Document:

<PAGE>   1
                                                                   EXHIBIT 10.14

                              FLORSHEIM GROUP, INC.
                          EMPLOYMENT SECURITY AGREEMENT

         This Employment Security Agreement (the "Agreement") is entered into as
of this 13th day of December, 1999, by and between Florsheim Group, Inc., a
Delaware corporation (the "Employer"), and Richard Anglin (the "Executive").

                                   WITNESSETH

         WHEREAS, the Executive is currently employed by the Employer as its
Executive Vice-President and Chief Financial Officer;

         WHEREAS, the Employer desires to attract and retain well-qualified
executives and key personnel and to provide the security of continuity of
management to both itself and the Executive; and

         WHEREAS, the Executive and the Employer desire to enter into this
Agreement, which sets forth the terms of the security the Employer is providing
the Executive with respect to his employment;

         NOW, THEREFORE, in consideration of the mutual covenants and promises
contained herein, and other good and valuable consideration, the receipt of
which is hereby acknowledged, the parties agree as follows:

         1.    DEFINITIONS. For purposes of this Agreement the following
definitions shall apply:

         (a)   "Aggregate Compensation" means the sum of the Executive's (i)
Base Pay and (ii) Bonus.

         (b)   "Base Pay" means the Executive's annual base salary rate.

         (c)   "Bonus" means the average annual incentive payment made to the
Executive for the immediately preceding two full fiscal years of the Employer.

         (d)   "Effective Date" means the date of this Agreement as set forth
above.

<PAGE>   2

         (e)   "Cause" means:

               (1)  The Board of Directors, in its reasonable discretion,
                    concludes that the Executive has willfully failed to follow
                    directions communicated to him by either an officer of the
                    Employer to whom the Executive directly or indirectly
                    reports or the Board of Directors;

               (2)  The Executive willfully engages in conduct that is
                    materially injurious to the Employer, monetarily or
                    otherwise;

               (3)  The Executive is convicted of, pleads nolo contendere to,
                    pleads guilty to or confesses to an act of fraud,
                    misappropriation or embezzlement or any felony;

               (4)  The Board of Directors, in its reasonable discretion,
                    determinates that the Executive is either habitually drunk
                    or using illegal substances;

               (5)  The Executive violates the Employer's sexual harassment
                    policy; or

               (6)  The Executive commits an act of gross neglect or gross
                    misconduct which the Board of Directors, in its reasonable
                    discretion, determines is deemed to be good and sufficient
                    cause.

         (f)   "Good Reason" means:

               (1)  There is a material reduction in the Executive's Aggregate
                    Compensation from one fiscal year to the next;

               (2)  There is a material reduction in the Executive's Medical
                    Plan, Retirement Plans, or Welfare Plans; or

               (3)  There is a material reduction in the Executive's
                    responsibilities.

         (g)   "Medical Plan" means any health and major medical plan currently
or hereafter made available by the Employer in which the Executive is eligible
to participate.

         (h)   "Retirement Plans" means any qualified or supplemental defined
benefit retirement plan or defined contribution retirement plan currently or
hereinafter made available by the Employer in which the Executive is eligible to
participate, or any private retirement arrangement maintained by the Employer
solely for the Executive.

<PAGE>   3

         (i)   "Severance Period" means the period beginning on the date the
Executive's employment with the Employer terminates under circumstances
described in Section 3 and ending on the date that is 18 months thereafter.

         (j)   "Welfare Plan" means any vision or dental plan, disability plan,
survivor income plan or life insurance plan or other arrangement currently or
hereafter made available by the Employer in which the Executive is eligible to
participate.

         2.    TERM. The term of this Agreement (the "Term") shall be the period
beginning on the Effective Date and terminating the date that (i) is 18 months
after the date of the Executive's termination of employment under circumstances
described in Section 3, (ii) the Executive's employment is terminated for Cause,
or (iii) the Executive terminates his employment with the Employer without Good
Reason.

         3.    BENEFITS UPON TERMINATION OF EMPLOYMENT. If, at any time on or
after the Effective Date (i) the employment of the Executive with the Employer
is terminated by the Employer (or any successor to the Employer) for any reason
other than Cause, or (ii) the Executive terminates his employment with the
Employer for Good Reason, the following provisions will apply:

         (a)   The Employer shall pay the Executive, during the Severance
Period, an aggregate amount equal to one and one-half times the sum of the
Executive's (i) Base Pay at the highest rate in effect during the Term and (ii)
Bonus. Such amount shall be paid in substantially equal monthly installments
over the Severance Period. The first of such payments will commence as soon as
practicable following the date of the Executive's termination of employment.

