsus-and-isos/
- https://www.wealthspire.com/blog/rsus-vs-isos-equity-compensation-101/
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