Explainer: What is the stock option deduction loophole? (2024)

The stock option deduction loophole is one of the most unfair and regressive tax loopholes of all.

Stock options get treated like capital gains. That means it allows those with stock options to pay tax at half the rate everyone else pays on their employment income.

Most of the people benefitting from this loophole are already rich executives who receive stock options as a form of compensation. In fact, over 90% of the value of this $840 million tax loophole goes to the top 1%: those making over $250,000 a year.

However, in 2021, Canada introduced a new limitation on stock options. Now, individuals can only claim stock options up to $200,000 per year from any given public corporation to be taxed at 50%. [1]

Though this new limit will hopefully lead to more taxation of the ultra-rich, most of the individuals in the top 1% will be unaffected. This limit also does not address the larger problem that wealthy individuals can sell their shares for capital gains and pay half the tax that way.

HOW DOES THE STOCK OPTION DEDUCTION LOOPHOLE WORK?

A stock option is a way of compensating employees without directly paying them. Essentially, instead of giving an employee a higher salary, the employer can allow an employee to buy shares of their company at a discounted price (called a strike price), compared to the price they would pay if they bought those shares on the stock market. Then, employees can hold onto the shares for a certain period of time (called the vesting period), and eventually sell them for a profit.

The intention of a stock option is to motivate employees to take greater interest in the success of the business, and to incentivize staying longer with the company - to “vest” their shares so they can eventually sell them.

The stock option deduction has a double benefit for employees receiving stock-based compensation:

  1. First, the benefit from receiving a discount on their shares is only 50% taxable.
  2. Also, the profits from selling their shares is a capital gain, and therefore only 50% taxable as well.

The deduction was initially put in place to help raise money for startups, but has since been twisted to meet the desires of the ultra-rich.

WHY IS THE STOCK OPTION DEDUCTION LOOPHOLE UNFAIR?

The stock option deduction loophole is unfair because stock options are typically only offered to high level executive employees of successful corporations. The vast majority of employees in the vast majority of companies are never granted this option and pay full tax on their wages. Why should a rule exist that almost exclusively benefits those who need it least?

Also, many of these corporate executives end up getting huge portions of their income as stock options.

  • For example, in 2017, Richard Baker, the CEO of Hudson’s Bay earned $861,000 as his salary and over $16 million in additional stock options. [2]
  • Or take the example of the highest paid CEO in Canada in 2018, Joseph Papa of Valeant Pharmaceuticals, who made over $83 million. His salary was just under $1.3 million… that means almost 99% of his income came from other forms of compensation like stock options!

As you can see, this loophole allows executives to earn more capital gains income than employment income. Since capital gains are only taxed at 50%, that means these rich CEOs are only paying full tax on a small portion of their income.

With such astronomical “compensation” for the people who use this loophole, the government loses out on huge revenues, which then can’t go into public services that benefit everyone.

The stock option deduction loophole is also economically damaging. It creates a lucrative incentive for those in the executive suite to put corporate profits into share buybacks, thereby boosting the value of their own compensation, instead of making real investments in the economy that would create jobs and prosperity. [3]

Meanwhile, this loophole keeps making inequality worse by cyclically growing and keeping the wealth of corporations in the hands of the wealthiest few.

Also, there are ways to get around the new limit on stock options, such as:

  • employees receiving more than $200,000 in stock options by receiving stock options from multiple companies
  • stock options received from private companies like startups, or small businesses (meaning revenue below $500,000) remain exempt [4] (See Example 2 below)
  • companies finding grey areas in the law, such as creating smaller subsidiaries of themselves, or changing their accounting practices so they technically qualify as small businesses or private corporations [5]

CAN WE MAKE THIS LOOPHOLE FAIR?

The stock option deduction limit introduced in 2021 would indeed have had an impact in 2020. Had the $200,000 limit been in place in 2020, 71 of the highest-paid 100 CEOs would have exceeded it. The tax savings (also known as government revenue loss), for 71 people alone in 2020, due to this one tax loophole, was $63.4 million. [6]

However, even with this new limit, the stock option deduction loopholeremains unfair, not least because the vast majority of earners in the 1% will not exceed this new limit and thus remain unaffected. Furthermore, all earners of stock options will still collect their capital gains taxed at 50% when they sell their shares. Thus, there is still a high incentive to choose stock options as a prominent form of income.

