SECURITIES REDEMPTION OPTION AGREEMENT

This SECURITIES REDEMPTION OPTION AGREEMENT (the “Agreement”), dated January 10,
2013 (the “Effective Date”), is by and between Vicis Capital Master Fund, a
sub-trust of Vicis Capital Series Master Trust, a unit trust organized and
existing under the laws of the Cayman Islands (“Vicis”), with a mailing address
care of Vicis Capital, LLC, 445 Park Avenue, Suite 1901, New York, New York
10022, and OptimizeRx Corporation, a Nevada corporation maintaining a mailing
address at 400 Water Street, Suite 200, Rochester, MI 48307 (the “Company”).

 

BACKGROUND INFORMATION

 

Vicis holds common stock, warrants to purchase common stock, and preferred stock
issued by the Company. The Company wishes to obtain an option to redeem such
securities. Vicis is willing to grant the Company such option and limited right
of first refusal, but only upon the terms and conditions set forth herein.
Accordingly, in consideration of the covenants herein contained, and other good
and valuable consideration, the receipt and sufficiency of which are hereby
acknowledged, the parties agree as follows:

 

OPERATIVE PROVISIONS

1.                   Definition of Securities. The term “Securities” as used in
this Agreement shall mean all of the securities set forth on Exhibit “A” to this
Agreement, together with, in each case, all securities issued in substitution of
or exchange for, or on account of, any such Securities, including, but not
limited to, securities issued upon a conversion, stock dividend, stock split,
reverse stock split, recapitalization, reclassification, merger, consolidation,
combination of shares, spinoff or otherwise, and all rights, powers and
privileges that attach to any such Securities, including, but not limited to,
voting rights, preferential rights, liquidiation rights, dividends of any type
whether accrued, unpaid, or otherwise, interest, appreciation, distributions,
and all other rights, powers and privileges appertaining to any such Securities
as the case may be.

2.                   Grant and Vesting of Option. Vicis hereby grants to the
Company an option (the “Option”) to redeem from Vicis all (but not a portion of)
the Securities of the Company. The Option to acquire the Securities shall become
immediately exercisable upon the execution of this Agreement.

3.                   Option Purchase Price. The purchase price for this Option
(the “Option Purchase Price”) shall be one hundred dollars ($100), and other
good and valuable consideration, the receipt and sufficiency of which are hereby
acknowledged. The Option Purchase Price is payable, in cash via wire transfer or
certified check, upon execution and delivery of this Agreement.

4.                   Securities Redemption Price. Upon exercise of the Option,
the redemption price for the Securities (the “Securities Redemption Price”)
shall be Nine Million Dollars ($9,000,000) cash.

5.                   Term; Termination. The term of the Option shall be for a
period that commences on the Effective Date and expires on December 31, 2013,
unless sooner terminated by mutual written agreement of Vicis and the Company
(the “Termination Date”). The Option is not intended to be an “incentive stock
option” within the meaning of Section 422 of the Internal Revenue Code of 1986,
as amended.

6.                   Exercise Procedure; Closing. The Company may exercise the
Option by delivering written notice to Vicis, at any time prior to the
Termination Date, of the Company’s intent to exercise the Option (the “Exercise
Notice”). The closing of the sale and redemption of the Securities shall take
place at a time and date mutually agreeable to Vicis and the Company, which
shall be no later than ten (10) days after the date that the Exercise Notice is
given to Vicis (the “Closing”), it being understood that such date for Closing
may be after the Termination Date. The Closing shall occur at the offices of
legal counsel for Vicis, or at such other location (which may include the waiver
of any physical closing and the exchange of executed documentation by facsimile
or electronic transmission or otherwise), as may be agreed to by Vicis and the
Company. If the parties do not mutually agree to a time and date for the
Closing, the Closing shall occur at 10:00 a.m., Eastern Prevailing Time, on the
tenth (10th) day after the date that the Exercise Notice is given to Vicis. At
the Closing, (a) Vicis and the Company shall execute a redemption agreement (the
“Redemption Agreement”) in the form attached hereto as Exhibit “B”, (b) Vicis
shall deliver to Company the certificates or instruments evidencing the
Securities in negotiable form or accompanied by an executed stock power or
instrument of transfer in a form acceptable to Company, and (c) Company shall
deliver to Vicis payment of the Securities Redemption Price.

