
Summary
- An employee stock purchase plan (ESPP) is an organizational-wide stock plan that is offered to employees who meet specific requirements.
- There are two main types of plans – qualified and non-qualified plans.
- In order to enroll in an ESPP, it is beneficial to first educate yourself on eligibility, deduction, and taxation.
Full Answer
What is the difference between a stock and asset purchase?
· An employee stock purchase plan (ESPP) is a company-run program in which participating employees can buy company shares at a discounted price.
What companies offer direct stock purchase plans?
· A direct stock purchase plan (DSPP) is a program that enables individual investors to purchase a company's stock directly from that company without the intervention of a broker.
How can I purchase stock directly from a company?
· An employee stock purchase plan, or ESPP, is a program that allows employees to use after-tax payroll deductions to buy their employer's stock, usually at a discount. Typically, employees make contributions to a purchase fund via payroll deductions over a period of time—usually six months. Then, at designated points during the year, the employer uses the …
What companies can you buy stock directly from?
· A Direct Stock Purchase Plan (DSPP) is a way for individuals to buy stocks directly from a company rather than through a brokerage. Through a DSPP, an investor can eliminate any brokerage fees associated with the purchase. In a DSPP, the price of each share isn’t equivalent to the market price, but rather an average price over a period of time.

How does a stock purchase plan work?
An ESPP allows you to purchase company stock at a discounted price, often between 5-15% off the fair market value. For example, if the fair market value on the applicable date is $10 per share, and your plan offers a 15% discount, you can purchase those shares for $8.50 per share.
Are employee stock purchase plans worth it?
Are ESPPs good investments? These plans can be great investments if used correctly. Purchasing stock at a discount is certainly a valuable tool for accumulating wealth, but comes with investment risks you should consider. An ESPP plan with a 15% discount effectively yields an immediate 17.6% return on investment.
What do I do with my employee stock purchase plan?
You can sell your ESPP plan stock immediately to lock in your profit from the discount. If you hold the company stock for at least a year and sell it for more than two years after the offering date, you pay lower taxes.
How much should I put in a stock purchase plan?
The IRS limits contributions to your Employee Stock Purchase Plan (ESPP) to a pre-discounted $25,000 per calendar year. Companies can further restrict your contributions, if they chose, to either a percent of your salary or a flat dollar amount.
Should I invest in 401k or ESPP?
Employees who contribute to both types of plan tend to sock more money away overall, researchers found, with dual savers stashing 12.5% of their salaries in 401(k) accounts and 6.3% in ESPPs, compared with an 8.8% savings rate among people who invest in a 401(k) alone.
How long should I hold ESPP shares?
one yearTaxes on your ESPP transaction will depend on whether the sale is a qualifying disposition or not. The sale will be considered a qualifying disposition if it meets both of these criteria: You held the stocks for at least one year from the PURCHASE date.
How do I withdraw money from ESPP?
You can request a withdrawal by clicking Act > Withdraw Money. Click Withdraw Money next to an offering period with available funds. Enter the dollar amount that you want to withdraw (this amount must be equal to or less than the available amount).
Can I cash out my employee stock options?
If you have been given stock options as part of your employee compensation package, you will likely be able to cash these out when you see fit unless certain rules have been put into place by your employer detailing regulations for the sale.
What is the difference between ESPP and RSU?
RSUs also permit you – as the founder – to defer issuing any startup shares until restrictions and vesting are met. This deferral helps you delay any share dilution. An ESPP is an employee stock purchase plan. These plans can be qualified or non-qualified by the IRS.
When can you cash out ESPP?
You may be able to withdraw your contributions for cash Under most ESPPs, employees can withdraw from the plan at any time before the purchase date (when their contributions are used to purchase shares). Your company will generally return your accumulated contri- butions back to you through payroll.
How do I pay tax on ESPP?
When you sell ESPP shares, your employer reports your ESPP income as wages in box 1 of your Form W-2. ESPPs have no withholding for income tax, and Social Security and Medicare taxes do not apply. Whether you had a qualified or disqualified disposition determines how much of the income is on your W-2.
Should you always max out ESPP?
We'd recommend maximizing your ESPP sometimes even before maximizing your 401(k). The percentage will vary, but you'll want to calculate what you'll need to contribute to maximize your ESPP contributions. Note: If you have the ability to max out an HSA or Roth IRA, those should be priorities as well.
