PREFERRED INCOME MANAGEMENT FUND INC
N-30D, 1997-07-29
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<PAGE>
PREFERRED INCOME MANAGEMENT FUND
INCORPORATED
 
Dear Shareholder:
 
    The Preferred Income Management Fund had good results in its fiscal first
half ended May 31, 1997, despite market conditions that were generally difficult
for bond investors. Total return on net asset value ("NAV") was 5.1% for the six
months. The return on market price was 5.7%. This was slightly better as the
discount of NAV from market narrowed further to approximately 3.9% at the end of
our first half.
 
    The Preferred Income Management Fund is intended to be an alternative to
higher quality bond funds for investors who want less exposure to fluctuating
interest rates than is normally associated with fixed income investments. As the
following table shows, it has proven to be a very good alternative. The Fund has
outperformed, over time, almost all the funds in a group of up to 60 higher
quality closed-end bond funds compiled by Lipper Analytical Services, Inc.
 
<TABLE>
<S>                                                                     <C>          <C>            <C>
                                     TOTAL RETURNS EARNED ON NET ASSET VALUE
                                              THROUGH MAY 31, 1997
 
                                                                           ONE YEAR      TWO YEARS     FOUR YEARS
                                                                        -----------  -------------  -------------
PREFERRED INCOME MANAGEMENT FUND                                             16.1%          13.9%          11.3%
RANK VS. HIGHER QUALITY BOND FUNDS                                        #3 OF 60       #3 OF 60       #1 OF 53
</TABLE>
 
  Source: Lipper Analytical Services, Inc. The comparison group includes all
  U.S. Government bond, mortgage bond and term trust, and investment grade
  bond funds in Lipper's closed-end fund database.
 
    The Fund's performance has been aided recently by a bit of a tail wind.
There has been a steady stream of redemptions of traditional preferred stocks,
motivated by the tax benefits to issuers of refinancing with new forms of hybrid
preferreds. As a result, preferred stocks eligible for the Dividends Received
Deduction ("DRD") have become increasingly scarce, and their prices have been
quite firm. Such issues make up the bulk of the Fund's portfolio.
 
    As the prices of preferred stocks eligible for the DRD strengthened, we
whittled down the Fund's holdings of such issues. The net reduction was focused
on fixed rate preferreds, which now account for 47% of the portfolio, down from
67% the year before. Adjustable rate preferreds ("ARPs"), which seemed rather
cheap at times last year, were increased to approximately 32% of the portfolio,
compared to 25% twelve months earlier. This was a good move since ARPs proved to
be the Fund's star performers.
<PAGE>
EDGAR REPRESENTATION OF DATA POINTS USED IN PRINTED GRAPHIC
 
<TABLE>
<CAPTION>
PORTFOLIO COMPOSITION AS OF
<S>                           <C>
5/31/97
Adjustable Rates                    32%
Non-DRD Preferreds                  17%
Traditional Fixed Rates             47%
Cash & Other                         4%
</TABLE>
 
    The cash from the net sales of preferreds eligible for the DRD was used to
increase the Fund's holdings of hybrid preferreds to approximately 17% of the
portfolio, compared to 3% last year at this time. Most of the increase has
occurred since the Federal Reserve Board's approval last October of the issuance
of hybrids by banks. A surge of new issues of hybrids resulted from that action,
which has produced more attractive yields for investors.
 
    The Question and Answer section that follows this letter goes into greater
detail concerning the scarcity of traditional preferreds and the expanded role
of hybrid preferreds in the Fund's portfolio.
 
    The uncertainty about the tax laws that has been hanging over the preferred
stock market may be starting to clear up a bit. As previously discussed in these
letters, the Clinton Administration has proposed reducing and otherwise
curtailing the DRD and also restricting hybrid preferreds in a number of ways.
The recent budget agreement appears to put much of the responsibility for the
details of the necessary tax legislation back in the hands of Congress. We are
encouraged that the tax bill unveiled this June by the Chairman of the House
Committee on Ways & Means does not contain any of the proposals that we
previously found most disturbing. Just remember, in Washington, "It ain't over
'til it's over."
 
    On balance, the Fund's hedges have slightly reduced the returns earned in
the current fiscal year to date. Although interest rates are up since the start
of the year, they have not increased far enough or fast enough to overcome the
cost of the hedge. The hedges did, however, help the stability of NAV as
interest rates bounced around. This is similar to an insurance policy that costs
you money but helps you sleep better.
 
    Although many of our shareholders participate in the Fund's Dividend
Reinvestment Plan, unceremoniously labeled the "DRIP," we suspect there are
others who may have overlooked this opportunity. The DRIP allows shareholders to
acquire additional shares of the Fund on a regular basis at very economical
transaction costs and, in the current market, a discount from NAV. (See pages
21-22 of this report for a detailed description of the DRIP.) Information about
the plan is available through the Fund's Shareholder Servicing Agent, First Data
Investor Services Group, Inc. at 1-800-331-1710.
 
                                          Sincerely,
 
                                                    [SIG]
 
                                          Robert T. Flaherty
                                          CHAIRMAN OF THE BOARD
 
June 10, 1997
 
                                       2
<PAGE>
- --------------------------------------------------------------------------------
                                   Preferred Income Management Fund Incorporated
                                                       QUESTION & ANSWER SECTION
                                                        MAY 31, 1997 (UNAUDITED)
                                 -----------------------------------------------
 
HOW LONG WILL THE SCARCITY OF TRADITIONAL PREFERRED STOCKS LAST?
 
    We do not buy the notion that traditional preferreds, which are eligible for
the Dividends Received Deduction (the "DRD"), will be totally replaced by hybrid
preferreds. Ultimately, the two types of preferreds should coexist in the market
place. As the saying goes, it's just a matter of price.
 
    The current wave of redemptions of DRD eligible traditional preferreds has a
lot of momentum. There are many such preferreds with dividend rates above
current market levels that become redeemable for the first time this year. Many
of the issuers of those traditional preferreds have already come to market with
new hybrid preferreds for the obvious purpose of refinancing in advance their
DRD eligible issues. Because of this, the scarcity of traditional preferreds
will continue for a while and may become even more pronounced in the months
ahead.
 
    On a more basic level, the incentive, including tax benefits, for
corporations to issue hybrids instead of traditional preferreds is gradually
declining. The cost of financing with traditional preferreds has gotten
noticeably cheaper, reflecting stronger prices and lower yields relative to
hybrids. Furthermore, regulatory and credit rating considerations may encourage
companies that already have several issues of hybrids outstanding to consider
financing again with traditional preferreds in the future. Of course, we are
assuming no dramatic change in the tax laws.
 
    It will take time for this situation to shake out completely. New issue
activity in traditional preferreds may recover slowly, but it is difficult to
see in the next year or two any net growth in this sector after retirements. We
expect the prices of traditional preferreds to remain well above what used to be
"normal" as long as the hybrid market is thriving.
 
WILL THE SCARCITY CAUSE TRADITIONAL PREFERREDS TO CONTINUE OVERPERFORMING
  HYBRIDS?
 
    There are limits to everything, even "overperformance" by traditional
preferreds. For a higher rate issue, the price at which it can be redeemed by
the issuer, either now or in the near future, is clearly a barrier on the
upside. Similarly, even a traditional preferred that has a lower dividend rate
or is not redeemable in the near future will eventually lose steam on the
upside. Potentially, the highest bidder for such an issue is the issuer itself
through a stock buyback program. Corporate investors could lose interest in
supporting the market before that happened, however, if the market price rose
enough to discount fully the tax advantage of the DRD. At that point, they would
then be indifferent between owning the traditional preferred or a hybrid.
 
    The potential performance of traditional preferreds varies from case to
case. We have our eyes on the limits described above, even though many issues
have not yet reached them.
 
                                       3
<PAGE>
- --------------------------------------------------------------------------------
Preferred Income Management Fund Incorporated
QUESTION & ANSWER SECTION (CONTINUED)
MAY 31, 1997 (UNAUDITED)
- -----------------------------------------------
 
HAS THE FUND'S STRATEGY ON HYBRID PREFERREDS CHANGED?
 
    Market conditions have been changing rapidly, and our strategy on hybrids
has evolved in response to those changes.
 
    When hybrids were first introduced over three years ago, it was easy. As a
new gimmick, hybrids were relatively fully priced, and their yields were not
very tempting. We saw a possible "creeping scarcity" of preferreds eligible for
the DRD, which made traditional preferreds that much more attractive. Zero
seemed like the right amount of dollars to put into hybrids, and that proved to
be a very good decision.
 
