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EXHIBIT 4.2 SEVENTH AMENDED AND RESTATED RIGHTS AGREEMENT

Investors Rights Agreement

EXHIBIT 4.2 SEVENTH AMENDED AND RESTATED RIGHTS AGREEMENT 

     
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This Investors Rights Agreement involves

SHORETEL INC

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Title: EXHIBIT 4.2 SEVENTH AMENDED AND RESTATED RIGHTS AGREEMENT
Governing Law: California     Date: 2/12/2007

EXHIBIT 4.2 SEVENTH AMENDED AND RESTATED RIGHTS AGREEMENT 

     
, Parties: shoretel inc
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Exhibit 4.2

SHORETEL, INC.

SEVENTH AMENDED AND RESTATED RIGHTS AGREEMENT

     This SEVENTH AMENDED AND RESTATED RIGHTS AGREEMENT (this “ Rights Agreement ”) is entered into as of October 20, 2004, by and among ShoreTel, Inc., a California corporation (the “ Company ”), the persons and entities listed on Exhibit A hereto (the “ Investors ”), Edwin J. Basart, Michael Harrigan, Ray C. Combs, David P. Dix and David S. Korn (each a “ Common Holder ” and collectively, the “ Common Holders ”) and with respect to Section 1 only, Silicon Valley Bank (“ SVB ”).

RECITALS

     A. Certain of the Investors have agreed to purchase shares of the Company’s Series H Preferred Stock (the “Series H Preferred Shares” ) pursuant to a Series H Preferred Stock Purchase Agreement dated of even date herewith (such agreement, as it may be amended from time to time is referred to herein as the “Series H Agreement” ).

     B. The holders of the Company’s currently outstanding shares of Preferred Stock have certain information and registration rights and rights of first refusal under a Sixth Amended and Restated Rights Agreement dated March 1, 2004 by and among the Company and such persons and entities (the “Prior Rights Agreement” ).

     C. The Series H Agreement provides that, as a condition to the purchase by certain of the Investors of Series H Preferred Shares thereunder, the Company will enter into this Agreement and the Investors will be granted the rights set forth herein. Accordingly, the Company and the Investors desire to enter into this Agreement in order to amend, restate and replace the rights and obligations of the parties under the Prior Rights Agreement with the rights and obligations set forth in this Agreement. Section 4.1 of the Prior Rights Agreement provides that the Prior Rights Agreement may be amended by the written consent of the holders of at least a majority of the “Registrable Securities” (as defined in the Prior Rights Agreement), and the undersigned parties to this Agreement hold in excess of a majority of such “Registrable Securities”.

AGREEMENT

     NOW, THEREFORE, in consideration for and of the foregoing and of the mutual promises, covenants and conditions set forth herein and other good and valuable consideration the receipt and sufficiency of which is hereby acknowledged, the parties hereby agree as follows:

ShoreTel (Series H) – Rights Agmt

 


 

      1.  Registration Rights .

          1.1 Definitions . As used in this Rights Agreement, the following terms shall have the following respective meanings:

          (a) The term “ Affiliate ” shall mean a person that directly, or indirectly through one or more intermediaries, controls, or is controlled by, or is under common control with, the person specified and includes without limitation any person meeting the definition of “affiliate” set forth in Rule 405 of the Securities Act.

          (b) The term “ Preferred Stock ” shall mean the preferred stock of the Company.

          (c) The terms “ register ,” “ registered ” and “ registration ” refer to a registration effected by preparing and filing a registration statement in compliance with the Securities Act of 1933, as amended (the “ Securities Act ”), and the declaration or ordering of the effectiveness of such registration statement.

