Document:

Joinder Agreement

 EXHIBIT 10.1 
 JOINDER AGREEMENT 
 THIS JOINDER AGREEMENT (this “Agreement”) is made and entered
into this 16th day of April, 2008, by and among Vertical Communications, Inc., a Delaware corporation (the “Company”), and the undersigned investors listed on Exhibit A attached hereto (the “Additional
Purchasers”). 
 WHEREAS, the Company previously entered into a Securities Purchase Agreement, dated as of March 17,
2008 (the “Purchase Agreement”), by and among itself and the “Initial Investors” (as such term is defined in the Purchase Agreement) pursuant to which, the Company issued and sold certain Subordinated Convertible
Promissory Notes (the “Notes”) in the aggregate principal amount of $5,250,000 to the Initial Investors; 
 WHEREAS,
the Additional Purchasers desire to purchase from the Company, and the Company desires to issue and sell to the Additional Purchasers additional Notes in such principal amounts per Additional Purchaser as set forth in Exhibit A (the
“Additional Notes”); and 
 WHEREAS, each of the Additional Purchasers desires to enter into this Agreement and join
and be bound under, for all purposes, the Purchase Agreement and to thereby evidence such Additional Purchaser’s intention to agree to be bound by the terms of the Purchase Agreement, as if such Additional Purchaser was an original party
thereto. 
 In consideration of the promises, the agreements herein contained and other good and valuable consideration, the receipt and
sufficiency of which are hereby acknowledged, the parties hereto hereby agree as follows: 
 1. Upon the terms and subject to the conditions
contained in the Purchase Agreement, the Company agrees to sell to the Additional Purchasers, and each of the Additional Purchasers hereby agrees, severally, and not jointly, to purchase from the Company, on the date hereof (the “Subsequent
Closing Date”), an Additional Note in the principal amount set forth in the column captioned “Principal Amount of Notes” opposite such party’s name on Exhibit A attached hereto. The closing with respect to this
transaction shall take place on the date hereof (the “Subsequent Closing Date”). 
 2. The parties hereby agree that the
Additional Purchasers shall be joined and bound as an “Investor” under the Purchase Agreement, as such term is defined and used in the Purchase Agreement, for all purposes, including all benefits, rights or obligations imposed or given,
under the Purchase Agreement and the terms “Notes” as defined and used in the Purchase Agreement shall include the Additional Notes; provided, however, each Additional Purchaser hereby acknowledges, and the Company hereby confirms,
that each of the Company’s conditions set forth under Section 1.3(c) of the Purchase Agreement has been satisfied as of March 17, 2008 (the “Initial Closing Date”) or, if not satisfied and waived as of the Initial
Closing Date, has been satisfied as of the Subsequent Closing Date. 
 3. Each Additional Purchaser acknowledges that he, she or it has
received an executed copy of the Purchase Agreement and has read and fully understands the contents thereof and further acknowledges that he, she or it is not being, and has not been, represented by Andrews Kurth LLP (legal counsel for the Company)
on matters relating to the negotiation, 

 
explanation or implementation of the Purchase Agreement or this Agreement. Each of the undersigned further acknowledges that he, she or it (or his, hers or
its representatives) has been advised to seek legal counsel at his, her or its own cost and expense before executing this Agreement, and represents that legal counsel has been consulted to the extent deemed necessary by such Additional Purchaser.

 4. Each Additional Purchaser hereby confirms the representations and warranties of the Investors contained in Article V of the Purchase
Agreement as of the Subsequent Closing Date and further agrees to execute any and all additional documents, instruments or certificates, including, without limitation, a Consent and Waiver Agreement, Subordination Agreements and an Amended and
Restated Securities Purchase Agreement that the Company may reasonably request be executed in order for the undersigned to become party to any such agreement. The Company hereby agrees to amend Exhibit A to the Purchase Agreement to
reflect the Additional Purchasers’ purchases of the Additional Notes hereunder. 
 5. This Agreement may be signed and delivered by
facsimile signature and in any number of counterparts, each of which shall be deemed an original, but all of which together shall constitute one instrument. 
 6. This Agreement shall be governed by, and construed and interpreted in accordance with, the laws of the State of New York, without regard to the principles of conflicts of laws thereof. 
 7. This Agreement and the Purchase Agreement constitute the entire agreement and supersede all prior agreements and understandings, both written and
oral, among or between any of the parties with respect to the subject matter hereof and thereof. 
 [Signature pages follow]

  

					
	Joinder Agreement	  	2	  	

 IN WITNESS WHEREOF, the undersigned has caused this Joinder Agreement to be executed as of the
16th day of April, 2008. 
  

			
	THE COMPANY:
	
	 VERTICAL COMMUNICATIONS, INC.