Is DSPP a good investment?
For some, investing in DSPPs still is a good option. For the small investor who is ready to buy individual shares of a particular company to add to their portfolio and hold for the long term, a DSPP may be a thrifty way to do so.
What is a DSPP account?
A DSPP allows individual investors to establish an account in which to make deposits for the purpose of purchasing shares directly from a given company. The investor makes a monthly deposit (usually by ACH) and the company applies that amount toward purchasing shares.
What is a DSPP?
A direct stock purchase plan (DSPP) allows investors to purchase shares directly from the company. DSPPs require very little money to get started. Some DSPPs have no fees, but most have small fees. These programs present long-term investors with a simple and automatic way to acquire shares over time.
How does a DSPP work?
How a Direct Stock Purchase Plan (DSPP) Works. A DSPP allows individual investors to establish an account in which to make deposits for the purpose of purchasing shares directly from a given company. The investor makes a monthly deposit (usually by ACH) and the company applies that amount toward purchasing shares.
What are the drawbacks of DSPP?
One drawback of a DSPP is that the shares are rather illiquid —it is difficult to re-sell one's shares without using a broker. As a result, these plans generally function best for investors with a long-term investment strategy.
Is a DSPP worthwhile?
As much as DSPPs can benefit investors, they also can be worthwhile to the company that offers them. DSPPs may bring in new investors who otherwise might not have been able to invest in the company. Moreover, a DSPP can provide a company with the ability to raise additional funds at a reduced cost.
Why are DSPPs so sweet?
DSPPs were seen as a pretty sweet deal in the early days of internet investing because you still had to pay significant trading or management fees to full-service brokers if you wanted to buy stock. However, as online investing has become cheaper over time, some of the original positive factors of DSPPs have faded.
What is direct stock purchase?
Direct stock purchases are between an investor and a single company. While a brokerage can offer thousands of stock options, a direct stock purchase limits the investor to one stock. It reduces portfolio diversity and limits an investor’s trading options.
What is transaction cost?
Transaction Costs Transaction costs are costs incurred that don’t accrue to any participant of the transaction. They are sunk costs resulting from economic trade in a market. In economics, the theory of transaction costs is based on the assumption that people are influenced by competitive self-interest.
What is a DSPP?
What is a Direct Stock Purchase Plan (DSPP)? A Direct Stock Purchase Plan (DSPP) is a way for individuals to buy stocks directly from a company rather than through a brokerage. Typically, investors purchase stocks through brokerages, such as banks or online investment platforms.
Do brokerages charge commissions?
However, brokerages typically charge commissions or currency exchange fees per transaction. Through a direct stock purchase plan, an investor can skip the middleman and purchase shares directly from a company. Although DSPPs minimize commissions, there are other drawbacks, such as purchase requirements and transfer fees.
What is financial intermediary?
Financial Intermediary A financial intermediary refers to an institution that acts as a middleman between two parties in order to facilitate a financial transaction. The institutions that are commonly referred to as financial intermediaries include commercial banks, investment banks, mutual funds, and pension funds.
What is a middleman?
Middleman A middleman plays the role of an intermediary in a distribution or transaction chain who facilitates interaction between the involved parties. Middlemen. between the investor and the company, providing investors with access to a range of stock offerings on one platform.
What is an ESPP?
Offered by most publicly traded companies, an ESPP is an employee benefit that allows you to purchase shares of your company stock at a discount. It’s this discount that’s the most significant advantage of Employee Stock Purchase Plans. For most employers, you can expect that discount to range between 5%-15%—obviously the higher the better for you! ...
What is the advantage of an ESPP?
As mentioned above, the primary advantage to exploit in an ESPP is the discount. Shares can be sold immediately (known as a “Quick Sale”) and assuming a 15% discount, lock in a minimum 18% pre-tax gain on your money.
How much can you contribute to an ESPP?
Under an ESPP program, employees can elect to defer salary and bonus up to the IRS limit of $25,000 per year (the “ Contribution Limit” ). You elect how much to contribute per pay period during an initial “ Enrollment Period”. At the end of this enrollment period, typically every six months, this money is used to purchase shares at a discount ...
How often does an ESPP enroll?
Typically, every six months your ESPP will have an enrollment period. You’ll elect to participate in the plan and select how much to contribute each pay period. Your contributions into the plan will be directly pulled from payroll at each pay period and accumulate in your ESPP account.
