[Code of Federal Regulations]
[Title 26, Volume 5]
[Revised as of April 1, 2004]
From the U.S. Government Printing Office via GPO Access
[CITE: 26CFR1.423-2]

[Page 922-932]
 
                       TITLE 26--INTERNAL REVENUE
 
    CHAPTER I--INTERNAL REVENUE SERVICE, DEPARTMENT OF THE TREASURY 
                               (CONTINUED)
 
PART 1_INCOME TAXES--Table of Contents
 
Sec. 1.423-2  Employee stock purchase plan defined.

    (a) In general. (1) The term ``employee stock purchase plan'' means 
a plan which meets the requirements of paragraphs (1) through (9) of 
section 423(b). If the terms of the plan do not satisfy the requirements 
of paragraphs (3) through (9) of section 423(b), such requirements may 
be satisfied by the terms of an offering made under such plan. However, 
in such a case, such requirements will be treated as satisfied only with 
respect to options exercised under such offering.
    (2) The determination of whether a particular option is an option 
granted under an employee stock purchase plan is made at the time such 
option is granted. If the terms of an option are inconsistent with the 
terms of the employee stock purchase plan or an offering under such a 
plan, the option will not be treated as granted under an employee stock 
purchase plan. If such an option is granted to an employee who is 
entitled to the grant of an option under the terms of the plan or 
offering, and such employee is not granted an option under such offering 
which qualifies as an option granted under an employee stock purchase 
plan, such offering will not meet the requirements of section 423(b)(4). 
Accordingly, none of the options granted under such offering will be 
eligible for the special tax treatment of section 423(b)(4). If such an 
option is granted to an individual who is not entitled to the grant of 
an option under the terms of the plan or

[[Page 923]]

offering, such option will not be treated as an option granted under an 
employee stock purchase plan, and the grant of the option will not 
disqualify the plan or the options granted under such plan or offering. 
For example, an option granted to an individual who is ineligible to 
receive an option under an employee stock purchase plan by reason of his 
ownership of 5 percent or more of the voting power or value of the stock 
of the grantor corporation (or a related corporation of such 
corporation), will not be treated as an option granted under an employee 
stock purchase plan, and the grant of such an option will not disqualify 
options granted under such plan from the special tax treatment of 
section 421. If all the options granted under an offering do not give 
the respective optionees the same rights and privileges, none of the 
options granted under such offering will be treated as having been 
granted under an employee stock purchase plan. If, at the time an option 
is granted, it qualifies as an option granted under an employee stock 
purchase plan, but the terms of the option are not in fact met, the 
option will not qualify for the special tax treatment of section 421. 
However, the failure of such an option to qualify for the special tax 
treatment of section 421, will not disqualify other options granted 
under the plan.
    (b) Options restricted to employees. An employee stock purchase plan 
must provide that options are to be granted only to employees of the 
employer corporation or of its related corporations to purchase stock in 
any such corporation. If such a provision is not included in the terms 
of the plan, the plan will not be an employee stock purchase plan and 
options granted under such plan will not qualify for the special tax 
treatment of section 421. For rules relating to the employment 
requirement, see paragraph (h) of Sec. 1.421-7.
    (c) Stockholder approval. (1) An employee stock purchase plan must 
be approved by the stockholders of the granting corporation within 12 
months before or after the date such plan is adopted. The approval of 
the stockholders must comply with all applicable provisions of the 
corporate charter, bylaws and applicable State law prescribing the 
method and degree of stockholder approval required for the issuance of 
corporate stock or options. If the applicable State law does not 
prescribe a method and degree of stockholder approval in such cases an 
employee stock purchase plan must be approved--
    (i) By a majority of the votes cast at a duly held stockholder's 
meeting at which a quorum representing a majority of all outstanding 
voting stock is, either in person or by proxy, present and voting on the 
plan; or
    (ii) By a method and in a degree that would be treated as adequate 
under applicable State law in the case of an action requiring 
stockholder approval (i.e., an action on which stockholders would be 
entitled to vote if the action were taken at a duly held stockholders' 
meeting).
    (2) The plan required by section 423 must be approved within 12 
months before or after the date the plan is adopted. Ordinarily, a plan 
is adopted when approved by the board of directors and the date of such 
board action will be the reference point for determining whether 
stockholder approval comes within the 12-month period.
    (3) The plan as adopted and approved must designate the aggregate 
number of shares which may be issued under the plan, and the 
corporations or class of corporations whose employees will be offered 
options under such plan. A plan which merely provides that the number of 
shares which may be issued under options shall not exceed a stated 
percentage of the shares outstanding at the time of each offering or 
grant under the plan will not satisfy the requirement that the plan 
state the aggregate number of shares which may be issued under options. 
However, the maximum number of shares which may be issued under the plan 
may be stated in terms of a percentage of either the authorized, issued 
or outstanding shares at the date of the adoption of the plan. The 
provisions relating to the aggregate number of shares to be issued under 
the plan and the employees (or class of employees) eligible to receive 
options under the plan, are the only provisions of a stock option plan 
which require stockholder approval for purposes of section 423(b)(1).

