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Probate & Trust Law Section Conference Manual ... - Minnesota CLE

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The Well-Prepared Executive: Personal Wealth Preservation Strategies<br />

I. INTRODUCTION<br />

In today’s competitive job market, companies<br />

usually find that hiring and retaining qualified<br />

executives requires some type of equity<br />

compensation plan. Valuable employees fully<br />

expect to share in the future appreciation in the<br />

value of the company.<br />

Equity compensation plans can be broadly<br />

divided into three categories: (1) actual equity<br />

ownership, such as restricted stock plans; (2)<br />

potential equity ownership plans, such as stock<br />

options; and (3) those plans which do not result in<br />

actual or potential equity ownership but give a<br />

contractual right to a cash payment based on<br />

appreciation in the company’s value, such as stock<br />

appreciation rights. Each of these equity<br />

compensation plans aligns the executive’s interest<br />

with the interest of the shareholders by rewarding<br />

the executive for increases in stock value. Most<br />

plans are subject to vesting provisions that are tied<br />

to continued employment, company performance<br />

goals, or more specific performance goals tailored to<br />

the individual executive or the executive’s division.<br />

This outline focuses on basictax considerations<br />

related to equity compensation plans. With the<br />

current spread between the 20% long-term capital<br />

gains rate and the 39.6% ordinary income tax rate,<br />

and the 40% top marginal gift tax and estate tax<br />

rate, the executive’s tax considerations have become<br />

particularly important. An executive typically has<br />

three tax goals: (1) minimize taxes owed upon grant<br />

of the equity compensation; (2) minimize<br />

“phantom” income (i.e., taxable income without<br />

cash); and (3) maximize capital gains.<br />

More particularly, this outline focuses on basic<br />

tax considerations associated with common forms of<br />

equity compensation for executives, including (1)<br />

restricted stock plans, (2) incentive stock options,<br />

(3) non-qualified stock options, (4) stock<br />

appreciation rights, (5) employee stock purchase<br />

program, (6) distributions of company stock from a<br />

qualified plan, and (7) basic SEC considerations<br />

related to insiders.<br />

II.<br />

RESTRICTED STOCK PLANS<br />

A. Description<br />

A restricted stock award is the grant of<br />

stock or sale of stock at market value or<br />

discounted value to the executive, subject to a<br />

vesting schedule. Unvested shares typically are<br />

subject to forfeiture or resale to the company at<br />

the original purchase price upon the executive’s<br />

termination of employment or resignation.<br />

1<br />

B. Executive ’s Income Tax Consequences<br />

1. Grant The executive recognizes no<br />

income tax upon receipt of unvested restricted<br />

stock, unless the executive make the Internal<br />

Revenue Code (“IRC”) § 83(b) election as<br />

discussed below. IRC § 83(a).<br />

a. Purchase of Unvested Stock for Fair<br />

Market<br />

Value<br />

IRC § 83 applies to a transfer of<br />

property “in connection with the performance<br />

of services.” If an executive purchases stock at<br />

fair market value that is subject to a “substantial<br />

risk of forfeiture” (i.e., vesting), the stock is<br />

subject to IRC § 83 even though the executive<br />

paid fair market value. Alves v. Commissioner,<br />

79 T.C. 864 (1982), aff’d., 734 F.2d 478 (9 th<br />

Cir. 1984).<br />

2. Disposition Prior to Vesting<br />

An arm’s-length disposition of restricted<br />

stock will trigger compensation income to the<br />

executive equal to the value of the stock as of the<br />

date of the disposition less any amount paid for the<br />

stock. Treas. Reg. § 1.83-1(b)(1). A non-arm’slength<br />

disposition such as a gift or contribution to a<br />

related entity does not close the compensation<br />

element and the executive is still subject to income<br />

tax when the stock becomes vested even though the<br />

executive no longer owns the stock. Treas. Reg. §<br />

1.83-1(c).<br />

3. Vesting<br />

The executive recognizes compensation<br />

income (i.e., ordinary income) when restricted stock<br />

is transferable or no longer subject to substantial<br />

risk of forfeiture (i.e., upon vesting). IRC § 83(a).<br />

The amount of income recognized at the time of<br />

vesting equals the difference between fair market<br />

value of the stock at that time less any amount paid<br />

for the stock. IRC § 83(a). The executive’s holding<br />

period begins at the time of vesting for purposes of<br />

the one-year requirement for long-term capital gains<br />

and the five-year requirement for the 50% exclusion<br />

under <strong>Section</strong> 1202. IRC § 83(f).<br />

a. Stock Restrictions are Ignored in<br />

Determining<br />

Value<br />

For purposes of determining fair market<br />

value, restrictions on the stock such as securities<br />

law, lock-up, and similar restrictions are ignored.<br />

IRC § 83(a). For example, assume at the time of<br />

vesting that the stock is trading at $20 per share but

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