          (d) The term “ Registrable Securities ” means (i) any and all shares of common stock of the Company (“ Common Stock ”) issued or issuable upon conversion of the Company’s Preferred Stock (the “ Conversion Shares ”), (ii) any and all shares of Common Stock or other securities issued or issuable in respect of the current or previously authorized and outstanding Preferred Stock, including without limitation a total of 3,814,741 shares of Common Stock issued to holders of Series E Preferred Stock on October 11, 2002, (iii) the shares of Common Stock (the “ SVB Shares ”) issuable upon conversion of the shares of the Company’s Series F Preferred Stock issuable upon exercise of that certain Warrant to Purchase Stock issued by the Company to SVB in September 2003, and (iv) any and all shares of Common Stock or other securities issued or issuable upon any conversion of the Preferred Stock upon any stock split, stock dividend, recapitalization or similar event, excluding in all cases, however, Registrable Securities sold by a person in a transaction in which his rights under this Section 1 are not assigned; provided , however , that notwithstanding anything herein to the contrary, the SVB Shares and any shares of Common Stock described in clause (iv) of this Section 1.1(d) that are issued in respect of any SVB Shares shall not be Registrable Securities for purposes of Section 1.2 of this Agreement; provided , further , that any and all shares described in clauses (i)-(iv) above which have been resold to the public shall cease to be Registrable Securities upon such resale and any shares as to which registration rights have terminated pursuant to Section 1.14 below shall cease to be Registrable Securities upon such termination. Registrable Securities shall also include, but solely for purposes of Sections 1.3, 1.5, 1.6, 1.7, 1.8, 1.12 and 1.14 of this Rights Agreement, any and all shares of Common Stock held, now or hereafter, by the Common Holders.

          (e) The number of shares of “ Registrable Securities ” outstanding shall be determined by the number of shares of Common Stock outstanding that are, and the number of shares of Common Stock issuable pursuant to then exercisable or convertible securities that are, Registrable Securities.

ShoreTel (Series H) – Rights Agmt

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          (f) The terms “ Holder ” or “ Holders ” means the Investors and any person or persons to whom Registrable Securities were transferred under Section 1.10 hereof who hold Registrable Securities. The terms Holder and Holders shall also include, but solely for purposes of Sections 1.3, 1.5, 1.6, 1.7, 1.8, 1.12 and 1.14 of this Rights Agreement, the Common Holders.

          (g) The term “ Initiating Holders ” means any Holder or Holders holding 50% or greater of the aggregate of the Registrable Securities then outstanding; provided, however, the term “Initiating Holders” shall mean any Holder or Holders holding any percentage of the aggregate of Registrable Securities outstanding if the anticipated aggregate offering price of the securities to be registered in the proposed registration exceeds $20,000,000.

          (h) The term “ SEC ” means the Securities and Exchange Commission.

          (i) The term “ Registration Expenses ” shall mean all expenses incurred by the Company in complying with Sections 1.2, 1.3 and 1.4 hereof, including, without limitation, all registration, qualification and filing fees, printing expenses, escrow fees, fees and disbursements of counsel for the Company, reasonable fees and disbursements of one counsel for all Holders which are selling Registrable Securities under such registration statement, blue sky fees and expenses, and the expense of any special audits incident to or required by any such registration (but excluding the compensation of regular employees of the Company which shall be paid in any event by the Company).

          1.2 Demand Registration .

     (a)  Request for Registration . In case the Company shall receive from Initiating Holders a written request that the Company effect a registration with respect to Registrable Securities, the Company will:

          (i) promptly give written notice of the proposed registration to all other Holders; and

          (ii) as soon as practicable, use its best efforts to effect all such registrations (including, without limitation, the execution of an undertaking to file post-effective amendments, appropriate qualifications under the applicable blue sky or other state securities laws and appropriate compliance with exemptive regulations issued under the Securities Act and any other governmental requirements or regulations) as may be so requested and as would permit or facilitate the sale and distribution of all or such portion of such Initiating Holder’s or Initiating Holders’ Registrable Securities as are specified in such request, together with all or such portion of the Registrable Securities of any Holder or Holders joining in such request as are specified in a written request given within thirty (30) days after receipt of such written notice from the Company; provided , however , that the Company shall not be obligated to take any action to effect such registration pursuant to this Section 1.2:

          (A) at any time prior to the earlier to occur of (1) March 1, 2007 or (2) 180 days following the effective date of the registration statement

ShoreTel (Series H) – Rights Agmt

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under the Securities Act for the Company’s initial registered underwritten public offering of its securities to the general public (other than a registration statement relating either to the sale of securities to employees of the Company pursuant to a stock option, stock purchase or similar plan or a SEC Rule 145 transaction) with a per share price of at least $0.645 per share (as adjusted for stock splits, combinations, and the like) and aggregate proceeds in excess of $20,000,000 (the “ Qualified IPO ”);

          (B) in any particular jurisdiction in which the Company would be required to execute a general consent to service of process in effecting such registration, qualification or compliance unless the Company is already subject to service in such jurisdiction and except as required by the Securities Act; or

          (C) after the Company has effected two (2) such registrations pursuant to this Section 1.2(a) and such registrations have been declared or ordered effective.