[[Page 924]]

    (4) Any increase in the aggregate number of shares which may be 
issued under the plan (other than an increase merely reflecting a change 
in capitalization such as a stock dividend or stock split-up) will be 
treated as the adoption of a new plan requiring approval of the 
stockholders within 12 months of such adoption. Similarly, a change in 
the designation of corporations whose employees may be offered options 
under the plan will be treated as the adoption of a new plan requiring 
stockholder approval unless the plan provides that designations of 
participating corporations may be made from time to time from among a 
group consisting of the grantor corporation and its parent or subsidiary 
corporations. The group from among which such changes and designations 
are permitted without additional stockholder approval may include 
corporations having become parents or subsidiaries of the grantor after 
the adoption and approval of the plan. Any other changes in the terms of 
an employee stock purchase plan may be made without such changes being 
considered the adoption of a new plan.
    (5) A plan which otherwise meets the requirements of section 423(b) 
and this section may be used as an employee stock purchase plan although 
the adoption and approval of such plan occurred before January 1, 1964.
    (d) Options granted to certain shareholders. (1) An employee stock 
purchase plan must by its terms provide that no employee can be granted 
an option if such employee, immediately after the option is granted, 
owns stock possessing 5 percent or more of the total combined voting 
power or value of all classes of stock of the employer corporation or 
its parent or subsidiary corporation. In determining whether the stock 
ownership of an employee equals or exceeds this 5 percent limit, the 
rules of section 425(d) (relating to attribution of stock ownership) 
shall apply, and stock which the employee may purchase under outstanding 
options (whether or not such options qualify for the special tax 
treatment afforded by section 421(a)) shall be treated as stock owned by 
the employee. An option is outstanding for purposes of section 423(b)(3) 
although under its terms it may be exercised only in installments or 
after the expiration of a fixed period of time. If an option is granted 
to an individual whose stock ownership (as determined under this 
paragraph for purposes of section 423(b)(3)) exceeds the limitation of 
section 423(b)(3), no portion of such option will be treated as having 
been granted under an employee stock purchase plan.
    (2) The determination of the percentage of the total combined voting 
power or value of all classes of stock of his employer corporation (or a 
related corporation of such corporation) that is owned by the individual 
is made by comparing the voting power or value of the shares owned (or 
treated as owned) by the individual to the aggregate voting power or 
value of all shares actually issued and outstanding immediately after 
the grant of the option to such individual. The aggregate voting power 
or value of all shares actually issued and outstanding immediately after 
the grant of the option does not include the voting power or value of 
treasury shares or shares authorized for issue under outstanding options 
held by the individual or any other person.
    (3) The application of this paragraph may be illustrated by the 
following examples:

    Example (1). E, an employee of M Corporation, owns 6,000 shares of 
the common stock of M Corporation, the only class of M stock 
outstanding. M has 100,000 shares of its common stock outstanding. Since 
E owns 6 percent of the combined voting power or value of all classes of 
M Corporation stock, M cannot grant an option to E under M's employee 
stock purchase plan. If E's father and brother each owned 3,000 shares 
of M stock and E owned no M stock in his own name, the result in this 
case would be the same, since under section 425(d) a person is treated 
as owning stock held by his father and his brother. Similarly, the 
result would be the same if, instead of actually owning 6,000 shares, E 
merely held an option on 6,000 shares of M stock, irrespective of 
whether the transfer of stock under such option could qualify for the 
special tax treatment of section 421, since section 423(b)(3) provides 
that stock which the employee may purchase under outstanding options 
shall be treated as stock owned by such employee.
    Example (2). Assume the same facts as in example (1) and assume 
further that M is a

[[Page 925]]

subsidiary corporation of P Corporation. Irrespective of whether E owns 
any P stock, E cannot receive an option from P under P's employee stock 
purchase plan since he owns 5 percent of the total combined voting power 
of all classes of stock of a subsidiary of P Corporation, i.e., M 
Corporation. Thus, an individual who owns (or is treated as owning) 
stock in excess of the limitation of section 423(b)(3), in any 
corporation in a group of corporations, consisting of a parent and its 
subsidiary corporations, cannot receive an option under an employee 
stock purchase plan from any corporation in the group.
    Example (3). F is an employee of R Corporation. R has only one class 
of stock, of which 100,000 shares are issued and outstanding. Assuming F 
owns no stock in R or in any parent or subsidiary of R for purposes of 
section 423(b)(3), R can grant an option to F under its employee stock 
purchase plan for 4,999 shares, since immediately after the grant of the 
option, F would not own 5 percent or more of the combined voting power 
or value of all classes of R stock actually issued and outstanding at 
such time. The 4,999 shares which F would be treated as owning under 
section 423(b)(3) would not be added to the 100,000 shares actually 
issued and outstanding immediately after the grant for purposes of 
determining whether F's stock ownership exceeds the limitation of 
section 423(b)(3).
    Example (4). Assume the same facts as in example (3) and assume 
further that on June 1, 1965, R grants F an option, purportedly under 
its employee stock purchase plan, for 5,000 shares. No portion of this 
option will be treated as granted under an employee stock purchase plan.

