EXHIBIT 5
 
                           WILMER, CUTLER & PICKERING
                              2445 M Street, N.W.
                          Washington, D.C. 20037-1420
                            Telephone (202) 663-6000
                            Facsimile (202) 663-6363
 
                                          June 9, 1998
 
Workflow Management, Inc.
240 Royal Palm Way
Palm Beach, Florida 33480
 
Gentlemen:
 
    As special counsel for Workflow Management, Inc., a Delaware corporation
(the "Company"), we are familiar with the Company's Registration Statement on
Form S-1, first filed with the Securities and Exchange Commission (the
"Commission") under the Securities Act of 1933, as amended (the "Act"), on March
6, 1998, as amended by Amendment No. 1 to the Registration Statement filed with
the Commission on May 1, 1998, Amendment No. 2 to the Registration Statement
filed with the Commission on May 18, 1998, Amendment No. 3 to the Registration
Statement filed with the Commission on June 4, 1998, and Amendment No. 4 to the
Registration Statement filed with the Commission on June 9, 1998, as may be
further amended or supplemented (collectively, the "Registration Statement"),
with respect to the offering (the "Offering") of up to 2,500,000 shares of the
Common Stock, $.001 par value (the "Common Stock"), of the Company by the
Company (the "Firm Shares"), and up to an additional 375,000 shares of Common
Stock by the Company (the "Option Shares") subject to an Underwriters'
over-allotment option (the "Over-allotment Option"). The Firm Shares and the
Option Shares are collectively referred to hereafter as the "Shares".
 
    In connection with the foregoing, we have examined (i) the Certificate of
Incorporation of the Company filed with the Secretary of State of Delaware on
February 12, 1998, (ii) the Certificate of Amendment to the Certificate of
Incorporation filed with the Secretary of State of Delaware on February 26,
1998; (iii) the By-Laws of the Company; (iv) the proposed form of Underwriting
Agreement filed as an Exhibit to the Registration Statement with respect to the
Shares (the "Underwriting Agreement"); (v) the form of stock certificate for
Common Stock of the Company, and (vi) such records of the corporate proceedings
of the Company, such certificates of public officials and such other documents
as we deemed necessary to render this opinion.
 
    Based on such examination and assumption, we are of the opinion that:
 
        1. The Company is a corporation duly incorporated and existing under the
    laws of the State of Delaware.
 
        2. The Shares will be duly authorized and when sold, issued and paid for
    pursuant to the duly executed Underwriting Agreement (in substantially the
    form filed as an exhibit to the Registration Statement) will be validly
    issued, fully paid and nonassessable.
 
    We hereby consent to the filing of this Opinion as Exhibit 5 to the
Registration Statement and the reference to us in the Prospectus which is part
of the Registration Statement.
 
                                          Very truly yours,
 
                                          WILMER, CUTLER & PICKERING
 
                                          By: /S/ THOMAS W. WHITE
                                             -----------------------------------
                                             Thomas W. White, a partner