 

 

7.                   Representations and Warranties of Vicis. In order to induce
the Company to enter into this Agreement and to consummate the transactions
contemplated hereby, Vicis represents and warrants to Company that:

 

(a)                 Authorization. When executed and delivered by Vicis, this
Agreement will constitute the valid and binding obligation of Vicis, enforceable
in accordance with its terms except as the enforcement thereof may be limited by
applicable bankruptcy, insolvency, reorganization, moratorium or similar laws
generally affecting the rights of creditors and subject to general equity
principles.

 

(b)                 Consent. No consent, approval or authorization of or
registration, qualification, designation, declaration or filing with any
governmental authority or private person or entity on the part of Vicis is
required in connection with the execution and delivery of this Agreement or the
consummation of any other transaction contemplated hereby, except as may be
required pursuant to the Securities Exchange Act of 1934, as amended, and the
rules and regulations thereunder.

 

(c)                 No Contractual Violation. Neither the execution, delivery
nor performance of this Agreement by Vicis, including the consummation by Vicis
of the transactions contemplated hereby, will constitute a violation of or a
default under, or conflict with, any term or provision of any contract,
commitment, indenture or other agreement, or of any other private restriction of
any kind, to which Vicis is a party or by which it is otherwise bound.

 

(d)                 Title to Securities. Vicis has good and marketable title to
the Securities free and clear of all liens, claims, encumbrances and
restrictions, legal or equitable, of every kind, except for certain restrictions
on transfer imposed by federal and state securities laws. Vicis has full and
unrestricted legal right, power and authority to sell, assign and transfer such
Securities to the Company without obtaining the consent or approval of any other
person or governmental authority.

 

8.                   Representations and Warranties of the Company. The Company
represents and warrants to Vicis that:

 

(a) Authorization. When executed and delivered by the Company, this Agreement
will constitute the valid and binding obligation of the Company, enforceable in
accordance with its terms, except as the enforcement thereof may be limited by
applicable bankruptcy, insolvency, reorganization, moratorium or similar laws
generally affecting the rights of creditors and subject to general equity
principles.

 

(b) Consent. No consent, approval or authorization of or registration,
qualification, designation, declaration or filing with any governmental
authority or private person or entity on the part of the Company is required in
connection with the execution and delivery of this Agreement or the consummation
of any other transaction contemplated hereby, except as shall have been duly
taken or effected prior to the Closing.

 

(c) No Contractual Violation. Neither the execution, delivery nor performance of
this Agreement by the Company, including the consummation by the Company of the
transactions contemplated hereby, will constitute a violation of or a default
under, or conflict with, any term or provision of any contract, commitment,
indenture or other agreement, or of any other private restriction of any kind,
to which the Company is a party or by which it is otherwise bound.

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9.                   Covenants of Vicis. Vicis covenants as follows: 

(a)                Transfer or Disposition of Securities. As long as this Option
remains outstanding, Vicis shall not sell, convey, transfer, exchange, or
otherwise dispose of any of the Securities or any interest therein or create,
incur, or permit to exist any pledge, mortgage, lien, charge, encumbrance, or
any security interest whatsoever with respect to any of the Securities, unless
the following conditions are satisfied: (i) all of the Securities are sold in a
single transaction and Vicis has complied with Section 9(b) below or (ii) less
than all of the Securities are sold in a single transaction and Vicis has
complied with Section 9(c) below.

 

(b)               Sale of all the Securities. If Vicis intends to sell, prior to
the Termination Date, in a bona fide arm’s length transaction, all of the
Securities, then Vicis shall follow the procedures set forth in this Section
9(b) below before effecting such sale.

 

(i)                   Right of First Refusal. Vicis shall submit a written offer
to sell all the Securities (the “Offer”) to the Company, which document shall
contain the terms of the Offer, including the purchase price (the “Offer
Price”), the terms for payment of the purchase price, and the proposed closing
date.