    (e) Employees covered by plan. (1) Subject to the limitations of 
section 423(b) (3), (5) and (8), an employee stock purchase plan must, 
by its terms, provide that options are to be granted to all employees of 
any corporation which grants options to any of its employees by reason 
of their employment by such corporation except that one or more of the 
following categories of employees may be excluded from the coverage of 
the plan:
    (i) Employees who have been employed less than 2 years;
    (ii) Employees whose customary employment is 20 hours or less per 
week;
    (iii) Employees whose customary employment is for not more than 5 
months in any calendar year;
    (iv) Officers;
    (v) Persons whose principal duties consist of supervising the work 
of other employees; and
    (vi) Highly compensated employees.

No option granted under a plan or offering which excludes from 
participation any employees, other than those who may be excluded under 
section 423(b)(4) and this paragraph, and those barred from 
participation by reason of section 423(b) (3), (5), and (8) and 
paragraphs (d), (f) and (i) of this section, can be regarded as having 
been granted under an employee stock purchase plan. If an option is not 
granted to any employee who is entitled to the grant of an option under 
the terms of the plan or offering, none of the options granted under 
such offering will be treated as having been granted under an employee 
stock purchase plan. Furthermore, no option will be considered as having 
been granted under an employee stock purchase plan if the option was 
granted in connection with an offering made after September 28, 1979 
with respect to which employees, otherwise eligible, are denied 
participation to any extent because of their continuing participation or 
eligibility for participation in a prior plan or offering (including a 
prior plan or offering of a related corporation). However, a plan which, 
by its terms, permits all eligible employees to elect to participate in 
an offering will not violate the requirements of this paragraph solely 
because eligible employees who elect not to participate in the offering 
are not granted options pursuant to such offering.
    (2) For purposes of section 423(b)(3) the existence of the 
employment relationship between an individual and the corporation 
participating under the plan will be determined under paragraph (h) of 
Sec. 1.421-7 (relating to employment relationship).
    (3) The application of this paragraph may be illustrated by the 
following examples:

    Example (1). M Corporation has a stock purchase plan which meets all 
the requirements of section 423(b) except that by its terms, options are 
not required to be granted to employees whose weekly rate of pay is less 
than $100. As a matter of corporate practice, M grants options under its 
plan to all employees, irrespective of their weekly rate of pay. M's 
plan is not an employee stock purchase plan.
    Example (2). Assume the same facts as in example (1) and assume 
further that the first

[[Page 926]]

offering under M's plan provides by its terms that options will be 
granted to all employees of M Corporation. With respect to options 
exercised under such offering the terms of such offering will be treated 
as part of the terms of M's plan. Accordingly, stock transferred 
pursuant to options exercised under such offering will be treated as 
stock transferred pursuant to the exercise of options granted under an 
employee stock purchase plan for purposes of section 421.