         (b)   For purposes of all Retirement Plans (to the extent permissible
thereunder), the Executive shall be given compensation credit and service credit
for all purposes for, and shall be deemed to be an employee of the Employer
during, the Severance Period, notwithstanding that he is not an employee of the
Employer during the Severance Period.

         (c)   During the Severance Period, the Executive and his spouse and
other dependents will continue to be covered by the Medical Plan and all Welfare
Plans maintained by the Employer in which the Executive or spouse or dependents
were participating immediately before the date of the Executive's termination as
if the Executive continued to be an employee of the Employer. If, however, the
Executive obtains employment with another employer during the Severance Period,
such Medical Plan coverage shall cease for the Executive and his spouse and
other dependents. This Section 3(c) is not intended to impair the Executive's
rights as otherwise provided by law (e.g. rights under Section 4980B of the
Internal Revenue Code).

         (d)   The Executive shall be entitled to a payment attributable to
compensation for unused vacation periods accrued as of the date of his
termination of employment. The Executive shall not be entitled to payment for
vacation periods that would have accrued had his employment

<PAGE>   4

continued during the Severance Period. Payment for accrued vacation shall be
made to the Executive in a lump sum within 10 days following the date of the
Executive's termination of employment. This Section 3(d) is not intended to
impair the Executive's right to receive payment for accrued vacation as
otherwise provided by law.

         4.    DEATH.  If the Executive dies during the Severance Period, the
following rules shall apply:

         (a)   All amounts payable hereunder to the Executive shall, during the
remainder of the Severance Period, be paid to his surviving spouse or other
beneficiary designated in writing by the Executive. On the death of the survivor
of the Executive and his spouse or other beneficiary, payments shall be made to
the Executive's estate.

         (b)   During the remainder of the Severance Period, the Executive's
spouse and dependents, if any, shall be covered under the Medical Plan and
Welfare Plans made available by the Employer to the Executive or his spouse or
dependents immediately before the date of the Executive's death.

         Any benefits payable under this Section 4 are in addition to any other
death benefits due to the Executive or his spouse or other beneficiaries or
dependents from the Employer, including, but not limited to, payments under any
of the Retirement Plans.

         5.    TERMINATION FOR CAUSE OR WITHOUT GOOD REASON. If the Executive's
employment with the Employer is terminated by the Employer for Cause or by the
voluntary action of the Executive without Good Reason, the Executive's Base Pay
in effect on the date of termination shall be paid through the date of
termination, and the Employer shall have no further obligation to the Executive
or his spouse or other beneficiary under this Agreement, except for payments or
benefits under the terms of any compensation or benefits plans or arrangements,
including any Retirement Plans, Medical Plan and Welfare Plans.

<PAGE>   5

         6.    MITIGATION.  The Executive shall not have a duty to mitigate
damages.

         7.    RESTRICTIVE COVENANTS.  The Executive shall be precluded from
working with competitor companies for the Term.

         8.    CONFIDENTIALITY. The Executive shall preserve the confidentiality
of this Agreement and its terms and conditions during the Term and thereafter.
If the Executive breaches the confidentiality of this Agreement and its terms
and conditions, the Executive will be liable to the Employer for its actual
damages and may be subject to injunctive relief. In case of any such breach, the
Employer may seek injunctive relief.

         9.    APPLICABLE LAW.  This Agreement shall be subject to, construed
and interpreted pursuant to the laws of the State of Illinois without giving
effect to the choice of law provisions thereof.

         10.   ENTIRE AGREEMENT. This Agreement contains the entire Agreement
between the Employer and the Executive and supersedes any and all previous
agreements, written or oral, among the parties relating to the subject matter
hereof. No amendment or modification of the terms of this Agreement shall be
binding upon the parties hereto unless reduced to writing and signed by the
Employer and the Executive.

         11.   NO EMPLOYMENT CONTRACT. Nothing contained in this Agreement shall
be construed to be an employment contract between the Executive and the
Employer. The Executive is employed at will, and (subject to the payments to be
made and the benefits to be provided by the Employer to the Executive hereunder)
the Employer may terminate the Executive's employment at any time, with or
without cause.

         12.   SUCCESSORS.  This Agreement shall be binding upon and inure to
the benefit of the parties hereto and their respective heirs, representatives
and successors.

RICHARD ANGLIN                              FLORSHEIM GROUP, INC.

