Equity compensation is an alternative compensation strategy designed to provide employees

with investment opportunities through company-based stock options. Over the years, this

strategy has become increasingly popular. In fact, according to Harvard Law School, roughly 58

percent of CEO compensation is a mix of equity and cash as of 2019. 1


An equity compensation strategy is typically utilized in businesses seeking growth without

drawing on a larger budget. This creates long-term ownership incentives at the cost of some

income stability. Let’s dive into how equity compensation works and examine some of the

different options available to employees.


Types of Equity Compensation


Each compensation option has a different set of opportunities, costs and taxes associated with

it. Also, be aware of the term “exercise,” as this is used often in equity compensation and refers

to the conversion of an option into stock. We recommend considering the differences in equity

compensation strategies when deciding whether equity compensation is right for you.


Equity compensation typically comes with a vesting schedule, a period of time in which stocks

fully become yours. This schedule will depend on the company and equity type. We have

worked with clients who have had no vesting schedule out to 6 years.


Standard Stock Options


With standard stock options, you can purchase a limited number of shares of the company you

work for, generally at a reduced price. After your vesting period, options can be exercised and

converted into shares. Be aware, stock options are typically exercisable for a limited amount of

time and follow different tax rules between pre-vested and vested shares. It’s important to

note that an employee with options is generally not considered a shareholder.


Non-Qualified Stock Options (NSOs)


A non-qualified stock option (NSO) is a type of employee stock option wherein you pay ordinary

income tax on the difference between the grant price and the price at which you exercise the

option.


Incentive Stock Options (ISO’s)


An incentive stock option (ISO) is an option that gives an employee the right to buy shares of

company stock at a discounted price with the added benefit of possible tax breaks on the profit.

The profit on qualified ISOs is usually taxed at the capital gains rate, not the higher rate for

ordinary income.


Restricted Shares


Unlike stock options, which you may receive before your vesting schedule provides full control,

restricted shares are limited by the employer based on your vesting schedule. Instead, you will

receive these stocks when they vest. The rate at which restricted shares are received will

depend on the company, just as the vesting schedule does.


Performance Shares


As the name implies, employees receive performance-based stock grants according to a set of

goals. These goals may vary and will depend on your company.


ESOP


An employee stock ownership plan (ESOP) is an employee benefit plan that gives workers

ownership interest in the company; this interest takes the form of shares of stock. ESOPs give

the sponsoring company—the selling shareholder—and participants various tax benefits,

making them qualified plans. Employers often use ESOPs as a corporate-finance strategy to

align the interests of their employees with those of their shareholders.


Net Unrealized Appreciation (NUA) Strategy


A beneficial strategy for employees with appreciated equity compensation in a retirement plan

is the NUA. Using NUA, employees with low basis company stock can significantly reduce taxes.

The IRS allows for a one-time opportunity to execute NUA distribution of company stock from

ESOP / 401(k) or qualified plan.


When using the NUA strategy, you’re essentially distributing shares of company stock from your

retirement plan with the cost being taxed at income tax rates and the gain at capital gains rate.

Contrast this with distributions from a retirement plan at income tax rates. Once the NUA is

executed, assets are outside your retirement plan, and no longer subject to Required Minimum

Distributions (RMDs) 2 .


To dive deeper, here is an example: Your employer offers an ESOP for it’s employees. You own

company shares in your 401(k) valued at $10 million. At retirement you will have a significant

amount of money in your 401(k) which is subject to RMDs (nearly $700,000 per year). These

RMDs, as well as other distributions from the plan, are taxed at regular income tax rate (37.5%

top Fed rate) plus state and local taxes. Using NUA, you distribute shares out of your 401(k) and

deposit them into a regular investment account. Your cost basis in the distributed shares is

subject to ordinary income tax in year of distribution. Now that the shares are outside the

retirement plan, you pay capital gains taxes (20% top Fed rate) on any gains, as shares are sold

now or in the future. Based on current tax law, the reduction from ordinary income tax rates to

capital gains rates could amount to material tax savings.


Additionally, when implementing the NUA, we often pair a gift of company shares to a

charitable entity, Family Foundation, Donor Advised Fund 3 , or similar to recognize a tax-


reducing charitable contribution in the same year as the tax-causing distribution. The funding

of a charitable entity establishes a pool of assets you can use to support charitable endeavors

for the rest of your life. Make the world a better place and create a significant tax deduction to

offset tax implications: An additional win-win.


Understanding the differences between equity incentive plans and strategy minimize taxes can

provide you the tools to determine benefits and implications of traditional vs equity

compensation. Remember to keep this summary in mind when offered equity by an employer.

If you’re unsure of what the best move may be for your current and future financial needs, we

stand ready to assist. Contact us today to learn more.


1. https://corpgov.law.harvard.edu/2019/04/16/2019-u-s-executive-compensation-trends/

2. https://www.irs.gov/retirement-plans/retirement-plans-faqs-regarding-required-minimum-distributions

3. https://www.irs.gov/charities-non-profits/charitable-organizations/donor-advised-funds

Recent Buttonwood Articles


By Jon McGraw • October 21, 2026
How Buttonwood's Investment Policy Committee rebalanced its Core and Tax Aware Allocations on September 22, 2026: same convictions, smaller bets.
Estate planning documents representing family, legacy, and financial planning.
By Danielle Brown MSF, CFP® • September 28, 2026
The 2026 federal estate tax exclusion is $15 million per individual. Learn why being under the threshold does not make estate planning irrelevant.
Buttonwood Financial Group Investment Policy Committee May and June 2026 portfolio rebalance summary
By Jon McGraw, Investment Policy Committee Chair, Buttonwood Financial Group (Kansas City) • July 20, 2026
How our Investment Policy Committee approached the May & June 2026 rebalances: trimming equity risk, upgrading bond quality, and adding liquid alternatives.
Child placing coins into a piggy bank while learning about saving and financial responsibility.
By Danielle Brown, CFP MSF • July 7, 2026
What families should know about Trump Accounts eligibility, contributions, financial literacy. Child investment accounts may fit in broader financial plan.
By Jon McGraw • July 1, 2026
Beyond fees, DIY investing carries hidden costs — time, taxes, and coordination. A Kansas City wealth management perspective on when self-directed makes sense
SpaceX and Anthropic are filing for the two largest IPOs in history. Learn how index fund exposure,
By Kristy Wieland • June 10, 2026
SpaceX and Anthropic are filing for the 2 largest IPOs in history. Index fund exposure, 401(k) passive buying, and mutual fund holdings mean you may already own them

Are you ready to explore the benefits of your very own Family CFO?

LET'S TALK

Buttonwood Services


About Buttonwood Financial Group