Subject to the foregoing clauses (A) through (C), the Company shall file a registration statement covering the Registrable Securities so requested to be registered as soon as practicable, but in any event within ninety (90) days, after receipt of the request or requests of the Initiating Holders; provided , however , that if the Company shall furnish to such Initiating Holders a certificate signed by the President of the Company stating that in the good faith judgment of the Company’s board of directors (the “ Board of Directors ”), it would be detrimental to the Company and its shareholders for such registration statement to be filed on or before the date filing would be required and it is therefore essential to defer the filing of such registration statement, the Company shall have the right to defer such filing for a period of not more than ninety (90) days after the receipt of the request of the Initiating Holders; and, provided further, however, that the Board of Directors shall not exercise such right to defer a filing more than once in any consecutive twelve (12) month period.

          (b) Underwriting . If the Initiating Holders intend to distribute the Registrable Securities covered by their request by means of an underwriting, they shall so advise the Company as part of their request made pursuant to Section 1.2(a) and the Company shall include such information in the written notice referred to in Section 1.2(a)(i). In such event, the underwriter shall be selected by a majority in interest of the Initiating Holders and shall be reasonably acceptable to the Company. The right of any Holder to registration pursuant to Section 1.2 shall be conditioned upon such Holder’s participation in such underwriting and the inclusion of such Holder’s Registrable Securities in the underwriting (unless otherwise mutually agreed by a majority in interest of the Initiating Holders and such Holder) to the extent provided herein. The Company shall (together with all Holders proposing to distribute their securities through such underwriting) enter into an underwriting agreement in customary form with the underwriter or underwriters. Notwithstanding any other provision of this Section 1.2, if the underwriter advises the Initiating Holders in writing that marketing factors require a limitation of the number of shares to be underwritten, the Initiating Holders shall so advise all Holders, and the number of shares of Registrable Securities that may be included in the registration and underwriting shall be allocated among all Holders thereof in proportion, as nearly as practicable, to the respective amounts of Registrable Securities held by such Holders; provided , however , that the number of shares of Registrable Securities to be included in such underwriting shall not

ShoreTel (Series H) – Rights Agmt

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be reduced unless all other securities are first entirely excluded from the underwriting. If any Holder of Registrable Securities disapproves of the terms of the underwriting, such Holder may elect to withdraw therefrom by written notice to the Company, the underwriter and the Initiating Holders. Any Registrable Securities which are excluded from the underwriting by reason of the underwriter’s marketing limitation or withdrawn from such underwriting shall be withdrawn from such registration.

               (c) Company Shares . If the managing underwriter has not limited the number of Registrable Securities to be underwritten, the Company may include securities for its own account or for the account of others in such registration if the managing underwriter so agrees and if the number of Registrable Securities which would otherwise have been included in such registration and underwriting will not thereby be limited.

          1.3 Company Registration .

          (a) Registration . If at any time or from time to time, the Company shall determine to register any of its securities, for its own account or the account of any of its shareholders, other than a registration relating solely to employee stock option or purchase plans, or a registration relating solely to an SEC Rule 145 transaction, or a registration on any other form (other than Form S-1, S-2, S-3 or S-18, or their successor forms) or any successor to such forms, which does not include substantially the same information as would be required to be included in a registration statement covering the sale of Registrable Securities, the Company will:

          (i) promptly give to each Holder written notice thereof and

          (ii) include in such registration (and compliance), and in any underwriting involved therein, all the Registrable Securities specified in a written request or requests, made within twenty (20) days after receipt of such written notice from the Company, by any Holder or Holders, except as set forth in Section 1.3(b) below.

          (b) Underwriting . If the registration of which the Company gives notice is for a registered public offering involving an underwriting, the Company shall so advise the Holders as a part of the written notice given pursuant to Section 1.3(a)(i). In such event the right of any Holder to registration pursuant to Section 1.3 shall be conditioned upon such Holder’s participation in such underwriting and the inclusion of such Holder’s Registrable Securities in the underwriting to the extent provided herein. All Holders proposing to distribute their securities through such underwriting shall (together with the Company and the other shareholders distributing their securities through such underwriting) enter into an underwriting agreement in customary form with the underwriter or underwriters selected for such underwriting by the Company. Notwithstanding any other provision of this Section 1.3, if the underwriter determines that marketing factors require a limitation of the number of shares to be underwritten, and (i) if such registration is in connection with the Qualified IPO, the underwriter may limit the number of Registrable Securities to be included in the registration and underwriting, or may exclude Registrable Securities entirely from such registration and underwriting, or (ii) if such registration is other than the first registered offering of the sale of the Company’s securities to the general public, the underwriter may