 

(ii)                 Acceptance of Offer by the Company. The Company may accept
the Offer by giving written notice to Vicis prior to the earlier of [A] ten (10)
calendar days after having been furnished the Offer, or [B] the Termination Date
(the “Right of First Refusal Expiration Time”). Alternatively, the Company may
fulfill all the conditions to exercise of the Option and exercise the Option
prior to the Right of First Refusal Expiration Time.

 

(iii)                Permitted Sale. If the Company does not accept the Offer by
the Right of First Refusal Expiration Time and close on the Offer in accordance
with its terms, then Vicis shall have the right to sell the Securities on the
same terms and conditions set forth in the Offer (a “Permitted Sale”), free and
clear of the Company’s rights under this Agreement (including this right to be
made the Offer and the Option); provided, however, if Vicis does not sell all of
the Securities within ninety (90) calendar days after having furnished the Offer
to the Company, on the same terms and conditions set forth in the Offer, then
Vicis shall not thereafter sell the Securities, without first again offering
such Securities to the Company in the manner provided in this Section 9(b).

 

(c)                Sale of Less than All the Securities. If Vicis intends to
sell, prior to the Termination Date, in a bona fide arm’s length transaction,
less than all of the Securities, then Vicis shall follow the procedures set
forth in this Section 9(c) below before effecting such sale.

 

(i)                   Right of First Refusal. Vicis shall provide written notice
to the Company no less than ten (10) calendar days prior to the sale of less
than all of the Securities. Vicis shall submit a written offer to sell such
Securities (the “Partial Sale Offer”) to the Company, which document shall
contain the terms of the Partial Sale Offer, including the purchase price (the
“Partial Sale Offer Price”), the terms for payment of the purchase price, and
the proposed closing date.

 

(ii)                 Acceptance of Partial Sale Offer by the Company. The
Company may accept the Partial Sale Offer by giving written notice to Vicis
prior to the earlier of [A] ten (10) calendar days after having been furnished
the Partial Sale Offer, or [B] the Termination Date (the “Partial Sale Right of
First Refusal Expiration Time”). Alternatively, the Company may fulfill all the
conditions to exercise of the Option and exercise the Option prior to the
Partial Sale Right of First Refusal Expiration Time.

 

(iii)                Permitted Sale. If the Company does not accept the Partial
Sale Offer by the Partial Sale Right of First Refusal Expiration Time and close
on the Partial Sale Offer in accordance with its terms, then Vicis shall have
the right to sell such Securities on the same terms and conditions set forth in
the Partial Sale Offer (a “Permitted Partial Sale”), free and clear of the
Company’s rights under this Agreement (including this right to be made the
Partial Sale Offer and the Option). In addition, upon completion of a Permitted
Partial Sale, this Agreement (including this right to be made the Partial Sale
Offer and the Option) shall be deemed to have expired.

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10.                No Effect on Rights Prior to Exercise. Nothing in this
Agreement shall convey upon the Company any rights with respect to, or deny
Vicis of any rights as a securityholder of, the Securities prior to the exercise
of the Option and the transfer of the Securities pursuant to the terms and
conditions set forth herein.