		
	By:	 	 /s/ Ken Clinebell

		 	Ken Clinebell, Chief Financial Officer

			
	ADDITIONAL PURCHASERS:
	
	 SPECIAL SITUATIONS FUND III QP, L.P.

		
	By:	 	 /s/ David Greenhouse

	Name:	 	 David Greenhouse

	Title:	 	 Managing Director

	
	SPECIAL SITUATIONS FUND III, L.P.
		
	By:	 	 /s/ David Greenhouse

	Name:	 	 David Greenhouse

	Title:	 	 Managing Director

	
	SPECIAL SITUATIONS CAYMAN FUND, L.P.
		
	By:	 	 /s/ David Greenhouse

	Name:	 	 David Greenhouse

	Title:	 	 Managing Director

	
	SPECIAL SITUATIONS PRIVATE EQUITY FUND, L.P.
		
	By:	 	 /s/ David Greenhouse

	Name:	 	 David Greenhouse

	Title:	 	 Managing Director

	
	SPECIAL SITUATIONS TECHNOLOGY FUND, L.P.
		
	By:	 	 /s/ David Greenhouse

	Name:	 	 David Greenhouse

	Title:	 	 Managing Director

			
	SPECIAL SITUATIONS TECHNOLOGY FUND II, L.P.
		
	By:	 	 /s/ David Greenhouse

	Name:	 	 David Greenhouse

	Title:	 	 Managing Director

	
	PATHFINDER VENTURES IV, L.L.C.
		
	By:	 	RRS Investments II, L.L.C., its Manager
		
	By:	 	Stolworthy Revocable Trust, Its Manager
		
	By:	 	 /s/ R. Randy Stolworthy

		 	R. Randy Stolworthy, Trustee
	
	 /s/ Claudio Chiuchiarelli

	CLAUDIO CHIUCHIARELLI
	
	 /s/ Jacqueline Chiuchiarelli

	JACQUELINE CHIUCHIARELLI

 EXHIBIT A 
 SCHEDULE OF INVESTORS 
  

							
	 Initial Investors
	  	Principal Amount of Notes ($)	  	Applicable Percentage	 
	 M/C Venture Partners1
	  			  		
			
	 M/C Venture Partners V, L.P.
	  	$	2,359,672.50	  	37.8491	%
	 M/C Venture Investors, LLC
	  	 	96,370.00	  	1.5458	%
	 Chestnut Venture Partners, L.P.
	  	 	43,957.50	  	0.7051	%
		  	 	 	  	 	 
	 M/C Venture Partners Subtotal
	  	$	2,500,000.00	  	40.1	%2
		  	 	 	  	 	 
	 Pathfinder Ventures IV, L.L.C.
	  	$	1,750,000.00	  	23.9	%
		  	 	 	  	 	 
	 William Y. Tauscher
	  	$	1,000,000.00	  	3.2	%
		  	 	 	  	 	 
	 INITIAL INVESTOR SUBTOTAL
	  	$	5,250,000.00	  		
			
	 Additional Investors
	  	Principal Amount of Notes ($)	  	 	 
	 Special Situations Funds
	  			  		
			
	 Special Situations Fund III QP, L.P.
	  	$	367,842.03	  		
	 Special Situations Fund III, L.P.
	  	 	22,290.92	  		
	 Special Situations Cayman Fund, L.P.
	  	 	125,880.62	  		
	 Special Situations Private Equity Fund, L.P.
	  	 	124,212.70	  		
	 Special Situations Technology Fund, L.P.
	  	 	13,110.31	  		
	 Special Situations Technology Fund II, L.P.
	  	 	68,727.42	  		
		  	 	 	  		
	 Special Situations Funds Subtotal
	  	$	722,064.00	  		
		  	 	 	  		
	 Pathfinder Ventures IV, L.L.C.
	  	$	250,000.00	  		
		  	 	 	  		
	 Claudio Chiuchiarelli
	  	$	50,000.00	  		
		  	 	 	  		
	 Jacqueline Chiuchiarelli
	  	$	25,000.00	  		
		  	 	 	  		
	 ADDITIONAL INVESTOR SUBTOTAL
	  	$	1,047,064.00	  		
		  	 	 	  		
	 COMBINED INVESTOR TOTAL
	  	$	6,297,064.00	  		

  

	 1
	 For purposes of the Agreement, the entities listed below are collectively referred to as “M/C Venture
Partners.” 

	 2
	 Consists of (a) 94.3864% of the Applicable Percentage allocated to M/C Venture Partners V, L.P., (b) 3.8548%
of the Applicable Percentage allocated to M/C Venture Investors, LLC, and (c) 1.7583% of the Applicable Percentage allocated to Chestnut Venture Partners, L.P.Consent and Waiver Agreement