    (f) Equal rights and privileges. (1) An employee stock purchase plan 
must, by its terms, provide that all employees granted options under 
such plan shall have the same rights and privileges; however, a plan 
will not fail to satisfy this requirement merely because the amount of 
stock which may be purchased by any employee under such plan is 
determined on the basis of a uniform relationship to the total 
compensation, or the basic or regular rate of compensation of employees, 
or because the plan provides that no employee may purchase more than a 
maximum amount of stock fixed under the plan. Thus, the provisions 
applying to one option under an offering (such as the provisions 
relating to the method of payment for the stock and the determination of 
the purchase price per share) must apply to all other options under such 
offering in the same manner. If all the options granted under a plan or 
offering do not, by their terms, give the respective optionees the same 
rights and privileges, none of such options shall be treated as having 
been granted under an employee stock purchase plan for purposes of 
section 421.
    (2) The requirements of section 423(b)(5) and this paragraph do not 
prevent the maximum amount of stock which an employee may purchase from 
being determined on the basis of a uniform relationship to the total 
compensation, or the basic or regular rate of compensation, of all 
employees. For example, if an employee stock purchase plan provides that 
the maximum amount of stock which each employee may purchase under the 
offering is one share for each $100 of annual gross pay, options granted 
under such offering will be treated as meeting the requirement of 
section 423(b)(5). However, such a provision must not exclude employees 
from participation under the plan or offering. For example, a plan which 
provides for the grant of options based on one share for each $100 of 
annual gross pay in excess of $10,000 will not meet the requirements of 
section 423(b)(5).
    (3)(i) Except as provided in paragraph (f)(3)(ii) of this section, a 
plan permitting one or more employees to apply sums which were withheld 
under an earlier plan or offering towards the purchase of additional 
stock under the current plan or offering will be a violation of equal 
rights and privileges unless all employees in the current plan or 
offering are permitted to make payments in an amount not less than that 
which any employee is allowed to carry over, to be applied to the 
purchase of shares under the current plan or offering.
    (ii) A plan will not fail to satisfy the requirements of this 
section merely because one or more employees are permitted to apply 
sums, in an amount representing a fractional share, which were withheld 
under an earlier plan or offering toward the purchase of additional 
stock under the current plan or offering.
    (4)(i) Section 423(b)(5) does not prohibit the delaying of the grant 
of an option to any employee who is barred from being granted an option 
solely by reason of such employee's failing to meet a minimum service 
requirement until such employee meets such requirement.
    (ii) The provision of this paragraph (4) may be illustrated by the 
following example:

    Example. N Corporation has an employee stock purchase plan which 
provides that options to purchase stock in an amount equal to ten 
percent of an employee's annual salary at a price equal to 85 percent of 
the fair market value at the time the option is granted will be granted 
to all employees other than those who have been employed less than 18 
months. In addition, the plan provides that employees who have not yet 
met the minimum service requirements on the date the options are 
initially granted will be granted similar options on the date such 
employment has been attained. Such plan meets the requirements of 
section 423(b)(5).

    (g) Option price. (1) An employee stock purchase plan must, by its 
terms, provide that the option price will not be less than the lesser 
of--

[[Page 927]]

    (i) An amount equal to 85 percent of the fair market value of the 
stock at the time such option is granted, or
    (ii) An amount which under the terms of the option may not be less 
than 85 percent of the fair market value of the stock at the time such 
option is exercised.

For definition of the term ``option price'', and general rules relating 
to such term, see paragraph (e) of Sec. 1.421-7. For rules relating to 
the determination of when an option is granted, see paragraph (c) of 
Sec. 1.421-7. Any option which does not meet the minimum pricing 
requirements of section 423(b)(6) and this paragraph will not be treated 
as granted under an employee stock purchase plan irrespective of whether 
the plan itself or the offering satisfies such requirements. If such an 
option is granted to an employee who is entitled to the grant of an 
option under the terms of the plan or offering, and such employee is not 
granted an option under such offering which qualifies as an option 
granted under an employee stock purchase plan, such offering will not 
meet the requirements of section 423(b)(4). Accordingly, none of the 
options granted under such offering will be eligible for the special tax 
treatment of section 423(b)(4).
    (2) The option price may be stated either as a percentage or as a 
dollar amount. If the option price is stated as a dollar amount, the 
requirement of section 423(b)(6) and this paragraph can only be met by a 
plan or offering in which the price is fixed at not less than 85 percent 
of the fair market value of the stock at the time the option is granted. 
If the fixed price is less than 85 percent of the fair market value of 
the stock at grant, the option cannot meet the requirement of section 
423(b)(6) even if a decline in the fair market value of the stock 
results in such fixed price being not less than 85 percent of the fair 
market value of the stock at the time the option is exercised, since 
such a result was not certain to occur under the terms of the option.
    (3) The application of this paragraph may be illustrated by the 
following examples:

    Example (1). M Corporation has an employee stock purchase plan which 
provides that the option price will be 85 percent of the fair market 
value of the stock at grant, or 85 percent of the stock at exercise, 
whichever amount is the lesser. Upon the exercise of an option issued 
under M's plan, M agrees to accept an amount which is less than the 
minimum amount allowable under the terms of such plan. Notwithstanding 
that the option was issued under an employee stock purchase plan, the 
transfer of stock pursuant to the exercise of such option does not 
satisfy the requirement of section 423(b)(6) and cannot qualify for the 
special tax treatment of section 421.
    Example (2). Assume the same facts as in example (1) and assume 
further that at the time of grant, the fair market value of M 
Corporation stock is $100 per share and that the option price is set at 
85 percent of the fair market value of M stock at exercise, but not less 
than $80 per share. The option satisfies the requirement of section 
422(b)(6), and can qualify for the special tax treatment of section 421.
    Example (3). Assume the same facts as in example (2), except assume 
that the option price is set at 85 percent of the fair market value of M 
stock at exercise, but not more than $80 per share. This option cannot 
satisfy the requirement of section 423(b)(6) irrespective of whether, at 
the time the option is exercised, 85 percent of the fair market value of 
M stock is $80 or less.