The only real way to make this loophole fairer is to eliminate the stock option deduction loophole altogether, and ensure that stock option income is taxed at the same rate as wages.

=========

FURTHER EXPLANATIONS AND EXAMPLES

For those interested in how the stock option deduction loophole works, the following section details exactly how it is calculated and reported on a tax return.

WHAT IS A STOCK OPTION?

There are two types of stock options for two different scenarios.

Scenario 1: Mrs. Vesting works for a small privately owned business in her local community. She would be offered to buy Incentive Stock Options in that company. This type of stock option would go as follows:

  • She would buy the shares at a discounted price and not be obligated to report anything on her tax return.
  • Then, she would hold the shares for the vesting period. There is still nothing to report on her return yet.
  • Finally, when the vesting period is up, she could sell her shares and report the profit as a capital gain (only 50% taxable).

Scenario 2: Mrs. Vesting gets hired at a large publicly traded corporation and they offer her a stock option as part of her compensation. This type of stock option is called a Non-statutory Stock Option (or Non-qualifies) and would go as follows:

  • She would buy the shares at a discounted price and report half [7] of the benefit on her tax return (ie. if she buys 20 shares for $40 each and they are worth $50 each at the time, her benefit would be $10 per share. She only has to report half of that. So the benefit on her tax return would be $5 x 20 shares = $100).
  • Then, she would hold the shares for the vesting period.
  • Finally, when the vesting period is up, she could sell her shares and report the profit as a capital gain (only 50% taxable).

WHAT ARE THE TAX IMPLICATIONS?

EXAMPLE 1: Mr. Qualifies is promoted to an executive position at Stock Options Inc. and is given two choices for his compensation package:

  • Option 1. Receive a salary of $300,000 each year for the next three years.
  • Option 2. Receive a salary of $200,000 salary with an option to buy 10,000 shares at a price of $250 per share. The market value of those shares is $270 and the vesting period is two years (he can sell in the third year). He can exercise that option immediately.

He wants to figure out which option would avoid paying more tax:

Year 1 of employment

Salary Only

Salary + Stock Option

Employment Income

$300,000

$200,000

Tax Benefit [($270 - 250) x 10,000]

200,000

Taxable Income (includes 50% of tax benefit)

300,000

300,000

Tax Payable (marginal personal tax rates)

$77,181

$77,181

After the two year vesting period is up, the market value of the shares is now $280 per share. Ms. Strike chooses to sell her shares in the third year. Here is the tax implication:

Year 3 of employment

Salary Only

Salary + Stock Option

Employment Income

$300,000

$200,000

Capital Gains [($280 - 250) x 10,000]

300,000

Total Income

300,000

500,000

Taxable Income (includes 50% of capital gains)

300,000

350,000

Tax Payable (marginal personal tax rates)

$77,181

$88,762

Effective Tax Rate (of total income)

25.7%

17.8%

Option 1 Totals

  • Total income over three years = $900,000
  • Total tax paid ($77,181 x 3 yrs) = $231,543
  • Effective tax rate (231,543 / 900,000) = 25.7%

Option 2 Totals

  • Total income over three years (not including tax benefit)[8] = $900,000
  • Tax paid (77,181 + 45,049 + 88,762) = $210,992
  • Effective tax rate (210,992 / 900,000) = 23.4%

If Mr. Qualifies chooses Option 2 to get stock options, in the three year period of the option, he would pay $20,551 less in taxes for the same amount of total income.

EXAMPLE 2: If Exemption Corporation was a large public company with executives that still wanted to receive major stock options, there are a couple things they could do to work around the new rules.

  1. The executives could create a system in which they receive their options from multiple companies and thus take advantage of a limit above $200,000.
  2. The company could create a new smaller entity with a level of income that would qualify to be exempt from the limit and distribute its stock options through that smaller company.

ENDNOTES

[1] Any options beyond that limit can still be claimed, but they will be taxed fully. This however, does not apply to options issued by private companies and small businesses.

[2] Chapter 5 of Share the Wealth by Jonathan Gauvin and Angella MacEwen

[3] Roger Martin, former dean of U of T’s management school and director of the Martin Prosperity Institute, wrote a book called Fixing the Game, calling to eliminate the loophole

[4] Most Private Canadian Corporations and small businesses with net income less than $500,000 are exempt from the $200,000 limit.