11.                Miscellaneous Provisions. All notices required to be given
pursuant to this Agreement shall be in writing and shall be hand-delivered or
sent via overnight delivery services to the applicable address set forth in the
preamble of this Agreement, or to such other address as any such party may have
designated by like notice forwarded to the other party hereto. This Agreement,
and any other document referenced herein, constitute the entire understanding of
the parties hereto with respect to the subject matter hereof, and no amendment,
modification or alteration of the terms hereof shall be binding unless the same
be in writing, dated subsequent to the date hereof and duly approved and
executed by each of the parties hereto. Each party hereby covenants and agrees
with the other party that at any time and from time to time it will promptly
execute and deliver to such other party such further assurances, instruments and
documents and take such further action as such other party may reasonably
request in order to carry out the full intent and purpose of this Agreement.
This Agreement, and the application or interpretation thereof, shall be governed
exclusively by its terms and by the laws of the State of New York. Venue for all
purposes shall be deemed to lie within New York, New York. The parties agree
that, irrespective of any wording that might be construed to be in conflict with
this paragraph, this Agreement is one for performance in New York. The parties
to this Agreement agree that they waive any objection, constitutional, statutory
or otherwise, to a New York court’s taking jurisdiction of any dispute between
them. By entering into this Agreement, the parties, and each of them understand
that they might be called upon to answer a claim asserted in a New York court.
If a legal action is initiated by any party to this Agreement against another,
arising out of or relating to the alleged performance or non-performance of any
right or obligation established hereunder, or any dispute concerning the same,
any and all fees, costs and expenses reasonably incurred by each successful
party or its legal counsel in investigating, preparing for, prosecuting,
defending against, or providing evidence, producing documents or taking any
other action in respect of, such action shall be the joint and several
obligation of and shall be paid or reimbursed by the unsuccessful party or
parties. EACH OF THE PARTIES HERETO IRREVOCABLY WAIVES, TO THE FULLEST EXTENT
PERMITTED BY LAW, ANY RIGHT TO TRIAL BY JURY IN ANY SUCH LEGAL PROCEEDING. All
representations and warranties contained in this Agreement shall survive the
closing and the consummation of the transactions contemplated hereby. This
Agreement may not be assigned by any party without the prior written consent of
the other party. This Agreement shall be binding upon the parties hereto and the
successors and assigns of each party hereto. This Agreement may be executed in
any one or more counterparts, all of which shall be considered one and the same
agreement. The headings in this Agreement are inserted for convenience only and
shall not constitute a part of this Agreement.

IN WITNESS WHEREOF, this Agreement has been executed as of the date first above
written.

 

 

COMPANY:

OPTIMIZERX CORPORATION

 

By: /s/ David Lester

Its: CEO

 

VICIS:

VICIS CAPITAL MASTER FUND

By: Vicis Capital, LLC, its investment advisor

 

By: /s/ Keith W. Hughes, CFO

 

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EXHIBIT A

to the Securities Redemption Option Agreement

by and between

Vicis Capital Master Fund and OptimizeRx Corporation

 

Issuer Type of Security

No. of

Securities

OptimizeRx Corporation Series A Convertible Preferred Stock 35 shares OptimizeRx
Corporation Series B Convertible Preferred Stock 30 shares OptimizeRx
Corporation Common Stock 246,598 shares OptimizeRx Corporation Series A Warrant
to Purchase Common Stock Warrant to purchase 6,000,000 shares OptimizeRx
Corporation Series B Warrant to Purchase Common Stock Warrants to purchase
4,000,000 shares

 

5

 

EXHIBIT B

to the Securities Redemption Option Agreement

by and between

Vicis Capital Master Fund and OptimizeRx Corporation

 

Form of Securities Redemption Agreement

 

SECURITIES REDEMPTION AGREEMENT

 

 

This SECURITIES REDEMPTION AGREEMENT (the “Agreement”), dated ——————— is by and
between Vicis Capital Master Fund, a sub-trust of Vicis Capital Series Master
Trust, a unit trust organized and existing under the laws of the Cayman Islands,
with a mailing address of 445 Park Avenue, Suite 1901, New York, New York 10022
(the “Seller”), and OptimizeRx Corporation, a Nevada corporation maintaining a
mailing address at 400 Water Street, Suite 200, Rochester, MI 48307 (the
“Company”).

 

BACKGROUND INFORMATION

 

This Agreement sets forth the terms and conditions upon which the Company is
acquiring from the Seller and the Seller is selling and delivering to the
Company, free and clear of all liabilities, obligations, claims, liens and
encumbrances, those securities issued by the Company set forth on Exhibit “A” to
this Agreement (the “Securities”). The Company is acquiring the Securities
pursuant to an option set forth in the Securities Option Agreement dated
January __, 2013. In consideration of the mutual agreements contained herein,
the parties agree as follows:

 

OPERATIVE PROVISIONS

 

1. Background Information. Each party hereto acknowledges and agrees that the
foregoing background information is true and correct and is hereby incorporated
by reference and made a part of this Agreement.

