<PAGE>   1
                                                                     Exhibit 3.4

                                                          FEDERAL IDENTIFICATION
                                                          No. 04-2448516
                                                              ------------------

                       THE COMMONWEALTH OF MASSACHUSETTS

                             WILLIAM FRANCIS GALVIN
                         Secretary of the Commonwealth
             One Ashburton Place, Boston, Massachusetts 02108-1512


                             ARTICLES OF AMENDMENT
                    (GENERAL LAWS, CHAPTER 156B, SECTION 72)



We, Norman E. Drapeau, Jr.                                            *President
    ---------------------------------------------------------------,

and Paul D. Birch                                                         *Clerk
    -------------------------------------------------------------------,

of Project Software & Development, Inc.
   ---------------------------------------------------------------------------,
                          (Exact name of corporation)

located at 100 Crosby Drive, Bedford, MA 01730
           -------------------------------------------------------------------,
                (Street address of corporation in Massachusetts)

certify that these Articles of Amendment affecting articles numbered:

     Article III
--------------------------------------------------------------------------------
          (Number those articles 1, 2, 3, 4, 5 and/or 6 being amended)

of the Articles of the Organization were duly adopted at a meeting held on
December 15, 1999, by vote of:
-----------    --

8,109,597 shares of Common Stock               of 10,650,906 shares outstanding,
---------           --------------------------    ----------
                   (type, class & series, if any)

          shares of                            of            shares outstanding,
---------           --------------------------    ----------
                   (type, class & series, if any)

          shares of                            of            shares outstanding,
---------           --------------------------    ----------
                   (type, class & series, if any)


(1)** being at least a majority of each type, class or series outstanding and
entitled to vote thereon:


* Delete the inapplicable words.        ** Delete the inapplicable clause.
(1) For amendments adopted pursuant to Chapter 156B, Section 70.
(2) For amendments adopted pursuant to Chapter 156B, Section 71.
Note: If the space provided under any article or item on this form is
insufficient, additions shall be set forth on one side only of a separate 8 1/2
x 11 sheets of paper with a left margin of at least 1 inch. Additions to more
than one article may be made on a single sheet so long as each article requiring
each addition is clearly indicated.


<PAGE>   2


To change the number of shares and the par value (if any) of any type, class or
series of stock which the corporation is authorized to issue, fill in the
following:

The total presently authorized is:

<TABLE>
<CAPTION>
-------------------------------------------------------------------------------------------------------
     WITHOUT PAR VALUE STOCKS                          WITH PAR VALUE STOCKS
-------------------------------------------------------------------------------------------------------
  TYPE         NUMBER OF SHARES              TYPE           NUMBER OF SHARES         PAR VALUE
-------------------------------------------------------------------------------------------------------
<S>                                        <S>                 <C>                      <C>
Common:                                    Common:             15,350,000               $.01
-------------------------------------------------------------------------------------------------------

-------------------------------------------------------------------------------------------------------
Preferred:                                 Preferred:           1,000,000               $.01
-------------------------------------------------------------------------------------------------------
                                                            Series A Junior Participating Preferred
                                                            Stock - 16,000; Undesignated - 984,000
-------------------------------------------------------------------------------------------------------
</TABLE>


Change the total authorized to:

<TABLE>
<CAPTION>
-------------------------------------------------------------------------------------------------------
     WITHOUT PAR VALUE STOCKS                          WITH PAR VALUE STOCKS
-------------------------------------------------------------------------------------------------------
  TYPE         NUMBER OF SHARES              TYPE           NUMBER OF SHARES         PAR VALUE
-------------------------------------------------------------------------------------------------------
<S>                                        <S>                 <C>                      <C>
Common:                                    Common:             50,000,000               $.01
-------------------------------------------------------------------------------------------------------

-------------------------------------------------------------------------------------------------------
Preferred:                                 Preferred:           1,000,000               $.01
-------------------------------------------------------------------------------------------------------
                                                            Series A Junior Participating Preferred
                                                            Stock - 16,000; Undesignated - 984,000
-------------------------------------------------------------------------------------------------------
</TABLE>


<PAGE>   3


Voted: To amend the Company's Restated Articles of Organization to increase the
       authorized Common Stock, par value $.01 per share, from 15,350,000 to
       50,000,000 shares.




The foregoing amendment(s) will become effective when these Articles of
Amendment are filed in accordance with General Laws, Chapter 156B, Section 6
unless these articles specify, in accordance with the vote adopting the
amendment, a later effective date not more than thirty days after such filing,
in which event the amendment will become effective on such later date.

Later effective date: _____________________________ .


SIGNED UNDER THE PENALTIES OF PERJURY, this 15th day of   December      1999
                                            ----        ------------- ,   ---- ,

          /s/ Norman E. Drapeau, Jr.                                  *President
------------------------------------------------------------------- ,

          /s/ Paul D. Birch                                              *Clerk
-----------------------------------------------------------------------,
* Delete the inapplicable words.


<PAGE>   4


                       THE COMMONWEALTH OF MASSACHUSETTS

                             ARTICLES OF AMENDMENT
                    (GENERAL LAWS, CHAPTER 156B, SECTION 72)


================================================================================


I hereby approve the within Articles of Amendment and, the filing fee in the
amount of $ _________ having been paid, said articles deemed to have been filed
with me this ______ day of ____________ 19 _____ .


Effective date: _______________________________



                             WILLIAM FRANCIS GALVIN
                         Secretary of the Commonwealth



                         TO BE FILLED IN BY CORPORATION
                      PHOTOCOPY OF DOCUMENT TO BE SENT TO:

                       Jeffrey D. Collins, Esq.
                      ------------------------------------------------
                       Foley, Hoag & Eliot LLP, One Post Office Square
                      ------------------------------------------------
                       Boston, MA 02109
                      ------------------------------------------------
                       (617) 832-1265