[Code of Federal Regulations]
[Title 26, Volume 17]
[Revised as of April 1, 2004]
From the U.S. Government Printing Office via GPO Access
[CITE: 26CFR53.4944-1]

[Page 152-155]
 
                       TITLE 26--INTERNAL REVENUE
 
    CHAPTER I--INTERNAL REVENUE SERVICE, DEPARTMENT OF THE TREASURY 
                               (CONTINUED)
 
PART 53_FOUNDATION AND SIMILAR EXCISE TAXES--Table of Contents
 
   Subpart E_Taxes on Investments Which Jeopardize Charitable Purpose
 
Sec. 53.4944-1  Initial taxes.

    Source: T.D. 7240, 37 FR 28747, Dec. 27, 1972, unless otherwise 
noted.


    (a) On the private foundation--(1) In general. If a private 
foundation (as defined in section 509) invests any amount in such a 
manner as to jeopardize the carrying out of any of its exempt purposes, 
section 4944(a) (1) of the Code imposes an excise tax on the making of 
such investment. This tax is to be paid by the private foundation and is 
at the rate of 5 percent of the amount so invested for each taxable year 
(or part thereof) in the taxable period (as defined in section 4944(e) 
(1)). The tax imposed by section 4944(a)(1) and this paragraph shall 
apply to investments of either income or principal.
    (2) Jeopardizing investments. (i) Except as provided in section 
4944(c), Sec. 53.4944-3, Sec. 53.4944-6(a), and subdivision (ii) of 
this subparagraph, an investment shall be considered to jeopardize the 
carrying out of the exempt purposes of a private foundation if it is 
determined that the foundation managers, in making such investment, have 
failed to exercise ordinary business care and prudence, under the facts 
and circumstances prevailing at the time of making the investment, in 
providing for the long- and short-term financial needs of the foundation 
to carry out its exempt purposes. In the exercise of the requisite 
standard of care and prudence the foundation managers may take into 
account the expected return (including both income and appreciation of 
capital), the risks of rising and falling price levels, and the need for 
diversification within the investment portfolio (for example, with 
respect to type of security, type of industry, maturity of company, 
degree of risk and potential for return). The determination whether the 
investment of a particular amount jeopardizes the carrying out of the 
exempt purposes of a foundation shall be made on an investment by 
investment basis, in each case taking into account the foundation's 
portfolio as a whole. No category of investments shall be treated as a 
per se violation of section 4944. However, the following are examples of 
types or methods of investment which will be closely scrutinized to 
determine whether the foundation managers have met the requisite 
standard of care and prudence: Trading in securities on margin, trading 
in commodity futures, investments in working interests in oil and gas 
wells, the purchase of ``puts,'' ``calls,'' and ``straddles,'' the 
purchase of warrants, and selling short. The determination whether the 
investment of any amount jeopardizes the carrying out of a foundation's 
exempt purposes is to be made as of the time that the foundation makes 
the investment and not subsequently on the basis of hindsight. 
Therefore, once it has been ascertained that an investment does not 
jeopardize the carrying out of a foundation's exempt purposes, the 
investment shall never be considered to jeopardize the carrying out of 
such purposes, even though, as a result of such investment, the 
foundation subsequently realizes a loss. The provisions of section 4944 
and the regulations thereunder shall not exempt or relieve any person 
from compliance with any Federal or State

[[Page 153]]