Richard Anglin                              By:  L. David Sanguinetti
--------------                                   --------------------
Executive Vice-President and
Chief Financial Officer
                                            Name:  L. David Sanguinetti
                                                   --------------------

                                              Its:  Executive Vice President/COO
                                                    ----------------------------<PAGE>   1
                                                                   EXHIBIT 10.15

                              FLORSHEIM GROUP, INC.
                          EMPLOYMENT SECURITY AGREEMENT

         This Employment Security Agreement (the "Agreement") is entered into as
of this 13th day of December, 1999, by and between Florsheim Group, Inc., a
Delaware corporation (the "Employer"), and Thomas W. Joseph (the "Executive").

                                   WITNESSETH

         WHEREAS, the Executive is currently employed by the Employer as its
Senior Vice President, President International Division;

         WHEREAS, the Employer desires to attract and retain well-qualified
executives and key personnel and to provide the security of continuity of
management to both itself and the Executive; and

         WHEREAS, the Executive and the Employer desire to enter into this
Agreement, which sets forth the terms of the security the Employer is providing
the Executive with respect to his employment;

         NOW, THEREFORE, in consideration of the mutual covenants and promises
contained herein, and other good and valuable consideration, the receipt of
which is hereby acknowledged, the parties agree as follows:

         1.    DEFINITIONS.  For purposes of this Agreement the following
definitions shall apply:

         (a)   "Aggregate Compensation" means the sum of the Executive's (i)
Base Pay and (ii) Bonus.

         (b)   "Base Pay" means the Executive's annual base salary rate.

         (c)   "Bonus" means the average annual incentive payment made to the
Executive for the immediately preceding two full fiscal years of the Employer.

         (d)   "Effective Date" means the date of this Agreement as set forth
above.

<PAGE>   2

         (e)   "Cause" means:

               (1)  The Board of Directors, in its reasonable discretion,
                    concludes that the Executive has willfully failed to follow
                    directions communicated to him by either an officer of the
                    Employer to whom the Executive directly or indirectly
                    reports or the Board of Directors;

               (2)  The Executive willfully engages in conduct that is
                    materially injurious to the Employer, monetarily or
                    otherwise;

               (3)  The Executive is convicted of, pleads nolo contendere to,
                    pleads guilty to or confesses to an act of fraud,
                    misappropriation or embezzlement or any felony;

               (4)  The Board of Directors, in its reasonable discretion,
                    determinates that the Executive is either habitually drunk
                    or using illegal substances;

               (5)  The Executive violates the Employer's sexual harassment
                    policy; or

               (6)  The Executive commits an act of gross neglect or gross
                    misconduct which the Board of Directors, in its reasonable
                    discretion, determines is deemed to be good and sufficient
                    cause.

         (f)   "Good Reason" means:

               (1)  There is a material reduction in the Executive's Aggregate
                    Compensation from one fiscal year to the next;

               (2)  There is a material reduction in the Executive's Medical
                    Plan, Retirement Plans, or Welfare Plans; or

               (3)  There is a material reduction in the Executive's
                    responsibilities.

         (g)   "Medical Plan" means any health and major medical plan currently
or hereafter made available by the Employer in which the Executive is eligible
to participate.

         (h)   "Retirement Plans" means any qualified or supplemental defined
benefit retirement plan or defined contribution retirement plan currently or
hereinafter made available by the Employer in which the Executive is eligible to
participate, or any private retirement arrangement maintained by the Employer
solely for the Executive.

<PAGE>   3

         (i)   "Severance Period" means the period beginning on the date the
Executive's employment with the Employer terminates under circumstances
described in Section 3 and ending on the date that is 12 months thereafter.

         (j)   "Welfare Plan" means any vision or dental plan, disability plan,
survivor income plan or life insurance plan or other arrangement currently or
hereafter made available by the Employer in which the Executive is eligible to
participate.

         2.    TERM. The term of this Agreement (the "Term") shall be the period
beginning on the Effective Date and terminating the date that (i) is 12 months
after the date of the Executive's termination of employment under circumstances
described in Section 3, (ii) the Executive's employment is terminated for Cause,
or (iii) the Executive terminates his employment with the Employer without Good
Reason.

         3.    BENEFITS UPON TERMINATION OF EMPLOYMENT. If, at any time on or
after the Effective Date (i) the employment of the Executive with the Employer
is terminated by the Employer (or any successor to the Employer) for any reason
other than Cause, or (ii) the Executive terminates his employment with the
Employer for Good Reason, the following provisions will apply:

         (a)   The Employer shall pay the Executive, during the Severance
Period, an aggregate amount equal to one times the sum of the Executive's (i)
Base Pay at the highest rate in effect during the Term and (ii) Bonus. Such
amount shall be paid in substantially equal monthly installments over the
Severance Period. The first of such payments will commence as soon as
practicable following the date of the Executive's termination of employment.