 

2. Securities to be Sold. Subject to the terms and conditions of this Agreement,
at the Closing referred to in Section 5 hereof, the Seller is selling and
delivering to the Company good, valid, and marketable title to the Securities,
by delivering to the Company stock certificates, warrant certificates, or any
other applicable instrument representing such Securities, duly endorsed in blank
or accompanied by one or more stock powers or instruments of transfer duly
endorsed in blank, and in form for transfer satisfactory to the Company. If any
Securities are held in registered or electronic form, then the Seller will
promptly electronically transfer such Securities to the Company in accordance
with written instructions provided by the Company.

 

3. Termination of Security. Subject to the terms and conditions of this
Agreement, at the Closing referred to in Section 5 hereof, the Seller will
deliver to the Company UCC termination statements and any other appropriate
collateral releases in connection with all securitiy agreements in which the
Seller and the Company executed in connection with the Securities. The Seller
further agrees that upon payment of the Purchase Price (defined below), the
Seller will deliver to the Company such other releases, termination statements,
and other agreements, in form and substance reasonably satisfactory to the
Company, as the Company may reasonably request in connection with the Seller’s
release of its security interests and liens described above.

6

 

 

4. Purchase Price of the Securities; Payment. The aggregate purchase price being
paid by the Company to the Seller for the Securities is Nine Million Dollars
($9,000,000) (the “Purchase Price”).

 

5. Closing. The closing of the sale and purchase of the Securities is taking
place on the date first written above, at the offices of legal counsel for the
Seller or at such other location as mutually agreed to by the parties (the
“Closing”). At the Closing, (a) the Seller is delivering to the Company the
certificates or instruments evidencing the Securities in negotiable form or
accompanied by an executed stock power or instrument of transfer in a form
acceptable to the Company and the documents referred to in Section 3 above, and
(b) the Company is delivering to Vicis in cash, via wire transfer or certified
check, an amount equal to the Purchase Price. Each party is responsible for all
fees and costs incurred by them or on their behalf in connection with the
Closing.

 

6. Representations and Warranties of the Seller. In order to induce the Company
to enter into this Agreement and to consummate the transactions contemplated
hereby, the Seller represents and warrants to the Company that:

 

a. Authorization. The Seller has duly executed and delivered this Agreement.
When executed and delivered by the Seller, this Agreement will constitute the
valid and binding obligation of the Seller, enforceable in accordance with its
terms except as the enforcement thereof may be limited by applicable bankruptcy,
insolvency, reorganization, moratorium, or similar laws generally affecting the
rights of creditors and subject to general equity principles.

 

b. Consent. No consent, approval, or authorization of or registration,
qualification, designation, declaration, or filing with any governmental
authority or private person or entity on the part of the Seller is required in
connection with the execution and delivery of this Agreement or the consummation
of any other transaction contemplated hereby, except as may be required pursuant
to the Securities Exchange Act of 1934, as amended, and the rules and
regulations thereunder.

 

c. No Contractual Violation. Neither the execution, delivery nor performance of
this Agreement by the Seller, including the consummation by the Seller of the
transactions contemplated hereby, constitutes a violation of or a default under,
or conflict with, any term or provision of any contract, commitment, indenture,
or other agreement, or of any other private restriction of any kind, to which
the Seller is a party or by which it is otherwise bound.

 

d. Title to Securities. The Seller has good and marketable title to the
Securities free and clear of all liens, claims, encumbrances, and restrictions,
legal or equitable, of every kind, except for certain restrictions on transfer
imposed by federal and state securities laws. The Seller has full and
unrestricted legal right, power, and authority to sell, assign, and transfer
such Securities to the Company without obtaining the consent or approval of any
other person or governmental authority, and the delivery of such Securities to
the Company pursuant to this Agreement transfers valid title thereto, free and
clear of all liens, encumbrances, claims, and restrictions of every kind, except
for certain restrictions on their further transferability imposed by federal and
state securities laws.