    (h) Option period. An employee stock purchase plan must, by its 
terms, provide that options granted under such plan cannot be exercised 
after the expiration of 27 months from the date of grant unless, under 
the terms of such plan, the option price is to be not less than 85 
percent of the fair market value of the stock at the time of the 
exercise of the option. If the option price is to be not less than 85 
percent of the fair market value of the stock at the time the option is 
exercised, then the option period provided under the plan must not 
exceed 5 years from the date of grant. If the requirement of section 
423(b)(7) is not met by the terms of the plan or offering, options 
issued under such plan or offering will not be treated as options 
granted under an employee stock purchase plan irrespective of whether 
such options, by their terms, are exercisable beyond the period 
allowable under section 423(b)(7) and this paragraph. An option which 
provides that the option price is to be not less than 85 percent of the 
fair market value of the stock at exercise may

[[Page 928]]

have an option period of 5 years irrespective of whether the fair market 
value of the stock at exercise is more or less than the fair market 
value of such stock at grant. However, if the option provides that the 
option price is to be 85 percent of the fair market value of the stock 
at exercise, but not more than some other fixed amount, then 
irrespective of the price paid on exercise, the option period must not 
be more than 27 months.
    (i) Restriction on amount of optioned stock. (1) Under section 
423(b)(8), an employee stock purchase plan must, by its terms, provide 
that no employee may be permitted to purchase stock under all the 
employee stock purchase plans of his employer corporation and its 
related corporations at a rate which exceeds $25,000 in fair market 
value of such stock (determined at the time the option is granted) for 
each calendar year in which any such option granted to such individual 
is outstanding at any time. In applying the limitation of section 
423(b)(8)--
    (i) The right to purchase stock under an option is deemed to accrue 
when the option (or any portion thereof) first becomes exercisable 
during the calendar year;
    (ii) The right to purchase stock under an option accrues at the rate 
provided in the option, but in no case may such rate exceed $25,000 of 
fair market value of such stock (determined at the time such option is 
granted) for any one calendar year; and
    (iii) A right to purchase stock which has accrued under one option 
granted pursuant to the plan may not be carried over to any other 
option.

If an option is granted under an employee stock purchase plan which 
satisfies the requirement of section 423(b)(8), but such option gives 
the optionee the right to buy stock in excess of the maximum rate 
allowable under such section and this paragraph, no portion of such 
option will be treated as having been granted under an employee stock 
purchase plan. Furthermore, if the option was granted to an employee 
entitled to the grant of an option under the terms of the plan or 
offering, and such employee is not granted an option under such offering 
which qualifies as an option granted under an employee stock purchase 
plan, such offering will not meet the requirements of section 423(b)(4). 
Accordingly, none of the options granted under such offering will be 
eligible for the special tax treatment of section 421.
    (2) The limitation of section 423(b)(8) and this paragraph applies 
only to options granted under employee stock purchase plans and does not 
limit the amount of stock which an employee may purchase under qualified 
stock options (as defined in section 422(b)), restricted stock options 
(as defined in section 424(b)), or any other stock options (except those 
to which section 423 applies). Stock purchased under options to which 
section 423 does not apply will not limit the amount which an employee 
may purchase under an employee stock purchase plan, except for purposes 
of the 5-percent stock ownership provision of section 423(b)(3).
    (3) Under the limitation of section 423(b)(8), an individual may 
purchase up to $25,000 of stock (based on the fair market value of such 
stock at the time the option was granted) in each calendar year during 
which an option granted to such individual under an employee stock 
purchase plan is outstanding. Alternatively, an individual may purchase 
more than $25,000 of stock (based on the fair market value of such stock 
at the time the option was granted) in a calendar year, so long as the 
total amount of stock which he purchases does not exceed $25,000 in fair 
market value of such stock (determined at the time the option was 
granted) for each calendar year in which the option was outstanding. If 
in any calendar year the individual holds two or more outstanding 
options granted under employee stock purchase plans of his employer 
corporation, or a related corporation of such corporation, his purchases 
of stock attributable to such year under all such options must not 
exceed $25,000 in fair market value of such stock (determined at the 
time such options were granted). Under an employee stock purchase plan, 
an individual may not purchase stock in anticipation that the option 
will be outstanding for some future year. Thus, the individual may 
purchase only the

