
Microsoft's Employee Stock Purchase Plan (ESPP) is a fantastic benefit that allows employees to purchase Microsoft stock at a discounted rate. This plan is available to eligible employees in the United States.
The ESPP is a 15% discount on the purchase price of Microsoft stock. This discount is applied to the purchase price of the stock, not the fair market value.
To be eligible for the ESPP, employees must meet certain requirements, such as being a regular employee with a minimum of 20 hours of service per week.
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What is ESPP?
An ESPP, or Employee Stock Purchase Plan, is a program where you contribute to it through payroll deductions, just like your 401(k) contributions, but on an after-tax basis.
You can defer up to 15% of your eligible compensation to let the cash build up during each calendar quarter.
At Microsoft, you can purchase shares of MSFT at a 10% discount to Fair Market Value at the end of each quarter.

The funds you contribute are used to purchase Microsoft stock, which is then held in your brokerage account.
There's an annual contribution cap of $25,000, so keep that in mind when deciding how much to contribute each quarter.
You can make gains and build wealth through your ESPP, with Microsoft employees potentially gaining $2,500 or more annually.
How ESPP Works
If you work at Microsoft and participate in their Employee Stock Purchase Plan (ESPP), you can defer up to 15% of your eligible compensation.
You can purchase MSFT stock at a 10% discount to Fair Market Value, which means if the shares are trading at $100 per share, you'd buy them for $90 per share.
At the end of each calendar quarter, your accumulated funds will be used to purchase shares of MSFT stock.
You can purchase a maximum of $3,000 worth of shares, as seen in the example where someone defers $500 per paycheck and ends up purchasing $3,000 worth of shares.
These shares are then held in your account, and you can sell them in the open market, where they're worth $3,333.00.
Microsoft determines pre-set dates on which an employee's funds can be used to purchase stock at a discount from market price.
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Benefits and Discounts

Microsoft employees have access to a 10% discount on Microsoft stock through the Employee Stock Purchase Plan (ESPP).
To take full advantage of Microsoft benefits, it's essential to utilize your tax-advantaged options like the Microsoft 401(k), HSA, and Mega Backdoor Roth.
For employees at Level 67 or above, make sure to fully leverage the Deferred Compensation Plan.
Maxing out ESPP at $25,000 can yield a net annual gain of around $1,500 to $2,000, depending on your tax bracket.
However, if you're already taking advantage of other Microsoft benefits and have tight cash flow, it may be wise to delay ESPP participation.
Your ESPP contributions come from payroll deductions, similar to your 401(k) contributions, but are taken out on an after-tax basis.
At Microsoft, you can defer up to 15% of eligible compensation and let the cash build up during each calendar quarter.
At the end of each quarter, these funds purchase shares of MSFT at a 10% discount to Fair Market Value.
Check this out: Espp Benefits
Microsoft ESPP Details

Microsoft's ESPP allows employees to purchase MSFT stock at 90% of Fair Market Value. This means if the stock price fluctuates during the quarter, you'll still get a great deal.
You can defer $500 per paycheck into the ESPP, and at the end of the quarter, you'll have $3,000 to purchase MSFT stock. That's a total of 6 paychecks, or $3,000.
You'll purchase $3,000 worth of shares for 90% of Fair Market Value, so if MSFT shares were trading at $100 / share, you'd buy at $90 / share. This results in a significant discount.
Partial shares are often allowed within ESPP, so you can end up purchasing 33.33 shares for $3,000. These shares would be worth $3,333.00 in the open market after the purchase.
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Considerations and Planning
Before enrolling in Microsoft's ESPP, it's essential to consider your unique situation, as employer benefits can vary greatly. Some employers, like Microsoft, don't offer a lookback provision or a discount.

Saving in an ESPP can increase the risk of an already concentrated position, especially if you're compensated in employer stock. It's recommended to sell ESPP stock to diversify your investments.
To make the most of your ESPP, it's crucial to have a plan in place before contributing. This might involve selling your ESPP stock to diversify your investments. Consult with your tax adviser and financial planner to understand the tax implications of your ESPP.
The tax consequences of your ESPP sale depend on the offering window and how long the stock is held. If you sell your stock within a year, it's considered a disqualifying disposition, and you'll pay ordinary income tax rates.
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Enrollment Periods
You can enroll in Microsoft's ESPP four times a year. The enrollment periods are December 15th, March 15th, June 14th, and September 14th. These dates are crucial to keep in mind if you're interested in participating in the plan.
You can only enroll during these specific dates, so mark your calendar accordingly. If you miss the enrollment period, you'll have to wait until the next one to sign up.
Considerations Before Enrolling

Microsoft employees often have a concentrated position in employer stock, which can increase the risk of saving in an ESPP.
The ESPP offering window and holding period can determine tax consequences, so it's essential to understand these timelines.
If you plan to take advantage of your Microsoft ESPP, be aware that there are tax consequences based on the ESPP offering window and how long the stock is held.
You should have a plan in place before beginning contributions into an ESPP, including a strategy for selling ESPP stock to diversify your investments.
A qualifying disposition means that the stock sale must meet two pieces of criteria to get favorable tax treatment.
If your sale meets the qualifying disposition requirements, you will pay income taxes on the spread between the fair market value & purchase price, on the initial offer date.
The ESPP contribution limits are $25,000 per year, and you can contribute up to 15% of your salary, with a limit of $22,500 per year.
For most employees, maxing out ESPP at $25,000 yields a net annual gain of around $1,500 to $2,000 depending on their tax bracket.
If you're taking advantage of your Microsoft benefits and cash flow is tight, you may want to delay your ESPP participation.
Here's an interesting read: Espp Offering Date
Selling and Cashflow
You can sell your ESPP shares at any time after vesting, but you'll want to consider the tax implications and potential impact on your cash flow.
The shares can be sold on a stock exchange or through a brokerage firm, and you can use the proceeds to pay off debts, invest in other assets, or cover living expenses.

When selling shares, you'll need to consider the potential tax implications, including capital gains tax on any appreciation in value since the original purchase price.
You can also use the proceeds from selling your ESPP shares to pay off high-interest debts, such as credit card balances, to free up more cash in your budget.
The cash flow from selling your ESPP shares can be a significant boost to your finances, especially if you've been holding onto the shares for a long time.
It's essential to have a plan in place for how you'll use the proceeds from selling your ESPP shares to ensure you make the most of this opportunity.
Frequently Asked Questions
Is Microsoft ESPP worth it?
Participating in Microsoft's Employee Stock Purchase Plan (ESPP) can yield a net annual gain of $1,500 to $2,000, depending on your tax bracket. Consider maximizing your other benefits and cash flow before deciding if ESPP is right for you.
What is the MSFT ESPP discount?
The MSFT ESPP discount is 10% off the current market price of Microsoft stock. This discount is applied when purchasing shares at the end of each calendar quarter.
What is the vesting period for Microsoft ESPP?
The vesting period for Microsoft ESPP shares is 4 years, with 25% vesting immediately and the remaining shares vesting semi-annually over the next 3 years.
Sources
- https://avieradvisors.com/microsoft/microsoft-rsu-espp/
- https://www.consiliowealth.com/insights/how-to-maximize-your-microsoft-espp
- https://www.microsoft.com/investor/reports/ar13/financial-review/notes/employee-stock-savings-plans/index.html
- https://www.heybenny.com/blog/your-2024-guide-to-microsoft-s-espp-everything-you-need-to-know
- https://avieradvisors.com/should-you-participate-in-microsoft-espp/
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