What is a direct stock purchase plan?
A direct stock purchase plan (DSPP) is a plan that allows investors to purchase stock in a company without a broker. There are no brokerage fees and discounts may be available for larger purchases. So how does it compare to stocks bought through a broker?
Is stock trading online?
Nowadays, nearly all stock trading is handled online, which has made the process less expensive and more hands-on for the typical investor—at least compared to the days when people needed to walk into a stockbroker’s office to place an order.
What is a DSPP?
What Is a Direct Stock Purchase Plan (DSPP)? A direct stock purchase plan (DSPP) is a plan that allows investors to purchase stock in a company without a broker. There are no brokerage fees and discounts may be available for larger purchases. So how does it compare to stocks bought through a broker?
What happens to common stockholders when a company goes bankrupt?
If a company goes bankrupt, common stockholders are placed behind creditors and another type of stockholders in line—preferred stockholders— in getting payment (which means common stock investors very well might lose all of what they’d invested in that company).
Why is it important to diversify your portfolio?
Portfolio diversification is desirable because it helps to spread out the degree of risk— that’s because, if one stock’s value decreases, others may rise to balance out that portfolio . Some investors, for example, have a portfolio with 40 to 50 different stocks to provide diversification.
What is debt to equity ratio?
Investors sometimes also review a company’s debt-to-equity ratio (also called debt-to-capital ratio) to determine how a particular company funds its business operations and pays for its assets. Ideally, a company will have enough short-term liquidity to pay for business operations as well as its growth.
What happens if a company doesn't do well?
Investors are really buying a piece of a company, becoming a partial owner of that company. Then, when that company does well, investors can be rewarded by having shares of stock increase in value and/or receiving dividends. If the company doesn’t do well, then that can be reflected in a lesser stock value.
How long is a stock gain/loss?
A gain/loss will typically be treated as short-term if the stock has been held for one year or less, and long-term if the stock has been held for more than one year.
What is an ESPP?
An ESPP is a stock ownership plan that allows you to purchase shares of your company’s stock, usually at a discount, with funds deducted from your paychecks. ESPP shares are yours as soon as the stock purchase is completed. You can hold on to the shares as part of your portfolio or sell them at your discretion ...
What is non qualified ESPP?
Non-qualified. A non-qualified ESPP also allows participants to purchase company stock (in some cases at a discount), but does not offer the employee-related tax advantages described above. Unlike a qualified plan, applicable taxes on non-qualified ESPP shares are due at purchase.
What is look back provision?
Companies may also offer a “look-back” provision, which compares the share price at the beginning of the offering period and the share price on the purchase date and uses the lower value to calculate your purchase price.
Is capital gain taxable?
A portion of the gain (if any) is taxable as ordinary income and the rest as long-term capital gain. In most cases, more of the gain will be taxable as a long-term capital gain and less will be taxable as ordinary income than would occur in a disqualifying disposition.
What is disqualifying disposition?
Disqualifying disposition. Sell, transfer, or gift your shares prior to the end of the specified holding period. Ordinary income equals the difference between the stock price of the shares on your purchase date and the purchase price. Any additional gain is typically taxable as short-term or long-term capital gain.
Is capital gain taxable as ordinary income?
In most cases , more of the gain will be taxable as a long-term capital gain and less will be taxable as ordinary income than would occur in a disqualifying disposition. Typically offers benefits to the taxpayer because the capital gain tax rates may be lower than the rate at which the ordinary income is taxed.
Do you pay taxes on stock you bought?
When you sell the stock, the discount that you received when you bought the stock is generally considered additional compensation to you, so you have to pay taxes on it as regular income. If you hold the stock for less than a year before you sell it, any gains will be considered compensation and taxed as such.
What is an ESPP plan?
These plans are offered as an employment incentive, giving you an opportunity to share in the growth potential of your company's stock (and by implication, work hard to keep the stock price moving ahead).
Do you owe taxes when a company buys you shares?
When the company buys the shares for you, you do not owe any taxes. You are exercising your rights under the ESPP. You have bought some stock. So far so good.
What is an ESPP?
Buying company stock at a discount. Many large companies offer Employee Stock Purchase Plans (ESPP) that let you buy your employer's stock at a discount. These plans are offered as an employment incentive, giving you an opportunity to share in the growth potential of your company's stock (and by implication, work hard to keep ...