ShoreTel (Series H) – Rights Agmt

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limit the amount of securities to be included in the registration and underwriting by the Company’s shareholders; provided , however , the number of Registrable Securities to be included in such registration and underwriting under this Section 1.3(b)(ii) shall not be reduced to less than 25% of the aggregate securities included in such registration without the prior consent of the Holders of not less than a majority of the Registrable Securities proposed to be included in such registration and underwriting. The Company shall so advise all Holders of Registrable Securities which would otherwise be registered and underwritten pursuant hereto, and the number of shares of Registrable Securities that may be included in the registration and underwriting shall be allocated among Holders requesting registration in proportion, as nearly as practicable, to the respective amounts of Registrable Securities held by each of such Holders as of the date of the notice pursuant to Section 1.3(a)(i) above; provided , however , that in no instance shall shares of any other selling shareholder or Registrable Securities held by the Common Holders be included in such registration and underwriting if such inclusion would reduce the number of shares of Registrable Securities held by other Holders able to be included in such registration and underwriting. If any Holder disapproves of the terms of any such underwriting, he may elect to withdraw therefrom by written notice to the Company and the underwriter. Any Registrable Securities excluded or withdrawn from such underwriting shall be withdrawn from such registration.

          1.4 Form S-3 . In addition to the rights and obligations set forth in Section 1.2 above, if Holders holding 20% or more of the Registrable Securities then outstanding (“ S-3 Holders ”) request that the Company file a registration statement on Form S-3 (or any successor to Form S-3) for a public offering of shares of Registrable Securities, the reasonably anticipated aggregate price to the public of which (net of underwriting discounts and commissions) would exceed $1,000,000 and the Company is then a registrant entitled to use Form S-3 (or any successor form to Form S-3) to register the shares for such an offering, the Company shall use its best efforts to cause such shares to be registered for the offering as soon as practicable on Form S-3 (or any successor form to Form S-3); provided , however , the Company shall not be required to effect a registration pursuant to this Section 1.4:

          (a) in any particular jurisdiction in which the Company would be required to execute a general consent to service of process in effecting such registration, qualification or compliance unless the Company is already subject to service in such jurisdiction and except as may be required by the Securities Act;

          (b) if the Company, within ten (10) days of the receipt of the request of the S-3 Holders, gives notice of its bona fide intention to effect the filing of a registration statement with the SEC within forty-five (45) days of receipt of such request (other than with respect to a registration statement relating to a Rule 145 transaction, an offering solely to employees or any other registration which is not appropriate for the registration of Registrable Securities), and does so file within said forty-five (45) day period and makes reasonable efforts to cause such registration to become effective;

          (c) during a period of ninety (90) days following the effective date of a registration statement;

ShoreTel (Series H) – Rights Agmt

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          (d) if the Company has effected two (2) registrations pursuant to this Section 1.4 within a twelve (12) month period from the date of such request; or

          (e) if the Company shall furnish to such S-3 Holders a certificate signed by the President of the Company stating that in the good faith judgment of the Board of Directors, it would be detrimental to the Company and its shareholders for such registration statement to be filed on or before the date filing would be required and it is therefore essential to defer the filing of such registration statement, in which case the Company shall have the right to defer such filing for a period of not more than ninety (90) days after the furnishing of such a certificate of deferral; provided , however , that the Board of Directors shall not exercise such right to defer a filing more than once in any consecutive twelve (12) month period.

In the event such S-3 Holders propose to offer the shares of Registrable Securities pursuant to this Section 1.4 by means of an underwriting, the proposed underwriter(s) shall be reasonably acceptable to the Company, provided , however , that in the event such underwriter(s) is (are) not reasonably acceptable to the Company, the Company shall be required to furnish to the Holders, within twenty (20) days of the receipt of the request for registration from S-3 Holders pursuant to this Section 1.4, the names of at least two (2) underwriters acceptable to the Company, who agree to act as underwriter for the proposed offering on terms no less favorable to the Holders than those terms proposed in writing by the underwriter(s) selected by the S-3 Holders. The Company shall give written notice to all Holders of the receipt of a request for registration pursuant to this Section 1.4 and shall provide a reasonable opportunity for other Holders to participate in the registration, provided that if the registration is for an underwritten offering, the terms of Section 1.2(b) shall apply to all participants in such offering.