    A little over a year ago, hybrids became more interesting. They were coming
to market so rapidly that bursts of new issues occasionally offered investors
quite attractive yields. The hybrids purchased by the Fund proved to be only
trading opportunities that were typically sold as soon as the market snapped
back. Because of their increasing scarcity, traditional preferreds still seemed
like the best place to be. That was another good decision.
 
    An important "mid-course adjustment" occurred after the Federal Reserve
Board determined last October that, subject to certain limitations, banks could
issue hybrids to satisfy their capital requirements. In the months that
followed, there was a flood of new issues of hybrids that pushed their yields up
to and, in some cases, above the point where they were fully competitive with
other sectors of the fixed income markets. We steadily built the Fund's position
up to about 17% of the portfolio, trading actively along the way the hybrids
that were held. That is where the Fund stands now, and it looks like another
good decision so far.
 
IS THE FUND LIKELY TO MOVE FURTHER INTO HYBRID PREFERREDS?
 
    The Fund may very well buy more hybrids. It will depend on market
conditions. Ideally, we would like to squeeze the last drop of overperformance
out of the Fund's holdings of traditional preferreds. However, we will take
advantage of better opportunities in hybrids whenever they come along. In short,
we will continue to be comparison shoppers. Some things never change!
 
HOW DOES THE INCREASE IN THE FUND'S POSITION IN HYBRIDS AFFECT THE PORTION OF
  THE FUND'S OWN DIVIDENDS THAT QUALIFIES FOR THE DIVIDENDS RECEIVED DEDUCTION?
 
    It appears as though increasing the Fund's position in hybrids has not had
significant tax consequences up to this point, although the exact numbers will
not be known until the end of the fiscal year on November 30th. This favorable
outcome stems from the intricacies of the tax laws that permit the Fund to
deduct all its expenses against income that is not eligible for the DRD, such as
income from hybrids. However, adding further to our holdings of hybrids probably
would reduce the percentage of the Fund's dividends eligible for the DRD.
 
                                       4
<PAGE>
- --------------------------------------------------------------------------------
                                   Preferred Income Management Fund Incorporated
                                           QUESTION & ANSWER SECTION (CONTINUED)
                                                        MAY 31, 1997 (UNAUDITED)
                                 -----------------------------------------------
 
    Although the Fund is no longer managed with a view to maximizing income
eligible for the DRD, the DRD is still important. To the extent that our
distributions do not fully qualify for the DRD, we must make extra "gross up"
payments to the holders of the Money Market Cumulative Preferred-TM- Stock that
provides the Fund's leverage. In addition, the DRD increases the appeal of the
Fund's shares to corporate investors and broadens the market for our stock,
which helps all shareholders.
 
    As a rule of thumb, if a traditional DRD eligible preferred is attractive to
corporate investors generally, the Fund will probably be able to make money on
it and get some advantage from the DRD also. If it is not attractive to
corporate holders, who are typically the investors willing to pay the best
price, the Fund probably should not own it either.
 
- --------------------------------------------------------------------------------
Preferred Income Management Fund Incorporated
FINANCIAL DATA
PER SHARE OF COMMON STOCK (UNAUDITED)
- ---------------------------------------
 
<TABLE>
<CAPTION>
                                                                                                              DIVIDEND
                                                                    DIVIDEND     NET ASSET       NYSE       REINVESTMENT
                                                                      PAID         VALUE     CLOSING PRICE    PRICE (1)
                                                                   -----------  -----------  -------------  -------------
<S>                                                                <C>          <C>          <C>            <C>
December 31, 1996................................................   $   0.140    $   15.07    $    14.625     $   14.73
January 31, 1997.................................................       0.087        14.94         14.250         14.37
February 28, 1997................................................       0.087        15.21         14.625         14.70
March 31, 1997...................................................       0.087        15.40         14.750         14.78
April 30, 1997...................................................       0.087        15.30         14.625         14.66
May 31, 1997.....................................................       0.087        15.48         14.875         14.93
</TABLE>
 
- ------------------------
 
(1) See ADDITIONAL INFORMATION; Dividend Reinvestment and Cash Purchase Plan on
    pages 21 and 22 of this report.
 
                                       5
<PAGE>
- --------------------------------------------------------------------------------
Preferred Income Management Fund Incorporated
PORTFOLIO OF INVESTMENTS
MAY 31, 1997 (UNAUDITED)
- --------------------------------------------------
<TABLE>
<CAPTION>
                                                VALUE
 SHARES                                       (NOTE 1)
- ---------                                    -----------
<C>        <S>                               <C>
PREFERRED STOCKS AND SECURITIES -- 94.3%
  ADJUSTABLE RATE PREFERRED STOCKS -- 32.4%
      UTILITIES -- 6.0%
   20,000  Alabama Power Company,
             Series 1993, Adj. Rate Pfd....  $   471,250
   21,840  Arizona Public Service Company,
             Series Q, Adj. Rate Pfd.......    2,052,960
   23,600  Georgia Power Company, Series
             1993-2 L, Adj. Rate Pfd.......      569,350
   17,417  Illinois Power Company,
             Series A, Adj. Rate Pfd.......      775,057
  103,500  New York State Electric & Gas
             Corporation,
             Series B, Adj. Rate Pfd.......    2,445,187
  180,000  Niagara Mohawk Power
             Corporation, Series B, Adj.
             Rate Pfd......................    4,342,500
           Northern States Power Company:
   10,400    Series A, Adj. Rate Pfd.......      985,400
    6,000    Series B, Adj. Rate Pfd.......      568,500
   51,275  Puget Sound Power & Light
             Company, Series B, Adj. Rate
             Pfd...........................    1,227,395
                                             -----------
           TOTAL UTILITY ADJUSTABLE RATE
            PREFERRED STOCKS...............   13,437,599
                                             -----------
      BANKING -- 26.4%
           BankAmerica Corporation:
   14,361    Series A, Adj. Rate Pfd.......      709,972
   68,700    Series B, Adj. Rate Pfd.......    6,513,619
           BankBoston Corporation:
   14,100    Series A, Adj. Rate Pfd.......      651,244
  105,553    Series B, Adj. Rate Pfd.......    4,895,020
   42,615    Series C, Adj. Rate Pfd.......    3,622,275
  250,200  Bankers Trust New York
             Corporation, Series Q, Adj.
             Rate Pfd......................    5,957,887
           Chase Manhattan Corporation:
   46,400    Series L, Adj. Rate Pfd.......    4,593,600
   19,200    Series N, Adj. Rate Pfd.......      482,400
           Citicorp:
   95,464    Second Series, Adj. Rate
             Pfd...........................    9,057,147
    1,700    Third Series, Adj. Rate
             Pfd...........................      169,575
   75,300    Series 18, Adj. Rate Pfd......    1,873,087
   39,700    Series 19, Adj. Rate Pfd......      990,019
 
<CAPTION>
                                                VALUE
 SHARES                                       (NOTE 1)
- ---------                                    -----------
<C>        <S>                               <C>
PREFERRED STOCKS AND SECURITIES (CONTINUED)
  ADJUSTABLE RATE PREFERRED STOCKS (CONTINUED)
      BANKING (CONTINUED)
           First Chicago NBD:
   66,000    Series B, Adj. Rate Pfd.......  $ 6,237,000
   17,400    Series C, Adj. Rate Pfd.......    1,692,150
  135,400  MBNA Corporation,
             Series B, Adj. Rate Pfd.......    3,664,262
   45,200  Morgan (J.P.) & Company Inc.,
             Series A, Adj. Rate Pfd.......    3,593,400
  105,750  Republic New York Corporation,
             Series D, Adj. Rate Pfd.......    2,617,312
   36,000  Wells Fargo & Company,
             Series B, Adj. Rate Pfd.......    1,651,500
                                             -----------
           TOTAL BANKING ADJUSTABLE RATE
            PREFERRED STOCKS...............   58,971,469
                                             -----------
           TOTAL ADJUSTABLE RATE PREFERRED
            STOCKS.........................   72,409,068
                                             -----------
 
  FIXED RATE PREFERRED STOCKS AND SECURITIES -- 61.9%
      UTILITIES -- 40.5%
           Alabama Power Company:
  140,000    7.375% TOPRS..................    3,419,500
   48,700    7.60% TOPRS...................    1,199,238
  139,800    Class A, 6.40% Pfd............    3,428,595
   45,018    Series 1992-2, 7.60% Pfd......    1,126,013
   65,000  Appalachian Power Company,
             Series A, 8.25% TOPRS.........    1,641,250
           Arizona Public Service Company:
      510    $2.36 Pfd.....................       17,404
    1,350    $2.40 Pfd.....................       46,744
   15,450    Series W, 7.25% Pfd...........      393,009
           Baltimore Gas & Electric
             Company:
   46,200    Series 1993, 6.70% Pfd........    4,804,800
   35,750    Series 1995, 6.99% Pfd........    3,847,594
    7,500  Boston Edison Company,
             4.78% Pfd.....................      512,812
   18,000  Columbus Southern Power Company,
             Series B, 7.92% Pfd...........      445,050
    5,315  Commonwealth Edison Company,
             $8.40 Pfd.....................      544,787
</TABLE>
 
                       See Notes to Financial Statements.
 