law imposing any obligation, duty, responsibility, or other standard of 
conduct with respect to the operation or administration of an 
organization or trust to which section 4944 applies. Nor shall any State 
law exempt or relieve any person from any obligation, duty, 
responsibility, or other standard of conduct provided in section 4944 
and the regulations thereunder.
    (ii)(a) Section 4944 shall not apply to an investment made by any 
person which is later gratuitously transferred to a private foundation. 
If such foundation furnishes any consideration to such person upon the 
transfer, the foundation will be treated as having made an investment 
(within the meaning of section 4944(a)(1)) in the amount of such 
consideration.
    (b) Section 4944 shall not apply to an investment which is acquired 
by a private foundation solely as a result of a corporate reorganization 
within the meaning of section 368(a).
    (iii) For purposes of section 4944, a private foundation which, 
after December 31, 1969, changes the form or terms of an investment 
(regardless of whether subdivision (ii) of this subparagraph applies to 
such investment), will be considered to have entered into a new 
investment on the date of such change, except as provided in subdivision 
(ii) (b) of this subparagraph. Accordingly, a determination, under 
subdivision (i) of this subparagraph, whether such change in the 
investment jeopardizes the carrying out of the foundation's exempt 
purposes shall be made at such time.
    (iv) It is not intended that the taxes imposed under Chapter 42 be 
exclusive. For example, if a foundation purchases a sole proprietorship 
in a business enterprise within the meaning of section 4943(d)(4), in 
addition to tax under section 4943, the foundation may be liable for tax 
under section 4944 if the investment jeopardizes the carrying out of any 
of its exempt purposes.
    (b) On the management--(1) In general. In any case in which a tax is 
imposed by section 4944(a)(1) and paragraph (a) of this section, section 
4944 (a)(2) of the Code imposes on the participation of any foundation 
manager in the making of the investment, knowing that it is jeopardizing 
the carrying out of any of the foundation's exempt purposes, a tax equal 
to 5 percent of the amount so invested for each taxable year of the 
foundation (or part thereof) in the taxable period (as defined in 
section 4944(e)(1)), subject to the provisions of section 4944(d) and 
Sec. 53.4944-4, unless such participation is not willful and is due to 
reasonable cause. The tax imposed under section 4944(a)(2) shall be paid 
by the foundation manager.
    (2) Definitions and special rules--(i) Knowing. For purposes of 
section 4944, a foundation manager shall be considered to have 
participated in the making of an investment ``knowing'' that it is 
jeopardizing the carrying out of any of the foundation's exempt purposes 
only if:
    (a) He has actual knowledge of sufficient facts so that, based 
solely upon such facts, such investment would be a jeopardizing 
investment under paragraph (a)(2) of this section,
    (b) He is aware that such an investment under these circumstances 
may violate the provisions of federal tax law governing jeopardizing 
investments, and
    (c) He negligently fails to make reasonable attempts to ascertain 
whether the investment is a jeopardizing investment, or he is in fact 
aware that it is such an investment.

For purposes of this part and Chapter 42, the term knowing does not mean 
``having reason to know''. However, evidence tending to show that a 
foundation manager has reason to know of a particular fact or particular 
rule is relevant in determining whether he had actual knowledge of such 
fact or rule. Thus, for example, evidence tending to show that a 
foundation manager has reason to know of sufficient facts so that, based 
solely upon such facts, an investment would be a jeopardizing investment 
is relevant in determining whether he has actual knowledge of such 
facts.
    (ii) Willful. A foundation manager's participation in a jeopardizing 
investment is willful if it is voluntary, conscious, and intentional. No 
motive to avoid the restrictions of the law or the incurrence of any tax 
is necessary to make such participation willfull. However, a foundation 
manager's participation in a jeopardizing investment is not

[[Page 154]]

willful if he does not know that it is a jeopardizing investment under 
paragraph (a)(2) of this section.
    (iii) Due to reasonable cause. A foundation manager's actions are 
due to reasonable cause if he has exercised his responsibility on behalf 
of the foundation with ordinary business care and prudence.
    (iv) Participation. The participation of any foundation manager in 
the making of an investment shall consist of any manifestation of 
approval of the investment.
    (v) Advice of counsel. If a foundation manager, after full 
disclosure of the factual situation to legal counsel (including house 
counsel), relies on the advice of such counsel expressed in a reasoned 
written legal opinion that a particular investment would not jeopardize 
the carrying out of any of the foundation's exempt purposes (because, as 
a matter of law, the investment is excepted from such classification, 
for example, as a program-related investment under section 4944(c)), 
then although such investment is subsequently held to be a jeopardizing 
investment under paragraph (a)(2) of this section, the foundation 
manager's participation in such investment will ordinarily not be 
considered ``knowing'' or ``willfull'' and will ordinarily be considered 
``due to reasonable cause'' within the meaning of section 4944(a) (2). 
In addition, if a foundation manager, after full disclosure of the 
factual situation to qualified investment counsel, relies on the advice 
of such counsel, such advice being derived in a manner consistent with 
generally accepted practices of persons who are such a qualified 
investment counsel and being expressed in writing that a particular 
investment will provide for the long and short term financial needs of 
the foundation under paragraph (a)(2) of this section, then although 
such investment is subsequently held not to provide for such long and 
short term financial needs, the foundation manager's participation in 
failing to provide for such long and short term financial needs will 
ordinarily not be considered ``knowing'' or ``willful'' and will 
ordinarily be considered ``due to reasonable cause'' within the meaning 
of section 4944(a)(2). For purposes of this subdivision, a written legal 
opinion will be considered ``reasoned'' even if it reaches a conclusion 
which is subsequently determined to be incorrect so long as such opinion 
addresses itself to the facts and applicable law. However, a written 
legal opinion will not be considered ``reasoned'' if it does nothing 
more than recite the facts and express a conclusion. However, the 
absence of advice of legal counsel or qualified investment counsel with 
respect to the investment shall not, by itself, give rise to any 
inference that a foundation manager participated in such investment 
knowingly, willfully, or without reasonable cause.
    (vi) Cross reference. For provisions relating to the burden of proof 
in cases involving the issue whether a foundation manager has knowingly 
participated in the making of a jeopardizing investment, see section 
7454(b).
    (c) Examples. The provisions of this section may be illustrated by 
the following examples:

    Example (1). A is a foundation manager of B, a private foundation 
with assets of $100,000. A approves the following three investments by B 
after taking into account with respect to each of them B's portfolio as 
a whole: (1) An investment of $5,000 in the common stock of corporation 
X; (2) an investment of $10,000 in the common stock of corporation Y; 
and (3) an investment of $8,000 in the common stock of corporation Z. 
Corporation X has been in business a considerable time, its record of 
earnings is good and there is no reason to anticipate a diminution of 
its earnings. Corporation Y has a promising product, has had earnings in 
some years and substantial losses in others, has never paid a dividend, 
and is widely reported in investment advisory services as seriously 
undercapitalized. Corporation Z has been in business a short period of 
time and manufactures a product that is new, is not sold by others, and 
must compete with a well-established alternative product that serves the 
same purpose. Z's stock is classified as a high-risk investment by most 
investment advisory services with the possibility of substantial long-
term appreciation but with little prospect of a current return. A has 
studied the records of the three corporations and knows the foregoing 
facts. In each case the price per share of common stock purchased by B 
is favorable to B. Under the standards of paragraph (a)(2)(i) of this 
section, the investment of $10,000 in the common stock of Y and the 
investment of $8,000 in the common stock of Z may be classified as 
jeopardizing investments, while the investment of $5,000

[[Page 155]]

in the common stock of X will not be so classified. B would then be 
liable for an initial tax of $500 (i.e., 5 percent of $10,000) for each 
year (or part thereof) in the taxable period for the investment in Y, 
and an initial tax of $400 (i.e., 5 percent of $8,000) for each year (or 
part thereof) in the taxable period for the investment in Z. Further, 
since A had actual knowledge that the investments in the common stock of 
Y and Z were jeopardizing investments, A would then be liable for the 
same amount of initial taxes as B.
    Example (2). Assume the facts as stated in Example (1), except that: 
(1) In the case of corporation Y, B's investment will be made for new 
stock to be issued by Y and there is reason to anticipate that B's 
investment, together with investments required by B to be made 
concurrently with its own, will satisfy the capital needs of corporation 
Y and will thereby overcome the difficulties that have resulted in Y's 
uneven earnings record; and (2) in the case of corporation Z, the 
management has a demonstrated capacity for getting new businesses 
started successfully and Z has received substantial orders for its new 
product. Under the standards of paragraph (a) (2) (i) of this section, 
neither the investment in Y nor the investment in Z will be classified 
as a jeopardizing investment and neither A nor B will be liable for an 
initial tax on either of such investments.
    Example (3). D is a foundation manager of E, a private foundation 
with assets of $200,000. D was hired by E to manage E's investments 
after a careful review of D's training, experience and record in the 
field of investment management and advice indicated to E that D was well 
qualified to provide professional investment advice in the management of 
E's investment assets. D, after careful research into how best to 
diversify E's investments, provide for E's long-term financial needs, 
and protect against the effects of long-term inflation, decides to 
allocate a portion of E's investment assets to unimproved real estate in 
selected areas of the country where population patterns and economic 
factors strongly indicate continuing growth at a rapid rate. D 
determines that the short-term financial needs of E can be met through 
E's other investments. Under the standards of paragraph (a)(2)(i) of 
this section, the investment of a portion of E's investment assets in 
unimproved real estate will not be classified as a jeopardizing 
investment and neither D nor E will be liable for an initial tax on such 
investment.

[T.D. 7240, 37 FR 28747, Dec. 29, 1972, as amended by T.D. 7299, 38 FR 
35304, Dec. 27, 1973]