 

7. Representations and Warranties of the Company. The Company represents and
warrants to, and covenants with, the Seller that:

 

a. Authorization. The Company has duly executed and delivered this Agreement.
When executed and delivered by the Company, this Agreement will constitute the
valid and binding obligation of the Company, enforceable in accordance with its
terms, except as the enforcement thereof may be limited by applicable
bankruptcy, insolvency, reorganization, moratorium, or similar laws generally
affecting the rights of creditors and subject to general equity principles.

7

 

 

b. Consent. No consent, approval, or authorization of or registration,
qualification, designation, declaration, or filing with any governmental
authority or private person or entity on the part of the Company is required in
connection with the execution and delivery of this Agreement or the consummation
of any other transaction contemplated hereby.

 

c. No Contractual Violation. Neither the execution, delivery nor performance of
this Agreement by the Company, including the consummation by the Company of the
transactions contemplated hereby, will constitute a violation of or a default
under, or conflict with, any term or provision of any contract, commitment,
indenture, or other agreement, or of any other private restriction of any kind,
to which the Company is a party or by which it is otherwise bound.

 

8. Miscellaneous Provisions. All notices required to be given pursuant to this
Agreement shall be in writing and shall be hand delivered or sent via overnight
delivery services to the applicable address set forth in the preamble of this
Agreement, or to such other address as any such party may have designated by
like notice forwarded to the other party hereto. This Agreement, and any other
document referenced herein, constitute the entire understanding of the parties
hereto with respect to the subject matter hereof, and no amendment,
modification, or alteration of the terms hereof shall be binding unless the same
be in writing, dated subsequent to the date hereof and duly approved and
executed by each of the parties hereto. The Seller hereby covenants and agrees
with the Company that, at any time and from time to time, it will promptly
execute and deliver to the Company such further assurances, instruments, and
documents and take such further action as the Company may reasonably request in
order to carry out the full intent and purpose of this Agreement. This
Agreement, and the application or interpretation thereof, shall be governed
exclusively by its terms and by the laws of the State of New York. Venue for all
purposes shall be deemed to lie within New York, New York. The parties agree
that, irrespective of any wording that might be construed to be in conflict with
this paragraph, this Agreement is one for performance in New York. The parties
to this Agreement agree that they waive any objection, constitutional,
statutory, or otherwise, to a New York court’s taking jurisdiction of any
dispute between them. By entering into this Agreement, the parties, and each of
them, understand that they might be called upon to answer a claim asserted in a
New York court. If a legal action is initiated by any party to this Agreement
against another, arising out of or relating to the alleged performance or
non-performance of any right or obligation established hereunder, or any dispute
concerning the same, any and all fees, costs, and expenses reasonably incurred
by each successful party or its legal counsel in investigating, preparing for,
prosecuting, defending against, or providing evidence, producing documents or
taking any other action in respect of, such action shall be the joint and
several obligation of and shall be paid or reimbursed by the unsuccessful party
or parties. EACH OF THE PARTIES HERETO IRREVOCABLY WAIVES, TO THE FULLEST EXTENT
PERMITTED BY LAW, ANY RIGHT TO TRIAL BY JURY IN ANY SUCH LEGAL PROCEEDING. All
representations and warranties contained in this Agreement shall survive the
closing and the consummation of the transactions contemplated hereby. This
Agreement may not be assigned by the Company without the prior written consent
of the Seller. This Agreement shall be binding upon the parties hereto and the
successors and assigns of each party hereto. This Agreement may be executed in
any one or more counterparts, all of which shall be considered one and the same
agreement. The headings in this Agreement are inserted for convenience only and
shall not constitute a part of this Agreement.

 

 

[SIGNATURE PAGE TO EXHIBIT B TO FOLLOW]

 

8

 

 

IN WITNESS WHEREOF, the parties hereto have each executed and delivered this
Agreement as of the day and year first above written.

 

 

 

[EXHIBIT B – SIGNATURE PAGE]

 

 

Company:

OPTIMIZERX CORPORATION

 

By:

Its:

 

VICIS:

VICIS CAPITAL MASTER FUND

 

By: Vicis Capital, LLC, its investment advisor

 

By:

9