          1.5 Expenses of Registration . All Registration Expenses incurred in connection with any registration pursuant to this Section 1 shall be borne by the Company except as follows:

          (a) The Company shall not be required to pay for expenses of any registration proceeding begun pursuant to Section 1.2 the request for which has been subsequently withdrawn by the Initiating Holders (in which case, such expenses shall be borne by the Holders requesting such withdrawal), unless the Initiating Holders agree to forfeit their right to one (1) registration pursuant to Section 1.2; provided , however , that if at the time of such withdrawal, the Holders have learned of a material adverse change in the condition, business or prospects of the Company from that known to the Holders at the time of their request and have withdrawn the request with reasonable promptness following disclosure by the Company of such material adverse change, then the Holders shall not be required to pay any of such expenses and shall retain their rights pursuant to Section 1.2 or 1.4.

          (b) The Company shall not be required to pay fees or disbursements of legal counsel of a Holder unless the Holders holding a majority of the shares included in the registration specify one special counsel.

ShoreTel (Series H) – Rights Agmt

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          (c) The Company shall not be required to pay underwriters’ fees, discounts or commissions relating to Registrable Securities.

          1.6 Registration Procedures . In the case of each registration effected by the Company pursuant to this Rights Agreement, the Company will keep each Holder participating therein advised in writing as to the initiation of each registration, qualification and compliance and as to the completion thereof. Except as otherwise provided in Section 1.5, at its expense the Company will:

          (a) Prepare and file with the SEC a registration statement with respect to such Registrable Securities and use its best efforts to cause such registration statement to become effective, and, upon the request of the Holders of a majority of the Registrable Securities registered thereunder, keep such registration statement effective for up to one hundred twenty (120) days or, if a shorter period, until securities included in the registration statement are sold.

          (b) Prepare and file with the SEC such amendments and supplements to such registration statement and the prospectus used in connection with such registration statement as may be necessary to comply with the provisions of the Securities Act with respect to the disposition of all securities covered by such registration statement.

          (c) Furnish to the Holders such numbers of copies of a prospectus, including a preliminary prospectus, in conformity with the requirements of the Securities Act, and such other documents as they may reasonably request in order to facilitate the disposition of Registrable Securities owned by them.

          (d) Use its best efforts to register and qualify the securities covered by such registration statement under such other securities or Blue Sky laws of such jurisdictions as shall be reasonably requested by the Holders, provided that the Company shall not be required in connection therewith or as a condition thereto to qualify to do business or to file a general consent to service of process in any such states or jurisdictions.

          (e) In the event of any underwritten public offering, enter into and perform its obligations under an underwriting agreement, in usual and customary form, with the managing underwriter of such offering. Each Holder participating in such underwriting shall also enter into and perform its obligations under such an agreement.

          (f) Notify each Holder of Registrable Securities covered by such registration statement at any time when a prospectus relating thereto is required to be delivered under the Securities Act or the happening of any event as a result of which the prospectus included in such registration statement, as then in effect, includes an untrue statement of a material fact or omits to state a material fact required to be stated therein or necessary to make the statements therein not misleading in the light of the circumstances then existing.

          (g) Furnish, at the request of any Holder requesting registration of Registrable Securities pursuant to this Section 1, on the date that such Registrable Securities are delivered to the underwriters for sale in connection with a registration pursuant to this

ShoreTel (Series H) – Rights Agmt

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Section 1, if such securities are being sold through underwriters, or, if such securities are not being sold through underwriters, on the date that the registration statement with respect to such securities becomes effective, (i) an opinion, dated such date, of the counsel representing the Company for the purposes of such registration, in form and substance as is customarily given to underwriters in an underwritten public offering, addressed to the underwriters, if any, and to the Holders requesting registration of Registrable Securities and (ii) a letter dated such date, from the independent public accountants of the Company, in form and substance as is customarily given by independent certified public accountants to underwriters in an underwritten public offering, addressed to the underwriters, if any, and to the Holders requesting registration of Registrable Securities.

               (h) Cause all such Registrable Securities registered pursuant hereunder to be listed on each securities exchange on which similar securities issued by the Company are then listed.

               (i) Provide a transfer agent


 
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