[[Page 929]]

amount of stock which does not exceed the limitation of section 
423(b)(8) for the year of the purchase and for preceding years during 
which the option was outstanding. Thus, the amount of stock which may be 
purchased under an option depends on the number of years in which the 
option is actually outstanding. The amount of stock which may be 
purchased under an employee stock purchase plan may not be increased by 
reason of the failure to grant an option in an earlier year under such 
plan, or by reason of the failure to exercise an earlier option. For 
example, if an option is granted to an individual and expires without 
having been exercised at all, the failure to exercise the option does 
not increase the amount of stock which such individual may be permitted 
to purchase under an option granted in a year following the year of such 
expiration. If an option granted under an employee stock purchase plan 
is outstanding in more than one calendar year, stock purchased pursuant 
to the exercise of such an option will be applied first, to the extent 
allowable under section 423(b)(8) and this paragraph, against the 
$25,000 limitation for the earliest year in which such option was 
outstanding, then, against the $25,000 limitation for each succeeding 
year, in order. For example, if an individual purchases $60,000 in fair 
market value of stock (determined at the time the option was granted) by 
the exercise of an option granted under an employee stock purchase plan 
of his employer corporation, and if such option was outstanding in 3 
calendar years, then $25,000 in fair market value of such stock 
(determined at the time the option was granted) will be attributed to 
the first calendar year in which such option was outstanding, another 
$25,000 in fair market value of such stock will be attributed to the 
second calendar year in which such option was outstanding, and the 
remaining $10,000 in fair market value of such stock will be attributed 
to the last calendar year in which such option was outstanding. Thus, 
the individual may receive a right under another option granted under 
such employee stock purchase plan (or under an employee stock purchase 
plan of a parent or subsidiary corporation of his employer corporation) 
entitling him to purchase another $15,000 in fair market value of such 
stock (determined as of the date such option is granted) for such last 
calendar year.
    (4) The application of section 423(b)(8) and this paragraph may be 
illustrated by the following examples:

    Example (1). Assume that P Corporation maintains an employee stock 
purchase plan and that E is employed by P. On June 1, 1964, P grants E 
an option under the plan to purchase a total of 750 shares of P stock at 
$85 per share. On such date, the fair market value of P stock is $100 
per share. The option provides that it cannot be exercised after May 31, 
1966. Under section 423(b)(8), the option must not permit E to purchase 
more than 250 shares of P stock during the calendar year 1964, since 250 
shares are equal to $25,000 in fair market value of P stock determined 
at the time of grant. During the calendar year 1965, E may purchase 
under such option an amount of P stock equal to the difference between 
$50,000 in fair market value of P stock (determined at the time the 
option was granted) and the fair market value of P stock (determined at 
the time of grant of the option) purchased during 1964. During the 
calendar year 1966, E may purchase an amount of P stock equal to the 
difference between $75,000 in fair market value of such stock 
(determined at the time of grant of the option) and the total amount of 
the fair market value of such stock (determined at the time of grant of 
the option) purchased under such option during the calendar years 1964 
and 1965. E may purchase $25,000 of stock for the year 1964 and $25,000 
of stock for the year 1966, although the option was outstanding for only 
a part of each of such years. However, E may not be granted another 
option under an employee stock purchase plan of P or a related 
corporation to purchase stock of any of such corporations during the 
calendar years 1964, 1965, and 1966, so long as the option granted June 
1, 1964, is outstanding. If this option permitted E to purchase only 
$15,000 of P's stock for each year it is outstanding, then E could be 
granted another option by P, or by a related corporation, in 1964, 
permitting him to purchase an additional $10,000 of stock for each year 
it is outstanding.
    Example (2). Assume the same facts as in example (1), and assume 
further that the option granted to E in 1964 is terminated in 1965 
without any part of such option having been exercised, and that 
subsequent to such termination and during 1965, E is granted another 
option under P's employee stock purchase plan. Under such option, E may 
be permitted to purchase $25,000 of stock for 1965. On the other hand, 
if, in 1966, E exercised the option granted to him in 1964 and purchased

[[Page 930]]

600 shares of P stock, 500 shares, the maximum amount of stock which 
could have been purchased in 1965 under the option, is treated as having 
been purchased for the years 1964 and 1965. Thus, only 100 shares of the 
stock are treated as having been purchased for 1966, and E may be 
permitted under the new option to purchase for 1966 stock having a fair 
market value of $15,000 at the time the new option is granted.