[5]https://www.taxfairness.ca/sites/default/files/resource/c4tf_submission_stock_option_deduction_sept_2019_1.pdf

[6]https://www.policyalternatives.ca/sites/default/files/uploads/publications/National%20Office/2022/01/Another%20year%20in%20paradise.pdf

[7] Under paragraph 110(1)(d), the employee may deduct half of the ESO benefit when computing taxable income if: (1) the employee received common shares upon exercising the employee stock option; (2) the employee dealt at arm’s length with the employer; and (3) the ESO option price (including any amount paid to acquire the ESO) wasn’t less than the fair market value of the underlying shares at the time that the option was granted.https://taxpage.com/articles-and-tips/employee-stock-options-tax-implications/

[8] The tax benefit is not included in total income because it is not money received by the employee at the time of exercising the option. It is an implied benefit of the discount they received on buying their shares.

{Photo by Ben White on Unsplash}

As an expert in taxation and financial systems, I can confidently affirm the depth of knowledge reflected in the provided article on the stock option deduction loophole. My expertise is rooted in an in-depth understanding of tax structures, financial incentives, and their implications on income distribution.

The stock option deduction loophole is indeed a contentious issue, and the evidence presented in the article is robust. Let's break down the key concepts and information mentioned in the article:

1. Stock Option Deduction Loophole Overview:

  • Nature of the Loophole: The stock option deduction allows employees to buy shares at a discounted price, with the resulting benefits taxed at a preferential rate.
  • Beneficiaries: Primarily benefits wealthy executives, with over 90% of the value going to the top 1% earning over $250,000 annually.
  • Canadian Limitation (2021): Introduced a $200,000 per year limit on stock options from a public corporation, taxed at 50%.

2. How Stock Options Work:

  • Employee Compensation: Stock options serve as a form of compensation, motivating employees to align their interests with the company's success.
  • Taxation Benefits: The loophole provides a double benefit - the discounted shares are only 50% taxable, and the subsequent profits from selling the shares are also taxed at 50%.

3. Unfairness of the Loophole:

  • Exclusivity: Stock options are typically offered to high-level executives, benefiting a small percentage of employees.
  • Income Discrepancy: Executives receive substantial portions of income as stock options, resulting in lower overall tax rates compared to regular employment income.

4. Economic Impact and Workarounds:

  • Economic Consequences: Creates incentives for executives to prioritize share buybacks over real investments, exacerbating economic inequality.
  • Workarounds: Executives can circumvent the $200,000 limit through various means, including receiving options from multiple companies or from private entities.

5. Proposed Solutions:

  • Limit Impact: The $200,000 limit introduced in 2021 is a step towards reducing the impact, but it doesn't address the core issue.
  • Advocacy for Elimination: The article suggests that the only effective way to address the loophole's unfairness is to eliminate it entirely, ensuring stock option income is taxed at the same rate as wages.

6. Further Explanations and Examples:

  • Types of Stock Options: Incentive Stock Options for private businesses and Non-statutory Stock Options for publicly traded corporations.
  • Tax Implications Examples: Detailed scenarios illustrating tax implications for executives choosing between a salary-only option and a combination of salary and stock options.

In conclusion, the article provides a comprehensive analysis of the stock option deduction loophole, outlining its workings, implications, and proposed solutions. The evidence presented underscores the need for a reevaluation of this tax provision to promote fairness and address economic disparities.

Explainer: What is the stock option deduction loophole? (2024)

FAQs

Explainer: What is the stock option deduction loophole? ›

The stock option deduction loophole is one of the most unfair and regressive tax loopholes of all. Stock options get treated like capital gains. That means it allows those with stock options to pay tax at half the rate everyone else pays on their employment income.

What is a stock option deduction? ›

If you acquire securities under a security option agreement and meet certain conditions, you may be entitled to a deduction equal to one-half of the security option benefit (security option deduction). In this case, your employer cannot claim a deduction for the issuance of the share.

What loopholes do billionaires use to avoid taxes? ›

12 Tax Breaks That Allow The Rich To Avoid Paying Taxes
  • Claim Depreciation. Depreciation is one way the wealthy save on taxes. ...
  • Deduct Business Expenses. ...
  • Hire Your Kids. ...
  • Roll Forward Business Losses. ...
  • Earn Income From Investments, Not Your Job. ...
  • Sell Real Estate You Inherit. ...
  • Buy Whole Life Insurance. ...
  • Buy a Yacht or Second Home.
Jan 24, 2024

What is an example of a tax loophole? ›

High-Income Mortgage Interest Deduction

For example, you generally need a high income to get a mortgage for $1 million. If you're paying interest on a mortgage that large, you'll have more interest to deduct than a taxpayer who pays interest on a $350,000 mortgage. But there's a limit to this loophole.

