<PAGE>
                                                                     Exhibit 4.4


                              Hyland Software, Inc.
                              ---------------------

                        Public Offering of Common Shares
                        --------------------------------

                                                             May 17, 2004

Citigroup Global Markets Inc.
Wachovia Capital Markets, LLC
Friedman, Billings, Ramsey & Co., Inc.
KeyBanc Capital Markets,
a division of McDonald Investments Inc.
As Representatives of the several Underwriters,
c/o Citigroup Global Markets Inc.
388 Greenwich Street
New York, New York 10013

Lanes and Gentlemen:

         This letter is being delivered to you in connection with the proposed
Underwriting Agreement (the "Underwriting Agreement"), between Hyland Software,
Inc., an Ohio corporation (the "Company"), and the Underwriters to be named
therein (the "Underwriters"), relating to an underwritten public offering of
Common Shares (the "Offering"), without par value (the "Common Shares"), of the
Company.

         In order to induce you and the other Underwriters to enter into the
Underwriting Agreement, for the period commencing on the date hereof and ending
180 days after the date of the Underwriting Agreement, the undersigned will not,
without the prior written consent of Citigroup Global Markets Inc., directly or
indirectly:

         (a)      offer, sell, contract to sell, pledge or otherwise dispose of
                  any shares of capital stock of the Company or any securities
                  convertible into, or exercisable or exchangeable for such
                  capital stock;

         (b)      enter into any transaction which is designed to, or might
                  reasonably be expected to, result in the disposition (whether
                  by actual disposition or effective economic disposition due to
                  cash settlement or otherwise) by the undersigned or any
                  affiliate of the undersigned or any person in privity with the
                  undersigned or any affiliate of the undersigned, including the
                  filing (or participation in the filing) of a registration
                  statement with the Securities and Exchange Commission in
                  respect of any shares of capital stock of the Company or any
                  securities convertible into, or exercisable or exchangeable
                  for such capital stock;

         (c)      establish or increase a put equivalent position or liquidate
                  or decrease a call equivalent position within the meaning of
                  Section 16 of the Securities Exchange Act of 1934, as amended,
                  and the rules and regulations of the Securities and Exchange
                  Commission promulgated thereunder, with





<PAGE>
                  respect to any shares of capital stock of the Company or any
                  securities convertible into, or exercisable or exchangeable
                  for such capital stock; or

         (d)      publicly announce an intention to effect any transaction
                  described in (a), (b) or (c) with respect to any shares of
                  capital stock of the Company or any securities convertible
                  into, or exercisable or exchangeable for such capital stock.

         In addition, in the event that either (x) during the last 17 days of
the 180-day period referred to above, the Company issues an earnings release or
(y) prior to the expiration of such 180-day period, the Company announces that
it will release earnings results during the 17-day period beginning on the last
day of such 180-day period, the restrictions described above shall continue to
apply until the expiration of the 17-day period beginning on the date of the
earnings release.

         Notwithstanding the foregoing, you agree that the undersigned may
transfer Common Shares to any of the undersigned's affiliates and may sell
Common Shares to the Company pursuant to the Share Repurchase Agreement dated
May 17, 2004.

                  If for any reason (i) the registration statement related to
the Offering is not filed with the Securities and Exchange Commission (the
"SEC") on or prior to June 30, 2004, (ii) the registration statement relating to
the Offering is withdrawn after filing with the SEC or (iii) the Underwriting
Agreement is not executed on or prior to December 31, 2004, you may terminate
the agreement set forth above by delivering a written termination notice to
Citigroup Global Markets Inc. If for any reason the Underwriting Agreement shall
be terminated after execution and prior to the Closing Date (as defined in the
Underwriting Agreement), the agreement set forth above shall be automatically
terminated.

                                           Yours very truly,

                                           RECALL TOTAL INFORMATION
                                             MANAGEMENT, INC.


                                           By    /s/ Al Trujillo
                                              -------------------------
                                           Name:    Al Trujillo
                                           Title:   CEO and President
                                           Address: One Recall Center
                                                    180 Technology Center
                                                    Norcross, GA 30092



                                       2