                                       6
<PAGE>
- --------------------------------------------------------------------------------
                                   Preferred Income Management Fund Incorporated
                                            PORTFOLIO OF INVESTMENTS (CONTINUED)
                                                        MAY 31, 1997 (UNAUDITED)
                              --------------------------------------------------
<TABLE>
<CAPTION>
                                                VALUE
 SHARES                                       (NOTE 1)
- ---------                                    -----------
PREFERRED STOCKS AND SECURITIES (CONTINUED)
  FIXED RATE PREFERRED STOCKS AND SECURITIES (CONTINUED)
      UTILITIES (CONTINUED)
<C>        <S>                               <C>
   10,000  Consolidated Edison Company
             of New York,
             Series A, 7.75% QUIPS.........  $   248,750
           Consumers Power Company:
    2,610    $4.16 Pfd.....................      141,919
   26,198    Class A, 8.32% Pfd............      684,423
    2,850    Series G, $7.76 Pfd...........      286,069
   60,000  CPL Capital,
             Series A, 8.00% QUIPS.........    1,522,500
   22,300  Detroit Edison Company,
             7.75% Pfd.....................      575,619
           Duke Power Company:
   25,100    Series C, 4.50% Pfd...........    1,778,962
    6,000    Series R, 7.50% Pfd...........      629,250
   20,000    Series S, 7.85% Pfd...........    2,180,000
   13,155    Series W, 7.00% Pfd...........    1,404,296
    4,000    Series X, 6.75% Sinking Fund
             Pfd...........................      416,500
    9,345    Series Y, 7.04% Pfd...........    1,001,083
   50,450  Duquesne Capital,
             Series A, 8.375% MIPS.........    1,273,863
   87,650  El Paso, Tennessee Pipeline
             Company, Series A, 8.25%
             Pfd...........................    4,798,838
           Florida Power & Light Company:
    5,000    Series E, 4.35% Pfd...........      333,750
   30,600    Series S, 6.98% Pfd...........    3,251,250
   15,800    Series T, 7.05% Pfd...........    1,692,575
   12,500  Georgia Power,
             7.60% TOPRS...................      309,062
   12,500  Hawaiian Electric Industries,
             8.36% TOPRS...................      315,625
   10,000  Jersey Central Power & Light
             Company, Series K, 7.52%
             Sinking Fund Pfd..............    1,046,250
    3,640  Kansas City Power & Light
             Company, 4.50% Pfd............      248,885
           Mississippi Power Company:
    1,400    7.00% Pfd.....................      143,675
   25,000    7.25% Pfd.....................      635,937
    8,500  Monongahela Power Company,
             Series L, $7.73 Pfd...........      922,250
<CAPTION>
                                                VALUE
 SHARES                                       (NOTE 1)
- ---------                                    -----------
<C>        <S>                               <C>
PREFERRED STOCKS AND SECURITIES (CONTINUED)
  FIXED RATE PREFERRED STOCKS AND SECURITIES (CONTINUED)
      UTILITIES (CONTINUED)
           Montana Power Capital:
    5,100    $6.875 Pfd....................  $   533,587
   52,000    Series A, 8.45% QUIPS.........    1,332,500
    6,000  New York State Electric & Gas
             Corporation,
             6.48% Pfd.....................      586,500
           Niagara Mohawk Power
             Corporation:
   12,600    4.10% Pfd.....................      626,850
   27,800    7.85% Sinking Fund Pfd........      698,475
   23,150    9.50% Pfd.....................      604,794
           Ohio Edison Company:
    2,700    4.44% Pfd.....................      149,850
    8,000    4.56% Pfd.....................      450,000
   28,320  Ohio Power Company,
             Series B, 7.92% QUIPS.........      700,212
    4,000  Pacificorp,
             7.48% Sinking Fund Pfd........      433,000
           PECO Energy Company:
   42,365    $3.80 Pfd.....................    2,361,849
   20,190    $4.30 Pfd.....................    1,274,494
   34,300  Pennsylvania Power Company,
             7.75% Pfd.....................    3,237,063
           PSI Energy, Inc.:
    4,250    6.875% Pfd....................      444,656
  156,040    7.44% Pfd.....................    3,988,773
           Puget Sound Power & Light
             Company:
   53,950    7.75% Sinking Fund Pfd........    5,691,725
   37,500    Series II, 7.45% Pfd..........    1,007,812
    9,960  Rochester Gas & Electric
             Corporation, Series I, 4.75%
             Pfd...........................      669,810
   25,250  San Diego Gas & Electric
             Company, 6.80% Pfd............      661,234
   43,000  Sierra Pacific Capital,
             8.60% TOPRS...................    1,115,313
    8,150  South Carolina Electric & Gas,
             6.52% Pfd.....................      851,675
   18,566  Southern California Gas Company,
             7.75% Pfd.....................      478,075
  157,965  Swepco Capital,
             Series A, 7.875% TOPRS........    3,953,074
</TABLE>
 
                       See Notes to Financial Statements.
 
                                       7
<PAGE>
- --------------------------------------------------------------------------------
Preferred Income Management Fund Incorporated
PORTFOLIO OF INVESTMENTS (CONTINUED)
MAY 31, 1997 (UNAUDITED)
- --------------------------------------------------
<TABLE>
<CAPTION>
                                                VALUE
 SHARES                                       (NOTE 1)
- ---------                                    -----------
PREFERRED STOCKS AND SECURITIES (CONTINUED)
  FIXED RATE PREFERRED STOCKS AND SECURITIES (CONTINUED)
      UTILITIES (CONTINUED)
<C>        <S>                               <C>
           Transcanada Pipeline Ltd.:
  123,300    8.50% COPRS...................  $ 3,198,094
  120,000    8.75% TOPRS...................    3,187,500
           TU Capital:
    6,200    Series M, 8.25% TOPRS.........      157,325
   14,000    Series N, 9.00% TOPRS.........      364,000
   21,200  Union Electric Company,
             $7.64 Pfd.....................    2,302,850
   20,100  Virginia Electric & Power
             Company, $6.98 Pfd............    2,133,113
                                             -----------
           TOTAL UTILITY FIXED RATE
            PREFERRED STOCKS AND
            SECURITIES.....................   90,462,330
                                             -----------
      BANKING -- 7.9%
    3,000  ABN Amro North America, 6.59%
             Capital Security, 144A**......    3,007,500
   35,574  Ahmanson (H.F.) & Company,
             Series C, 8.40% Pfd...........      913,807
1,400,000  Bank of New York Capital,
             7.78% Capital Security,
             144A**........................    1,359,925
           Bankers Trust New York
             Corporation:
   21,000    Series O, 7.625% Pfd..........      539,437
2,000,000    Series B1, 7.90% Capital
             Security, 144A**..............    1,960,000
  116,450  Chase Manhattan Corporation,
             Series C, 10.84% Pfd..........    3,660,897
           Fleet Financial Group, Inc.:
   42,700    Series VI, 6.75% Pfd..........    2,284,450
   32,100    Series E, 9.35% Pfd...........      900,806
1,500,000  First Union Institutional,
             8.04% Capital Security,
             144A**........................    1,512,000
   18,812  Great Western Financial
             Corporation, 8.30% Pfd........      480,882
1,000,000  Summit Bancorp,
             8.40% Capital Security,
             144A**........................    1,033,500
                                             -----------
           TOTAL BANKING FIXED RATE
            PREFERRED STOCKS...............   17,653,204
                                             -----------
<CAPTION>
                                                VALUE
 SHARES                                       (NOTE 1)
- ---------                                    -----------
<C>        <S>                               <C>
PREFERRED STOCKS AND SECURITIES (CONTINUED)
  FIXED RATE PREFERRED STOCKS AND SECURITIES (CONTINUED)
 