         (b)   For purposes of all Retirement Plans (to the extent permissible
thereunder), the Executive shall be given compensation credit and service credit
for all purposes for, and shall be deemed to be an employee of the Employer
during, the Severance Period, notwithstanding that he is not an employee of the
Employer during the Severance Period.

         (c)   During the Severance Period, the Executive and his spouse and
other dependents will continue to be covered by the Medical Plan and all Welfare
Plans maintained by the Employer in which the Executive or spouse or dependents
were participating immediately before the date of the Executive's termination as
if the Executive continued to be an employee of the Employer. If, however, the
Executive obtains employment with another employer during the Severance Period,
such Medical Plan coverage shall cease for the Executive and his spouse and
other dependents. This Section 3(c) is not intended to impair the Executive's
rights as otherwise provided by law (e.g. rights under Section 4980B of the
Internal Revenue Code).

         (d)   The Executive shall be entitled to a payment attributable to
compensation for unused vacation periods accrued as of the date of his
termination of employment. The Executive shall not be entitled to payment for
vacation periods that would have accrued had his employment

<PAGE>   4

continued during the Severance Period. Payment for accrued vacation shall be
made to the Executive in a lump sum within 10 days following the date of the
Executive's termination of employment. This Section 3(d) is not intended to
impair the Executive's right to receive payment for accrued vacation as
otherwise provided by law.

         4.    DEATH.  If the Executive dies during the Severance Period, the
following rules shall apply:

         (a)   All amounts payable hereunder to the Executive shall, during the
remainder of the Severance Period, be paid to his surviving spouse or other
beneficiary designated in writing by the Executive. On the death of the survivor
of the Executive and his spouse or other beneficiary, payments shall be made to
the Executive's estate.

         (b)   During the remainder of the Severance Period, the Executive's
spouse and dependents, if any, shall be covered under the Medical Plan and
Welfare Plans made available by the Employer to the Executive or his spouse or
dependents immediately before the date of the Executive's death.

         Any benefits payable under this Section 4 are in addition to any other
death benefits due to the Executive or his spouse or other beneficiaries or
dependents from the Employer, including, but not limited to, payments under any
of the Retirement Plans.

         5.    TERMINATION FOR CAUSE OR WITHOUT GOOD REASON. If the Executive's
employment with the Employer is terminated by the Employer for Cause or by the
voluntary action of the Executive without Good Reason, the Executive's Base Pay
in effect on the date of termination shall be paid through the date of
termination, and the Employer shall have no further obligation to the Executive
or his spouse or other beneficiary under this Agreement, except for payments or
benefits under the terms of any compensation or benefits plans or arrangements,
including any Retirement Plans, Medical Plan and Welfare Plans.

<PAGE>   5

         6.    MITIGATION.  The Executive shall not have a duty to mitigate
damages.

         7.    RESTRICTIVE COVENANTS.  The Executive shall be precluded from
working with any competitor companies for the Term.

         8.    CONFIDENTIALITY. The Executive shall preserve the confidentiality
of this Agreement and its terms and conditions during the Term and thereafter.
If the Executive breaches the confidentiality of this Agreement and its terms
and conditions, the Executive will be liable to the Employer for its actual
damages and may be subject to injunctive relief. In case of any such breach, the
Employer may seek injunctive relief.

         9.    APPLICABLE LAW.  This Agreement shall be subject to, construed
and interpreted pursuant to the laws of the State of Illinois without giving
effect to the choice of law provisions thereof.

         10.   ENTIRE AGREEMENT. This Agreement contains the entire Agreement
between the Employer and the Executive and supersedes any and all previous
agreements, written or oral, among the parties relating to the subject matter
hereof. No amendment or modification of the terms of this Agreement shall be
binding upon the parties hereto unless reduced to writing and signed by the
Employer and the Executive.

         11.   NO EMPLOYMENT CONTRACT. Nothing contained in this Agreement shall
be construed to be an employment contract between the Executive and the
Employer. The Executive is employed at will, and (subject to the payments to be
made and the benefits to be provided by the Employer to the Executive hereunder)
the Employer may terminate the Executive's employment at any time, with or
without cause.

         12.   SUCCESSORS.  This Agreement shall be binding upon and inure to
the benefit of the parties hereto and their respective heirs, representatives
and successors.

THOMAS W. JOSEPH                            FLORSHEIM GROUP, INC.

Thomas W. Joseph                            By:  L. David Sanguinetti
----------------                                 --------------------
Senior Vice President,
President International Division            Name:   L. David Sanguinetti
                                                    --------------------

                                              Its:  Executive Vice President/COO
                                                    ----------------------------

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