When can a company deduct stock options? ›

If the employee receives vested shares upon exercising the option, the employer is entitled to a tax deduction at the time of exercise.

How do I avoid paying taxes on employee stock options? ›

Employees do not owe federal income taxes when the option is granted or when they exercise the option. Instead, they pay taxes when they sell the stock. However, exercising an ISO produces an adjustment for purposes of the alternative minimum tax unless the stock is sold in the same year that the option is exercised.

Can I deduct stock option losses from taxes? ›

Any losses are included in the basis of the remaining position and eventually recognized when the final position is closed. Note: Any loss that exceeds the unrecognized gain from an offsetting position can generally be deducted.

What tax loopholes do billionaires use? ›

Others will object to taxing the wealthy unless they actually use their gains, but many of the wealthiest actually do use their gains through the borrowing loophole: They get rich, borrow against those gains, consume the borrowing, and do not pay any tax.

How do billionaires not pay taxes with stocks? ›

Billionaires (usually) don't sell valuable stock. So how do they afford the daily expenses of life, whether it's a new pleasure boat or a social media company? They borrow against their stock. This revolving door of credit allows them to buy what they want without incurring a capital gains tax.

Why the rich don t pay taxes? ›

Currently, wealthy households can finance extravagant levels of consumption without even paying capital gains taxes on the accruing wealth by following a “buy, borrow, die” strategy, in which they finance current spending with loans and use their wealth as collateral.

What is the secret IRS loophole? ›

Variable life insurance tax benefits are essentially an IRS loophole of section 7702 of the tax code. This allows you to put cash (after-tax money) into a policy that is invested in the stock market or bonds and grows tax-deferred.

Why are tax loopholes good? ›

A tax loophole is a tax law provision or a shortcoming of legislation that allows individuals and companies to lower tax liability. Loopholes are legal and allow income or assets to be moved with the purpose of avoiding taxes.

What are some legal tax loopholes? ›

Legal Loophole: Proposition 13 passed in 1978 caps yearly property tax increases at 2% maximum until the property is sold. This keeps taxes lower, especially for corporations owning land for a long time.

Can you write off worthless stock options? ›

Bottom line. If you have a worthless asset, you can claim your tax write-off and reduce your taxable income. But it's important that you follow the IRS procedures, because your brokerage may not report your loss on worthless securities that remain in your account if you can't dispose of them.

How do I cash out my company stock options? ›

Usually, you have several choices when you exercise your vested stock options:
  1. Hold Your Stock Options.
  2. Initiate an Exercise-and-Hold Transaction (cash for stock)
  3. Initiate an Exercise-and-Sell-to-Cover Transaction.
  4. Initiate an Exercise-and-Sell Transaction (cashless)

Do you pay taxes twice on stock options? ›

Stock options are typically taxed at two points in time: first when they are exercised (purchased) and again when they're sold. You can unlock certain tax advantages by learning the differences between ISOs and NSOs.

What is an example of a stock option benefit? ›

For example, you may be granted the right to buy 1,000 shares, with the options vesting 25% per year over four years with a term of 10 years. So 25% of the ESOs, conferring the right to buy 250 shares would vest in one year from the option grant date, another 25% would vest two years from the grant date, and so on.

What is stock options and how does it work? ›

A stock option is the right to buy a specific number of shares of company stock at a pre-set price, known as the “exercise” or “strike price.” You take actual ownership of granted options over a fixed period of time called the “vesting period.” When options vest, it means you've “earned” them, though you still need to ...

How much tax do you pay on stock options? ›

The IRS applies what is known as the 60/40 rule to all non-equity options, meaning that all gains and losses are treated as: Long-Term: 60% of the trade is taxed as a long-term capital gain or loss. Short-Term: 40% of the trade is taxed as a short-term capital gain or loss.

What is a worthless stock deduction? ›

If you own securities, including stocks, and they become totally worthless, you have a capital loss but not a deduction for bad debt. Worthless securities also include securities that you abandon.

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