      FINANCIAL SERVICES -- 7.8%
  116,850  Household Institutional, Inc.,
             8.70% TOPRS...................  $ 3,096,525
  115,000  Lehman Brothers Holdings Inc.,
             5.00% Conv. Pfd...............    3,291,875
           Merrill Lynch & Company, Inc.:
   30,000    7.75% TOPRS...................      749,250
   83,500    8.00% TOPRS...................    2,118,812
  139,200    Series A, 9.00% Pfd...........    4,236,900
   55,600  Morgan Stanley Group Inc.,
             7.75% Pfd.....................    3,002,400
       10  Prudential Management,
             6.30% PVT, Sinking Fund.......      890,000
                                             -----------
           TOTAL FINANCIAL SERVICES FIXED
            RATE PREFERRED STOCKS AND
            SECURITIES.....................   17,385,762
                                             -----------
      INDUSTRIAL -- 3.2%
   45,600  Coastal Corporation,
             Series H, $2.125 Pfd..........    1,165,650
  113,137  Ford Motor Company,
             Series B, 8.25% Pfd...........    3,146,623
   89,700  James River Corporation,
             Series O, 8.25% Pfd...........    2,281,744
    9,520  Viad Corporation,
             $4.75 Sinking Fund Pfd........      556,920
                                             -----------
           TOTAL INDUSTRIAL FIXED RATE
            PREFERRED STOCKS AND
            SECURITIES.....................    7,150,937
                                             -----------
      INSURANCE -- 2.5%
  143,400  AON Corporation,
             8.00% Pfd.....................    3,665,663
   70,181  Hartford Capital,
             Series B, 8.35% QUIPS.........    1,807,161
                                             -----------
           TOTAL INSURANCE FIXED RATE
            PREFERRED STOCKS AND
            SECURITIES.....................    5,472,824
                                             -----------
           TOTAL FIXED RATE PREFERRED
            STOCKS AND SECURITIES..........  138,125,057
                                             -----------
           TOTAL PREFERRED STOCKS AND
            SECURITIES
             (Cost $197,727,427)...........  210,534,125
                                             -----------
</TABLE>
 
                       See Notes to Financial Statements.
 
                                       8
<PAGE>
- --------------------------------------------------------------------------------
                                   Preferred Income Management Fund Incorporated
                                            PORTFOLIO OF INVESTMENTS (CONTINUED)
                                                        MAY 31, 1997 (UNAUDITED)
                              --------------------------------------------------
<TABLE>
<CAPTION>
                                                VALUE
 SHARES                                       (NOTE 1)
- ---------                                    -----------
COMMON STOCKS -- 2.6%
      UTILITIES -- 2.6%
<C>        <S>                               <C>
   60,000  Consolidated Edison Company
             of New York, Inc..............  $ 1,736,250
  177,900  Nevada Power Company............    3,635,831
   17,500  Rochester Gas & Electric........      348,906
                                             -----------
           TOTAL UTILITY COMMON STOCKS
             (Cost $5,968,425).............    5,720,987
                                             -----------
MISCELLANEOUS SECURITIES -- 0.4% (Cost $1,296,057)
           Put Options on U.S. Treasury
             Bond Futures..................      978,225
                                             -----------
<CAPTION>
 
PRINCIPAL
 AMOUNT
- ---------
<C>        <S>                               <C>
REPURCHASE AGREEMENT -- 1.4% (Cost $3,227,000)
$3,227,000 Agreement with UBS Securities
             Inc., 5.50% dated 5/30/97, to
             be repurchased at $3,228,479
             on 06/2/97, collateralized by
             $3,447,000 U.S. Treasury Note,
             5.875% due (value
             $3,227,528)...................    3,227,000
                                             -----------
TOTAL INVESTMENTS (Cost
  $208,218,909*)........................       98.7%   220,460,337
OTHER ASSETS AND LIABILITIES (NET)......        1.3      2,834,152
                                          ---------  -------------
NET ASSETS..............................      100.0% $ 223,294,489
                                          ---------  -------------
                                          ---------  -------------
</TABLE>
 
- ----------------------------------
 * Aggregate cost for Federal tax purposes.
** Security exempt from registration under Rule 144A of the Securities Act of
1933. These securities may be resold in transactions exempt from registration to
qualified institutional buyers.
 
ABBREVIATIONS:
 
<TABLE>
<S>        <C>        <C>
COPRS         --      Canadian Originated Preferred Securities (Note 7)
MIPS          --      Monthly Income Preferred Securities (Note 7)
QUIPS         --      Quarterly Income Preferred Securities (Note 7)
TOPRS         --      Trust Originated Preferred Securities (Note 7)
</TABLE>
 
                       See Notes to Financial Statements.
 
                                       9
<PAGE>
- --------------------------------------------------------------------------------
Preferred Income Management Fund Incorporated
STATEMENT OF ASSETS AND LIABILITIES
MAY 31, 1997 (UNAUDITED)
- --------------------------------------------
 
<TABLE>
<S>                                                                <C>          <C>
ASSETS:
    Investments, at value (Cost $208,218,909) (Note 1)
      See accompanying schedule..................................               $ 220,460,337
    Cash.........................................................                         167
    Receivable for securities sold...............................                   3,343,946
    Dividends and interest receivable............................                   1,553,604
    Prepaid expenses.............................................                      81,763
    Unamortized organization costs (Note 6)......................                       9,950
                                                                                -------------
          Total Assets...........................................                 225,449,767
LIABILITIES:
    Payable for securities purchased.............................  $ 1,722,120
    Dividends payable............................................      210,941
    Investment advisory fee payable (Note 2).....................      114,647
    Accrued expenses and other payables..........................      107,570
                                                                   -----------
          Total Liabilities......................................                   2,155,278
                                                                                -------------
NET ASSETS.......................................................               $ 223,294,489
                                                                                -------------
                                                                                -------------
NET ASSETS CONSIST OF:
    Undistributed net investment income (Note 1).................               $     502,631
    Accumulated net realized gain on investments sold (Note 1)...                   3,631,584
    Unrealized appreciation of investments (Note 3)..............                  12,241,428
    Par value of Common Stock....................................                      94,167
    Paid-in capital in excess of par value of Common Stock.......                 129,324,679
    Money Market Cumulative Preferred-TM- Stock (Note 5).........                  77,500,000
                                                                                -------------
          Total Net Assets.......................................               $ 223,294,489
                                                                                -------------
                                                                                -------------
                                                                    PER SHARE
                                                                   -----------
NET ASSETS AVAILABLE TO:
    Money Market Cumulative Preferred-TM- Stock (775 shares
      outstanding) redemption value..............................  $100,000.00  $  77,500,000
    Accumulated undeclared dividends on Money Market
      Cumulative Preferred-TM- Stock.............................        36.25         28,094
                                                                   -----------  -------------
                                                                   $100,036.25     77,528,094
                                                                   -----------
                                                                   -----------
    Common Stock (9,416,743 shares outstanding)..................       $15.48    145,766,395
                                                                        ------   ------------
                                                                        ------
TOTAL NET ASSETS.................................................               $ 223,294,489
                                                                                -------------
                                                                                -------------
</TABLE>
 
                       See Notes to Financial Statements.
 
                                       10
<PAGE>
- --------------------------------------------------------------------------------
                                   Preferred Income Management Fund Incorporated
                                                         STATEMENT OF OPERATIONS
                               FOR THE SIX MONTHS ENDED MAY 31, 1997 (UNAUDITED)
                              --------------------------------------------------
 
<TABLE>
<S>                                                                    <C>        <C>
INVESTMENT INCOME:
    Dividends........................................................             $ 7,268,930
    Interest.........................................................                 237,170
                                                                                  -----------
          Total Investment Income....................................               7,506,100
EXPENSES:
    Investment advisory fee (Note 2).................................  $ 668,272
    Administration fee (Note 2)......................................    132,212
    Money Market Cumulative Preferred-TM- broker commissions
      and Auction Agent fees.........................................     97,958
    Legal and audit fees.............................................     74,324
    Insurance expense................................................     43,647
    Shareholder servicing agent fees (Note 2)........................     29,985
    Directors' fees and expenses (Note 2)............................     28,808
    Economic consulting fee (Note 2).................................     22,667
    Custodian fees (Note 2)..........................................     14,131
    Amortization of deferred organization costs (Note 6).............      6,300
    Other............................................................     13,719
                                                                       ---------
          Total Expenses.............................................               1,132,023
                                                                                  -----------
NET INVESTMENT INCOME................................................               6,374,077
                                                                                  -----------
REALIZED AND UNREALIZED GAIN/(LOSS) ON INVESTMENTS
  (Notes 1 and 3):
    Net realized gain on investments sold during the period..........               3,222,167
    Change in net unrealized appreciation/(depreciation) of
      investments
      during the period..............................................              (1,014,866)
                                                                                  -----------
NET REALIZED AND UNREALIZED GAIN ON INVESTMENTS......................               2,207,301
                                                                                  -----------
NET INCREASE IN NET ASSETS RESULTING FROM OPERATIONS.................             $ 8,581,378
                                                                                  -----------
                                                                                  -----------
</TABLE>
 
                       See Notes to Financial Statements.
 