    (j) Restriction on transferability. An employee stock purchase plan 
must, by its terms, provide that options granted under such plan are not 
transferable by the optionee otherwise than by will or the laws of 
descent and distribution, and must be exercisable, during his lifetime, 
only by him. For general rules relating to the restriction on 
transferability required by section 423(b)(9), see paragraph (b)(2) of 
Sec. 1.421-7. For a limited exception to the requirement of section 
423(b)(9), see section 425(h)(3).
    (k) Special rule where option price is between 85 percent and 100 
percent of value of stock. (1)(i) If all the conditions necessary for 
the application of section 421(a) exist, section 423(c) provides 
additional rules which are applicable in cases where, at the time the 
option is granted, the option price per share is less than 100 percent 
(but not less than 85 percent) of the fair market value of such share. 
In such case, upon the disposition of such share by the individual after 
the expiration of the 2-year and the 1 year (6 months for taxable years 
beginning before 1977; 9 months for taxable years beginning in 1977) 
holding periods, or upon his death while owning such share (whether 
occurring before or after the expiration of such periods), there shall 
be included in the individual's gross income as compensation (and not as 
gain upon the sale or exchange of a capital asset) the lesser of--
    (a) The amount, if any, by which the price paid under the option was 
exceeded by the fair market value of the share at the time the option 
was granted, or
    (b) The amount, if any, by which the price paid under the option was 
exceeded by the fair market value of the share at the time of such 
disposition or death.

For purposes of applying the rules of section 423(c) and this paragraph, 
if the option price is not fixed or determinable at the time the option 
is granted, the option price will be computed as if the option had been 
exercised at such time. The amount of compensation resulting from the 
application of section 423(c) and this paragraph shall be included in 
the individual's gross income for the taxable year in which the 
disposition occurs, or for the taxable year closing with his death, 
whichever event results in the application of section 423(c).
    (ii) The application of the special rules provided in section 423(c) 
shall not affect the rules provided in section 421(a) with respect to 
the individual exercising the option, the employer corporation, or its 
parent or subsidiary corporation. Thus, notwithstanding the inclusion of 
an amount as compensation in the gross income of an individual, as 
provided in section 423(c), no income results to the individual at the 
time the stock is transferred to him, and no deduction under section 162 
is allowable at any time to the employer corporation or its parent or 
subsidiary with respect to such amount.
    (iii) If, during his lifetime, the individual exercises an option 
granted under an employee stock purchase plan, but such individual dies 
before the stock is transferred to him pursuant to his exercise of the 
option, the transfer of such stock to the individual's executor, 
administrator, heir, or legatee is deemed, for the purpose of sections 
421 and 423, to be a transfer of the stock to the individual exercising 
the option and a further transfer by reason of death from such 
individual to his executor, administrator, heir, or legatee.
    (2) If the special rules provided in section 423(c) are applicable 
to the disposition of a share of stock by an individual, the basis of 
such share in the individual's hands at the time of such disposition, 
determined under section 1011, shall be increased by an amount equal to 
the amount includible as compensation in his gross income under section 
423(c). However, the basis of a share of stock acquired after the death 
of an employee by the exercise of an option granted to such employee 
under an employee stock purchase plan shall be determined in accordance 
with the rules of section 421(c) and paragraph (c)

[[Page 931]]

of Sec. 1.421-8. If the special rules provided in section 423(c) are 
applicable to a share of stock upon the death of an individual, the 
basis of such share in the hands of the estate or the person receiving 
the stock by bequest or inheritance shall be determined under section 
1014, and shall not be increased by reason of the inclusion upon the 
decedent's death of any amount in his gross income under section 423(c). 
See example (9) of this paragraph with respect to the determination of 
basis of the share in the hands of a surviving joint owner.
    (3) The application of this paragraph may be illustrated by the 
following examples:

    Example (1). On June 1, 1964, the X Corporation grants to E, an 
employee, an option under X's employee stock purchase plan to purchase a 
share of X Corporation's stock for $85. The fair market value of the X 
Corporation stock on such date is $100 per share. On June 1, 1965, E 
exercises the option and on that date the X Corporation transfers the 
share of stock to E. On January 1, 1967, E sells the share for $150, its 
fair market value on that date. E makes his income tax return on the 
basis of the calendar year. The income tax consequences to E and X 
Corporations are as follows: (i) compensation in the amount of $15 is 
includible in E's gross income for 1967, the year of the disposition of 
the share. The $15 represents the difference between the option price 
($85) and the fair market value of the share on the date the option was 
granted ($100), since such value is less than the fair market value of 
the share on the date of disposition ($150). For the purpose of 
computing E's gain or loss on the sale of the share, E's cost basis of 
$85 is increased by $15, the amount includible in E's gross income as 
compensation. Thus, E's basis for the share is $100. Since the share was 
sold for $150, E realizes a gain of $50, which is treated as long-term 
capital gain; (ii) the X Corporation is entitled to no deduction under 
section 162 at any time with respect to the share transferred to E.
    Example (2). Assume the same facts as in example (1), except assume 
that E sells the share of X Corporation stock on January 1, 1968, for 
$75, its fair market value on that date. Since $75 is less than the 
option price ($85), no amount in respect of the sale is includable as 
compensation in E's gross income for 1968. E's basis for determining 
gain or loss on the sale is $85. Since E sold the share for $75, E 
realized a loss of $10 on the sale, which loss is treated as a long-term 
capital loss.
    Example (3). Assume the same facts as in example (1), except assume 
that the option provides that the option price shall be 90 percent of 
the fair market value of the stock on the day the option is exercised. 
On June 1, 1965, when the option is exercised, the fair market value of 
the stock is $120 per share so that E pays $108 for the share of the 
stock. Compensation in the amount of $10 is includible in E's gross 
income for 1967, the year of the disposition of the share. This is 
determined in the following manner: The excess of the fair market value 
of the stock at the time of the disposition ($150) over the price paid 
for the share ($108) is $42; and the excess of the fair market value of 
the stock at the time the option was granted ($100) over the option 
price, computed as if the option had been exercised at such time ($90), 
is $10. Accordingly, $10, the lesser, is includible in gross income. In 
this situation, E's cost basis of $108 is increased by $10, the amount 
includible in E's gross income as compensation. Thus, E's basis for the 
share is $118. Since the share was sold for $150, E realizes a gain of 
$32, which is treated as long-term capital gain.
    Example (4). Assume the same facts as in example (1), except assume 
that instead of selling the share on January 1, 1967, E makes a gift of 
the share on that day. In such case $15 is includible as compensation in 
E's gross income for 1967. E's cost basis of $85 is increased by $15, 
the amount includible in E's gross income as compensation. Thus, E's 
basis for the share is $100, which becomes the donee's basis, as of the 
time of the gift, for determining gain or loss.
    Example (5). Assume the same facts as in example (2) except assume 
that instead of selling the share on January 1, 1968, E makes a gift of 
the share on that date. Since the fair market value of the share on that 
day ($75) is less than the option price ($85), no amount in respect of 
the disposition by way of gift is includible as compensation in E's 
gross income for 1968. E's basis for the share is $85, which becomes the 
donee's basis, as of the time of the gift, for the purpose of 
determining gain. The donee's basis for the purpose of determining loss, 
determined under section 1015(a), is $75 (fair market value of the share 
at the date of gift).
    Example (6). Assume the same facts as in example (1), except assume 
that after acquiring the share of stock on June 1, 1965, E dies on 
August 1, 1966, at which time the share has a fair market value of $150. 
Compensation in the amount of $15 is includible in E's gross income for 
the taxable year closing with his death, such $15 being the difference 
between the option price ($85) and the fair market value of the share 
when the option was granted ($100), since such value is less than the 
fair market value at date of death ($150). The basis of the share in the 
hands of E's estate is determined under section 1014 without regard to 
the $15 includible in the decedent's gross income.

[[Page 932]]

    Example (7). Assume the same facts as in example (6), except assume 
that E dies on August 1, 1965, at which time the share has a fair market 
value of $150. Although E's death occurred within six months after the 
transfer of the share to him, the income tax consequences are the same 
as in example (6).
    Example (8). Assume the same facts as in example (1), except assume 
that the share of stock was issued in the names of E and his wife 
jointly with right of survivorship, and that E and his wife sold the 
share on June 15, 1966, for $150, its fair market value on that date. 
Compensation in the amount of $15 is includible in E's gross income for 
1966, the year of the disposition of the share. The basis of the share 
in the hands of E and his wife for the purpose of determining gain or 
loss on the sale is $100, that is, the cost of $85 increased by the 
amount of $15 includible as compensation in E's gross income. The gain 
of $50 on the sale is treated as long-term capital gain, and is divided 
equally between E and his wife.
    Example (9). Assume the same facts as in example (1), except assume 
that the share of stock was issued in the names of E and his wife 
jointly with right of survivorship, and that E predeceased his wife on 
August 1, 1966, at which time the share had a fair market value of $150. 
Compensation in the amount of $15 is includible in E's gross income for 
the taxable year closing with his death. See example (6). The basis of 
the share in the hands of E's wife as survivor is determined under 
section 1014 without regard to the $15 includible in the decedent's 
gross income.
    Example (10). Assume the same facts as in example (9), except assume 
that E's wife predeceased him on July 1, 1966. Section 423(c) does not 
apply in respect of her death. Upon the subsequent death of E on August 
1, 1966, the income tax consequences in respect of E's taxable year 
closing with the date of his death, and in respect of the basis of the 
share in the hands of his estate, are the same as in example (6). If E 
had sold the share on July 15, 1966 (after the death of his wife), for 
$150, its fair market value at that time, the income tax consequences 
would be the same as in example (1).

[T.D. 6887, 31 FR 8799, June 24, 1966 as amended by T.D. 7645, 44 FR 
55836, Sept. 28, 1979; T.D 7728, 45 FR 72650, Nov. 3, 1980; T.D. 8235, 
53 FR 48641, Dec. 2, 1988]