                                       11
<PAGE>
- --------------------------------------------------------------------------------
Preferred Income Management Fund Incorporated
STATEMENT OF CHANGES IN NET ASSETS
- ----------------------------------------------
 
<TABLE>
<CAPTION>
                                                                             SIX MONTHS ENDED
                                                                               MAY 31, 1997         YEAR ENDED
                                                                               (UNAUDITED)       NOVEMBER 30, 1996
                                                                            ------------------  -------------------
<S>                                                                         <C>                 <C>
OPERATIONS:
  Net investment income...................................................   $      6,374,077    $      13,260,133
  Net realized gain on investments sold during the period.................          3,222,167            6,954,782
  Change in net unrealized appreciation/(depreciation) of
    investments during the period.........................................         (1,014,866)            (178,786)
                                                                            ------------------  -------------------
    Net increase in net assets resulting from operations..................          8,581,378           20,036,129
DISTRIBUTIONS:
  Dividends paid from net investment income to Money Market
    Cumulative Preferred-TM- Stock Shareholders (Note 5)..................         (1,710,241)          (3,269,502)
  Distributions paid from net realized capital gains to Money Market
    Cumulative Preferred-TM- Stock Shareholders (Note 5)..................             (2,315)            (157,641)
  Dividends paid from net investment income to Common Stock
    Shareholders..........................................................         (4,934,305)          (9,595,715)
  Distributions paid from net realized capital gains to Common Stock
    Shareholders..........................................................           (480,383)          --
                                                                            ------------------  -------------------
NET INCREASE IN NET ASSETS FOR THE PERIOD.................................          1,454,134            7,013,271
NET ASSETS:
  Beginning of period.....................................................        221,840,355          214,827,084
                                                                            ------------------  -------------------
  End of period (including undistributed net investment
    income of $502,631 and $773,100, respectively)........................   $    223,294,489    $     221,840,355
                                                                            ------------------  -------------------
                                                                            ------------------  -------------------
</TABLE>
 
                       See Notes to Financial Statements.
 
                                       12
<PAGE>
- --------------------------------------------------------------------------------
                                   Preferred Income Management Fund Incorporated
                                                            FINANCIAL HIGHLIGHTS
                          FOR A COMMON SHARE OUTSTANDING THROUGHOUT EACH PERIOD.
                        --------------------------------------------------------
 
    Contained below is per share operating performance data, total investment
returns, ratios to average net assets and other supplemental data. This
information has been derived from information provided in the financial
statements and market price data for the Fund's shares.
<TABLE>
<CAPTION>
                                                             SIX MONTHS ENDED     YEAR ENDED      YEAR ENDED      YEAR 
ENDED
                                                               MAY 31, 1997      NOVEMBER 30,    NOVEMBER 30,    NOVEMBER 
30,
                                                               (UNAUDITED)           1996            1995            1994
                                                            ------------------  --------------  --------------  --------------
<S>                                                         <C>                 <C>             <C>             <C>
OPERATING PERFORMANCE:
Net asset value, beginning of period......................      $    15.31        $    14.54      $    12.22      $    14.36
                                                                ----------      --------------  --------------  --------------
Net investment income.....................................            0.68              1.41            1.39            1.40
Net realized and unrealized gain/(loss) on investments....            0.23              0.72            2.46           (1.94)
                                                                ----------      --------------  --------------  --------------
Net increase/(decrease) in net asset value resulting from
 investment operations....................................            0.91              2.13            3.85           (0.54)
Offering costs and MMP**** underwriting commisions charged
 to paid-in capital.......................................              --                --              --              --
DISTRIBUTIONS:
Dividends paid from net investment income to MMP****
 Shareholders.............................................           (0.18)            (0.34)          (0.36)          (0.28)
Distributions paid from net realized capital gains to
 MMP**** Shareholders.....................................           (0.00)#           (0.02)             --              --
Dividends paid from net investment income to Common Stock
 Shareholders.............................................           (0.52)            (1.02)          (1.15)          (1.09)
Distributions paid from net realized capital gains to
 Common Stock Shareholders................................           (0.05)               --              --           (0.20)
Distributions in excess of net realized capital gains to
 Common Stock Shareholders................................              --                --              --           (0.04)
Change in accumulated undeclared dividends on MMP****.....            0.01              0.02           (0.02)           0.01
                                                                ----------      --------------  --------------  --------------
Total distributions.......................................           (0.74)            (1.36)          (1.53)          (1.60)
                                                                ----------      --------------  --------------  --------------
Net asset value, end of period............................      $    15.48        $    15.31      $    14.54      $    12.22
                                                                ----------      --------------  --------------  --------------
                                                                ----------      --------------  --------------  --------------
Market value, end of period...............................      $   14.875        $   14.625      $   13.125      $   11.125
                                                                ----------      --------------  --------------  --------------
                                                                ----------      --------------  --------------  --------------
Total investment return based on net asset value***.......           5.13%            13.89%          30.38%           (5.79)%
                                                                ----------      --------------  --------------  --------------
                                                                ----------      --------------  --------------  --------------
Total investment return based on market value***..........           5.75%            20.50%          29.28%          
(13.55)%
                                                                ----------      --------------  --------------  --------------
                                                                ----------      --------------  --------------  --------------
Net assets, end of period (in 000's)......................      $  223,294        $  221,840      $  212,827      $  192,795
                                                                ----------      --------------  --------------  --------------
                                                                ----------      --------------  --------------  --------------
RATIOS TO AVERAGE NET ASSETS AVAILABLE TO COMMON STOCK
 SHAREHOLDERS/SUPPLEMENTAL DATA:
  Net investment income...................................           6.67%**           7.44%           7.81%           8.35%
  Operating expenses......................................           1.58%**           1.84%           1.89%           1.91%
  Portfolio turnover rate.................................             34%               98%             93%            110%
EXPENSE RATIO TO TOTAL AVERAGE NET ASSETS
 (WHICH INCLUDES MMP****):
  Operating expenses......................................           1.02%**           1.17%           1.16%           1.18%
 
<CAPTION>
                                                              YEAR ENDED
                                                             NOVEMBER 30,
                                                                1993*
                                                            --------------
<S>                                                         <C>
OPERATING PERFORMANCE:
Net asset value, beginning of period......................    $    13.95
                                                            --------------
Net investment income.....................................          0.83
Net realized and unrealized gain/(loss) on investments....          0.54
                                                            --------------
Net increase/(decrease) in net asset value resulting from
 investment operations....................................          1.37
Offering costs and MMP**** underwriting commisions charged
 to paid-in capital.......................................         (0.22)
DISTRIBUTIONS:
Dividends paid from net investment income to MMP****
 Shareholders.............................................         (0.09)
Distributions paid from net realized capital gains to
 MMP**** Shareholders.....................................         (0.01)
Dividends paid from net investment income to Common Stock
 Shareholders.............................................         (0.61)
Distributions paid from net realized capital gains to
 Common Stock Shareholders................................            --
Distributions in excess of net realized capital gains to
 Common Stock Shareholders................................            --
Change in accumulated undeclared dividends on MMP****.....         (0.03)
                                                            --------------
Total distributions.......................................         (0.74)
                                                            --------------
Net asset value, end of period............................    $    14.36
                                                            --------------
                                                            --------------
Market value, end of period...............................    $   14.250
                                                            --------------
                                                            --------------
Total investment return based on net asset value***.......         7.40%
                                                            --------------
                                                            --------------
Total investment return based on market value***..........         (0.89)%
                                                            --------------
                                                            --------------
Net assets, end of period (in 000's)......................    $  212,577
                                                            --------------
                                                            --------------
RATIOS TO AVERAGE NET ASSETS AVAILABLE TO COMMON STOCK
 SHAREHOLDERS/SUPPLEMENTAL DATA:
  Net investment income...................................         6.59%**
  Operating expenses......................................         1.66%**
  Portfolio turnover rate.................................          135%
EXPENSE RATIO TO TOTAL AVERAGE NET ASSETS
 (WHICH INCLUDES MMP****):
  Operating expenses......................................         1.15%**
</TABLE>
 
- ----------------------------------
   * The Fund commenced operations on February 19, 1993.
  ** Annualized.
 *** Assumes reinvestment of distributions.
**** Money Market Cumulative Preferred-TM- Stock
  # Amount represents less than $0.01 per share.
 
                       See Notes to Financial Statements.
 
                                       13
<PAGE>
- --------------------------------------------------------------------------------
Preferred Income Management Fund Incorporated
FINANCIAL HIGHLIGHTS (CONTINUED)
- ---------------------------------------
 
    The table below sets out information with respect to Money Market Cumulative
Preferred-TM- Stock
currently outstanding.
 
<TABLE>
<CAPTION>
                                                                                         INVOLUNTARY         AVERAGE
                                                                              ASSET      LIQUIDATING         MARKET
                                                           TOTAL SHARES     COVERAGE     PREFERENCE           VALUE
                                                            OUTSTANDING     PER SHARE   PER SHARE (1)  PER SHARE (1) & 
(2)
                                                          ---------------  -----------  -------------  -------------------
<S>                                                       <C>              <C>          <C>            <C>
05/31/97                                                           775     $   288,122   $   100,000      $     100,000
11/30/96                                                           775         286,246       100,000            100,000
11/30/95                                                           775         277,196       100,000            100,000
11/30/94                                                           775         248,767       100,000            100,000
11/30/93                                                           775         274,293       100,000            100,000
</TABLE>
 
- ----------------------------------
(1) Excludes accumulated undeclared dividends
(2) See Note 5.
 
                       See Notes to Financial Statements.
 
                                       14
<PAGE>
- --------------------------------------------------------------------------------
                                   Preferred Income Management Fund Incorporated
                                       NOTES TO FINANCIAL STATEMENTS (UNAUDITED)
               -----------------------------------------------------------------
 
1.  SIGNIFICANT ACCOUNTING POLICIES
 
    Preferred Income Management Fund Incorporated (the "Fund") is a diversified,
closed-end management investment company organized as a Maryland corporation on
December 21, 1992 and is registered with the Securities and Exchange Commission
("SEC") under the Investment Company Act of 1940, as amended. The Fund commenced
operations on February 19, 1993. The policies described below are followed
consistently by the Fund in the preparation of its financial statements in
conformity with generally accepted accounting principles.
 
    PORTFOLIO VALUATION:  The net asset value of the Fund's Common Stock is
determined by the Fund's administrator no less frequently than on the last
business day of each week and month. It is determined by dividing the value of
the Fund's net assets attributable to common shares by the number of shares of
Common Stock outstanding. The value of the Fund's net assets attributable to
common shares is deemed to equal the value of the Fund's total assets less (i)
the Fund's liabilities, (ii) the aggregate liquidation value of the outstanding
Money Market Cumulative Preferred-TM- Stock and (iii) accumulated and unpaid
dividends on the outstanding Money Market Cumulative Preferred-TM- Stock.
Securities listed on a national securities exchange are valued on the basis of
the last sale on such exchange on the day of valuation. In the absence of sales
of listed securities and with respect to securities for which the most recent
sale prices are not deemed to represent fair market value and unlisted
securities (other than money market instruments), securities are valued at the
mean between the closing bid and asked prices when quoted prices for investments
are readily available. Investments for which market quotations are not readily
available are valued at fair value as determined in good faith by or under the
direction of the Board of Directors of the Fund, including reference to
valuations of other securities which are considered comparable in quality,
maturity and type. Investments in money market instruments, which mature in 60
days or less, are valued at amortized cost.
 
    SECURITIES TRANSACTIONS AND INVESTMENT INCOME:  Securities transactions are
recorded as of the trade date. Realized gains and losses from securities sold
are recorded on the identified cost basis. Dividend income is recorded on
ex-dividend dates. Interest income is recorded on the accrual basis.
 
    OPTION ACCOUNTING PRINCIPLES:  Upon the purchase of a put option by the
Fund, the total purchase price paid is recorded as an investment. The market
valuation is determined as set forth in the second preceding paragraph. When the
Fund enters into a closing sale transaction, the Fund will record a gain or loss
depending on the difference between the purchase and sale price. The risks
associated with purchasing options and the maximum loss the Fund would incur are
limited to the purchase price originally paid.
 
    REPURCHASE AGREEMENTS:  The Fund may engage in repurchase agreement
transactions. The Fund's Board of Directors reviews and approves periodically
the eligibility of the banks and dealers with which the Fund enters into
repurchase agreement transactions. The value of the collateral underlying such
transactions is at least equal at all times to the total amount of the
repurchase obligations, including interest. The Fund maintains possession of the
collateral and, in the event of counterparty default, the Fund has the right to
use
 
                                       15
<PAGE>
- --------------------------------------------------------------------------------
Preferred Income Management Fund Incorporated
NOTES TO FINANCIAL STATEMENTS (UNAUDITED) (CONTINUED)
- -----------------------------------------------------------------
the collateral to offset losses incurred. There is the possibility of loss to
the Fund in the event the Fund is delayed or prevented from exercising its
rights to dispose of the collateral securities.
 
    DIVIDENDS AND DISTRIBUTIONS TO SHAREHOLDERS:  The Fund expects to declare
dividends on a monthly basis to shareholders of Common Stock. The shareholders
of Money Market Cumulative Preferred-TM- Stock are entitled to receive
cumulative cash dividends as declared by the Fund's Board of Directors.
Distributions to shareholders are recorded on the ex-dividend date. Any net
realized short-term capital gains will be distributed to shareholders at least
annually. Any net realized long-term capital gains may be distributed to
shareholders at least annually or may be retained by the Fund as determined by
the Fund's Board of Directors. Capital gains retained by the Fund are subject to
tax at the corporate tax rate. Any taxes paid by the Fund on such net realized
long-term gains may be used by the Fund's Common Stock Shareholders as a credit
against their own tax liabilities subject to the Fund qualifying as a regulated
investment company as described in the following paragraph.
 
    FEDERAL INCOME TAXES:  The Fund intends to qualify as a regulated investment
company by complying with the requirements under Subchapter M of the Internal
Revenue Code of 1986, as amended, applicable to regulated investment companies
and intends to distribute substantially all of its taxable net investment income
to its shareholders. Therefore, no Federal income tax provision is required.
 
    Income distributions and capital gain distributions are determined in
accordance with income tax regulations which may differ from generally accepted
accounting principles. These differences are primarily due to differing
treatments of income and gains on various investment securities held by the
Fund, timing differences and the differing characterization of distributions
made by the Fund.
 
    The preparation of financial statements in accordance with generally
accepted accounting principles requires management to make estimates and
assumptions that affect the reported amounts and disclosures in the financial
statements. Actual results could differ from those estimates.
 
2.  INVESTMENT ADVISORY FEE, DIRECTORS' FEES, ECONOMIC CONSULTING FEE,
   ADMINISTRATION FEE AND TRANSFER AGENT FEE
 
    Flaherty & Crumrine Incorporated (the "Adviser") serves as the Fund's
Investment Adviser. The Fund pays the Adviser a monthly fee at an annual rate of
0.675% of the value of the Fund's average monthly net assets up to $100 million
and 0.55% of the value of the Fund's average monthly net assets in excess of
$100 million.
 
    The Fund currently pays each Director who is not a director, officer or
employee of the Adviser a fee of $9,000 per annum, plus $500 for each in-person
meeting of the Board of Directors or any committee and $100 for each telephone
meeting. In addition, the Fund will reimburse all Directors for travel and
out-of-pocket expenses incurred in connection with such meetings.
 
                                       16
<PAGE>
- --------------------------------------------------------------------------------
                                   Preferred Income Management Fund Incorporated
                           NOTES TO FINANCIAL STATEMENTS (UNAUDITED) (CONTINUED)
               -----------------------------------------------------------------
 
    Primark Decision Economics Inc. ("Primark") serves as the Fund's Economic
Consultant. The Fund pays Primark an annual fee equal to $45,333 for services
provided.
 
    First Data Investor Services Group, Inc. ("Investor Services Group"), a
wholly owned subsidiary of First Data Corporation, serves as the Fund's
Administrator and Transfer Agent. As Administrator, Investor Services Group
calculates the net asset value of the Fund's shares and generally assists in all
aspects of the Fund's administration and operation. As compensation for Investor
Services Group's services as Administrator, the Fund pays Investor Services
Group a monthly fee at an annual rate of 0.12% of the Fund's average monthly net
assets. Boston Safe Deposit and Trust Company ("Boston Safe"), a wholly owned
subsidiary of Mellon Bank Corporation, serves as the Fund's Custodian. As
compensation for Boston Safe's services as Custodian, the Fund pays Boston Safe
a monthly fee at an annual rate of 0.01% of the Fund's average monthly net
assets. Investor Services Group also serves as the Fund's Common Stock servicing
agent (transfer agent), dividend-paying agent and registrar, and as compensation
for Investor Services Group's services as transfer agent, the Fund pays Investor
Services Group a fee at an annual rate of 0.02% of the Fund's average monthly
net assets plus certain out-of-pocket expenses.
 
    Chase Manhattan Bank ("Auction Agent") serves as the Fund's Money Market
Cumulative Preferred-TM- Stock transfer agent, registrar, dividend disbursing
agent and redemption agent.
 
3.  PURCHASES AND SALES OF SECURITIES
 
    Cost of purchases and proceeds from sales of securities for the period ended
May 31, 1997, excluding short-term investments, aggregated $74,498,182 and
$80,507,025, respectively.
 
    At May 31, 1997, aggregate gross unrealized appreciation for all securities
in which there is an excess of value over tax cost was $13,039,798 and aggregate
gross unrealized depreciation for all securities in which there is an excess of
tax cost over value was $798,370.
 
4.  COMMON STOCK
 
    At May 31, 1997, 240,000,000 shares of $0.01 par value Common Stock were
authorized. There were no Common Stock transactions for the six months ended May
31, 1997 and the year ended November 30, 1996.
 
5.  MONEY MARKET CUMULATIVE PREFERRED-TM- STOCK
 
    The Fund's Articles of Incorporation authorize the issuance of up to
10,000,000 shares of $0.01 par value preferred stock. On April 30, 1993, the
Fund received proceeds from the public offering of 775 shares of Money Market
Cumulative Preferred-TM- Stock of $77,500,000 before offering costs of $171,219
and underwriting discounts and commissions paid directly to Lehman Brothers Inc.
of $1,356,250. The Money Market Cumulative Preferred-TM- Stock is senior to the
Common Stock and results in the financial leveraging of the Common Stock. Such
leveraging tends to magnify both the risks and opportunities to Common Stock
Shareholders. Dividends on shares of Money Market Cumulative Preferred-TM- Stock
are cumulative.
 
                                       17
<PAGE>
- --------------------------------------------------------------------------------
Preferred Income Management Fund Incorporated
NOTES TO FINANCIAL STATEMENTS (UNAUDITED) (CONTINUED)
- -----------------------------------------------------------------
 
    The Fund is required to meet certain asset coverage tests with respect to
the Money Market Cumulative Preferred-TM- Stock. If the Fund fails to meet these
requirements and does not correct such failure, the Fund may be required to
redeem, in part or in full, Money Market Cumulative Preferred-TM- Stock at a
redemption price of $100,000 per share plus an amount equal to the accumulated
and unpaid dividends on such shares in order to meet these requirements.
Additionally, failure to meet the foregoing asset requirements could restrict
the Fund's ability to pay dividends to Common Stock Shareholders and could lead
to sales of portfolio securities at inopportune times.
 
    If the Fund allocates any net gains or income ineligible for the Dividends
Received Deduction to shares of the Money Market Cumulative Preferred-TM- Stock,
the Fund may be required to make additional distributions to Money Market
Cumulative Preferred-TM- Stock Shareholders or to pay a higher dividend rate in
amounts needed to provide a return, net of tax, equal to the return had such
originally paid distributions been eligible for the Dividends Received
Deduction.
 
    An auction of the Money Market Cumulative Preferred-TM- Stock is generally
held every 49 days. Existing shareholders may submit an order to hold, bid or
sell such shares at par value on each auction date. Money Market Cumulative
Preferred-TM- Stock Shareholders may also trade shares in the secondary market
between auction dates.
 
    At May 31, 1997, 775 shares of Money Market Cumulative Preferred-TM- Stock
were outstanding at the annual rate of 4.35%. The dividend rate, as set by the
auction process, is generally expected to vary with short-term interest rates.
These rates may vary in a manner unrelated to the income received on the Fund's
assets, which could have either a beneficial or detrimental impact on net
investment income and gains available to Common Stock Shareholders. While the
Fund expects to structure the portfolio holdings and hedging transactions to
lessen such risks to Common Stock Shareholders, there can be no assurance that
such results will be attained.
 
6.  ORGANIZATION COSTS
 
    Costs incurred by the Fund in connection with its organization and initial
public offering of Common Stock and Money Market Cumulative Preferred-TM- Stock
were $32,000 and $31,000, respectively, and are being amortized on a
straight-line basis over a five year period beginning February 19, 1993 (the
date of the Fund's commencement of investment operations) and April 30, 1993
(the date of the issuance of the Fund's Money Market Cumulative Preferred-TM-
Stock), respectively.
 
7.  PORTFOLIO INVESTMENTS, CONCENTRATION AND INVESTMENT QUALITY
 
    The Fund invests primarily in adjustable and fixed rate preferred securities
and related hybrid securities. Under normal market conditions, the Fund invests
at least 25% of its assets in securities issued by utilities and at least 25% of
its assets in securities issued by companies in the banking industry. The Fund's
portfolio may therefore be subject to greater risk and market fluctuation than a
portfolio of securities representing a broader range of investment alternatives.
The risks could adversely affect the ability and inclination of companies in
 
                                       18
<PAGE>
- --------------------------------------------------------------------------------
                                   Preferred Income Management Fund Incorporated
                           NOTES TO FINANCIAL STATEMENTS (UNAUDITED) (CONTINUED)
               -----------------------------------------------------------------
these industries to declare and pay dividends or interest and the ability of
holders of securities of such companies to realize any value from the assets of
the issuer upon liquidation or bankruptcy. The Fund may invest up to 15% of its
assets at the time of purchase in securities rated below investment grade,
provided that no such investment may be rated below both "Ba" by Moody's
Investors Service, Inc. and "BB" by Standard & Poor's Rating Group or judged to
be comparable in quality at the time of purchase; however, any such securities
must be issued by an issuer having an outstanding class of senior debt rated
investment grade. The Fund may also invest up to 15% of its assets in common
stock. The Fund's investment policy regarding debt securities was amended on
July 21, 1995. The amended policy allows the Fund to invest up to 35% of its
assets collectively in the following: Trust Originated Preferred Securities
("TOPRS"), Monthly Income Preferred Shares ("MIPS"), Quarterly Income Debt
Securities ("QUIDS"), Quarterly Income Preferred Shares ("QUIPS"), Canadian
Originated Preferred Securities ("COPRS"), and similarly-structured instruments
commonly referred to as hybrid or taxable preferreds, subject to the quality
standards set forth above.
 
8.  SPECIAL INVESTMENT TECHNIQUES
 
    The Fund may employ certain investment techniques in accordance with its
fundamental investment policies. These may include the use of when-issued and
delayed delivery transactions. Securities purchased or sold on a when-issued or
delayed delivery basis may be settled within 45 days after the date of the
transaction. Such transactions may expose the Fund to credit and market
valuation risk greater than that associated with regular trade settlement
procedures. The Fund may also enter into transactions, in accordance with its
fundamental investment policies, involving any or all of the following: lending
of portfolio securities, short sales of securities, futures contracts, options
on futures contracts, and options on securities. With the exception of
purchasing securities on a when-issued or delayed delivery basis or lending
portfolio securities, these transactions are used for hedging or other
appropriate risk-management purposes or, under certain other circumstances, to
increase income. As of May 31, 1997, the Fund owned put options on U.S. Treasury
Bond futures contracts. No assurance can be given that such transactions will
achieve their desired purposes or will result in an overall reduction of risk to
the Fund.
 
                                       19
<PAGE>
- --------------------------------------------------------------------------------
Preferred Income Management Fund Incorporated
QUARTERLY RESULTS OF INVESTMENT OPERATIONS (UNAUDITED)
- ----------------------------------------------------------------------
 
<TABLE>
<CAPTION>
                                                              AVAILABLE TO COMMON STOCK SHAREHOLDERS
                                        ----------------------------------------------------------------------------------
                                                                         NET REALIZED AND         NET INCREASE/(DECREASE)
                    INVESTMENT                NET INVESTMENT          UNREALIZED GAIN/(LOSS)        IN NET 
ASSETS FROM
                      INCOME                      INCOME                  ON INVESTMENTS                OPERATIONS
            --------------------------  --------------------------  ---------------------------  -------------------------
 QUARTER                       PER                         PER                          PER                         PER
  ENDED         TOTAL        SHARE*         TOTAL        SHARE*         TOTAL         SHARE*         TOTAL        
SHARE*
- ----------  -------------  -----------  -------------  -----------  --------------  -----------  --------------  ---------
<S>         <C>            <C>          <C>            <C>          <C>             <C>          <C>             <C>
  02/28/95  $   3,872,051   $    0.41   $   2,375,761   $    0.25   $    5,347,446   $    0.57   $    7,723,207  $    0.82
  05/31/95      4,313,481        0.46       2,802,767        0.30       10,268,173        1.09       13,070,940       1.39
  08/31/95      4,097,221        0.44       2,650,438        0.28        1,023,225        0.11        3,673,663       0.39
  11/30/95      3,155,914        0.33       1,700,167        0.18        6,518,497        0.69        8,218,664       0.87
  02/29/96      3,855,411        0.41       2,401,369        0.26       (4,640,103)      (0.49)      (2,238,734)     (0.23)
  05/31/96      3,977,011        0.42       2,566,419        0.27        2,507,033        0.27        5,073,452       0.54
  08/31/96      4,053,096        0.43       2,640,541        0.28       (1,006,421)      (0.11)       1,634,120       0.17
  11/30/96      3,866,169        0.41       2,630,145        0.28        9,915,487        1.05       12,545,632       1.33
  02/29/97      3,553,803        0.38       2,974,735        0.32         (142,290)      (0.02)       2,832,445       0.30
  05/31/97      3,903,421        0.42       3,399,342        0.36        2,349,591        0.25        5,748,933       0.61
</TABLE>
 
- ------------------------
 
* Per share of common stock.
 
                                       20
<PAGE>
- --------------------------------------------------------------------------------
                                   Preferred Income Management Fund Incorporated
                                              ADDITIONAL INFORMATION (UNAUDITED)
                                      ------------------------------------------
 
DIVIDEND REINVESTMENT AND CASH PURCHASE PLAN
 
    Under the Fund's Dividend Reinvestment and Cash Purchase Plan (the "Plan"),
a shareholder whose Common Stock is registered in his own name will have all
distributions reinvested automatically by Investor Services Group as agent under
the Plan, unless the shareholder elects to receive cash. Distributions with
respect to shares registered in the name of a broker-dealer or other nominee
(that is, in "street name") may be reinvested by the broker or nominee in
additional shares under the Plan, but only if the service is provided by the
broker or nominee, unless the shareholder elects to receive distributions in
cash. A shareholder who holds Common Stock registered in the name of a broker or
other nominee may not be able to transfer the Common Stock to another broker or
nominee and continue to participate in the Plan. Investors who own Common Stock
registered in street name should consult their broker or nominee for details
regarding reinvestment.
 
    The number of shares of Common Stock distributed to participants in the Plan
in lieu of a cash dividend is determined in the following manner. Whenever the
market price per share of the Fund's Common Stock is equal to or exceeds the net
asset value per share on the valuation date, participants in the Plan will be
issued new shares valued at the higher of net asset value or 95% of the then
current market value. Otherwise, Investor Services Group will buy shares of the
Fund's Common Stock in the open market, on the New York Stock Exchange or
elsewhere, on or shortly after the payment date of the dividend or distribution
and continuing until the ex-dividend date of the Fund's next distribution to
holders of the Common Stock or until it has expended for such purchases all of
the cash that would otherwise be payable to the participants. The number of
purchased shares that will then be credited to the participants' accounts will
be based on the average per share purchase price of the shares so purchased,
including brokerage commissions. If Investor Services Group commences purchases
in the open market and the then current market price of the shares (plus any
estimated brokerage commissions) subsequently exceeds their net asset value most
recently determined before the completion of the purchases, Investor Services
Group will attempt to terminate purchases in the open market and cause the Fund
to issue the remaining dividend or distribution in shares. In this case, the
number of shares received by the participant will be based on the weighted
average of prices paid for shares purchased in the open market and the price at
which the Fund issues the remaining shares. These remaining shares will be
issued by the Fund at the higher of net asset value or 95% of the then current
market value.
 
    Plan participants are not subject to any charge for reinvesting dividends or
capital gains distributions. Each Plan participant will, however, bear a
proportionate share of brokerage commissions incurred with respect to Investor
Services Group's open market purchases in connection with the reinvestment of
dividends or capital gains distributions. For the period ended May 31, 1997,
$3,064 in brokerage commissions were incurred.
 
    The automatic reinvestment of dividends and capital gains distributions will
not relieve Plan participants of any income tax that may be payable on the
dividends or capital gains distributions. A participant in the Plan will be
treated for Federal income tax purposes as having received, on the dividend
payment date, a dividend or distribution in an amount equal to the cash that the
participant could have received instead of shares.
 
                                       21
<PAGE>
- --------------------------------------------------------------------------------
                                   Preferred Income Management Fund Incorporated
                                  ADDITIONAL INFORMATION (UNAUDITED) (CONTINUED)
                         -------------------------------------------------------
 
    In addition to acquiring shares of Common Stock through the reinvestment of
cash dividends and distributions, a shareholder may invest any further amounts
from $100 to $3,000 semi-annually at the then current market price in shares
purchased through the Plan. Such semi-annual investments are subject to any
brokerage commission charges incurred.
 
    A shareholder whose Common Stock is registered in his or her own name may
terminate participation in the Plan at any time by notifying Investor Services
Group in writing, by completing the form on the back of the Plan account
statement and forwarding it to Investor Services Group or by calling Investor
Services Group directly. A termination will be effective immediately if notice
is received by Investor Services Group not less than 10 days before any dividend
or distribution record date. Otherwise, the termination will be effective, and
only with respect to any subsequent dividends or distributions, on the first day
after the dividend or distribution has been credited to the participant's
account in additional shares of the Fund. Upon termination and according to a
participant's instructions, Investor Services Group will either (a) issue
certificates for the whole shares credited to the shareholder's Plan account and
a check representing any fractional shares or (b) sell the shares in the market.
Shareholders who hold common stock registered in the name of a broker or other
nominee should consult their broker or nominee to terminate participation.
 
    The Plan is described in more detail in the Fund's Plan brochure.
Information concerning the Plan may be obtained from Investor Services Group at
1-800-331-1710.
 
                                       22
<PAGE>
DIRECTORS
 
  Martin Brody
  Donald F. Crumrine, CFA
  Robert T. Flaherty, CFA
  David Gale
  Morgan Gust
  Robert F. Wulf, CFA
 
OFFICERS
 
  Robert T. Flaherty, CFA
    Chairman of the Board
    and President
 
  Donald F. Crumrine, CFA
    Vice President
    and Secretary
 
  Robert M. Ettinger, CFA
    Vice President
 
  Peter C. Stimes, CFA
    Vice President
    and Treasurer
 
  Carl D. Johns
    Assistant Treasurer
 
INVESTMENT ADVISER
 
  Flaherty & Crumrine Incorporated
  e-mail: [email protected]
 
QUESTIONS CONCERNING YOUR SHARES OF PREFERRED
  INCOME MANAGEMENT FUND?
 
  - If your shares are held in a Brokerage
    Account, contact your Broker.
 
  - If you have physical possession of your shares in
    certificate form, contact the Fund's Transfer
    Agent & Shareholder Servicing Agent --
          First Data Investor Services Group, Inc.
              P.O. Box 1376
              Boston, MA 02104
              1-800-331-1710
 
THIS REPORT IS SENT TO SHAREHOLDERS OF PREFERRED
INCOME MANAGEMENT FUND INCORPORATED FOR THEIR
INFORMATION. IT IS NOT A PROSPECTUS, CIRCULAR OR
REPRESENTATION INTENDED FOR USE IN THE PURCHASE
OR SALE OF SHARES OF THE FUND OR OF ANY SECURITIES
MENTIONED IN THIS REPORT.
 
3203-SEM
 
                                     [LOGO]
 
                                  Semi-Annual
                                     Report
 
                                  May 31, 1997




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