 EXHIBIT 10.2 
 CONSENT AND WAIVER AGREEMENT 
 (Subsequent Investors) 
 This CONSENT AND WAIVER AGREEMENT (this “Agreement”) is made and entered into as of this 16th day of April, 2008 among Vertical
Communications, Inc., a Delaware corporation (the “Company”), and each of the undersigned holders (collectively, the “Stockholders”) of (i) shares of the Company’s common stock, par value $0.01 per share
(the “Common Stock”), and warrants to purchase Common Stock (the “Warrants”) and (ii) the Company’s Series E Convertible Preferred Stock, par value $1.00 per share (the “Series E
Preferred Stock”), each of whom are parties to any of the Prior Agreements (as such term is defined below) (such Stockholders holding a sufficient number of shares of Common Stock, Warrants and/or Series E Preferred Stock to take the
actions provided for herein). 
 WHEREAS, the Company and the holders of the Company’s Series E Preferred Stock (the
“Series E Preferred Stockholders”) are parties to that certain Amended and Restated Securities Purchase Agreement, dated as of December 1, 2006 (the “December 2006 Agreement”); 
 WHEREAS, the Company and the holders of the Company’s Common Stock (the “Common Stockholders”) are parties to that certain
Stock Purchase Agreement, dated September 28, 2005 (the “2005 Agreement,” and together with the December 2006 Agreement, the “Prior Agreements”); 
 WHEREAS, the Company previously entered into that certain Securities Purchase Agreement, dated as of March 17, 2008 (the “Initial
Closing Date”), with certain investors (the “Initial Investors”), relating to the issuance of certain Subordinated Convertible Promissory Notes (the “Initial Notes”) in an aggregate principal amount of
$5,250,000 (the “2008 Agreement”); 
 WHEREAS, the Company desires to sell to certain additional investors (the
“Subsequent Investors,” and together with the Initial Investors, the “Investors”) a number of additional Notes (the “Subsequent Notes,” and together with the Initial Notes, the
“Notes”) on identical terms and conditions as contained in the 2008 Agreement pursuant to that certain Joinder Agreement, of even date herewith, by and among the Company and the Subsequent Investors listed therein (the
“Joinder Agreement”); 
 WHEREAS, Section 1.6 of the 2008 Agreement provides that before the Company may sell
any Subsequent Notes after the Initial Closing Date, the Company must offer each Initial Investor the right to purchase a Subsequent Note in a principal amount set forth in the 2008 Agreement (the “Special Purchase Right”);

 WHEREAS, upon the occurrence of a Qualifying Investment (as defined in the Notes), (i) the Notes are convertible into shares
of Section 5(a) Preferred Stock (as defined in the Notes), with the powers, designations, preferences and rights (the “Preferred Terms”) set forth on Exhibit B of the Notes, and (ii) the Company will issue to
the Investors warrants to purchase Common Stock in substantially the form attached to the Notes as Exhibit A (the “2008 Warrants”), each in accordance with the terms of the 2008 Agreement and the Notes; 

 WHEREAS, if no Qualifying Investment has occurred on or before the Outside Date (as defined in the
Notes), the Notes are convertible into shares of Section 5(b) Preferred Stock (as defined in the Notes) with the Preferred Terms set forth in Exhibit C of the Notes (the applicable series of preferred stock designated pursuant to
the Notes is referred to herein as the “Series F Preferred Stock”); 
 WHEREAS, solely with respect to the
issuance of the (i) the Notes (including, without limitation, the Initial Notes and any Subsequent Notes issued pursuant to the Special Purchase Right or a Qualifying Investment after the date hereof) (ii) the Series F Preferred Stock
upon conversion of the Notes, (iii) the 2008 Warrants in connection with a Qualifying Investment (if applicable), (iv) the Common Stock upon conversion of the Series F Preferred Stock and (v) the Common Stock upon exercise of the
2008 Warrants (if applicable), the Series E Preferred Stockholders desire to waive (the “Series E Waiver”) the application and effect of (1) Section 5(d)(iv) [Adjustment of Series E Conversion Price
Upon Issuance of Additional Shares of Common Stock] of the Certificate of Powers, Designations, Preferences and Rights of the Series E Preferred Stock (the “Series E Certificate of Designations”) and
(2) Section 8(a) of each of the warrants issued pursuant to the December 2006 Agreement (collectively, the “December 2006 Warrants”); 
 WHEREAS, as contemplated in the Notes, upon a Conversion Event (as defined in the Notes), the Company will file a certificate of powers, designations and rights to designate the Series F Preferred Stock
(the “Series F Certificate of Designations”) with the Secretary of State of Delaware; 
 WHEREAS, in connection
with the 2008 Agreement, the Company desires to amend its Amended and Restated Certificate of Incorporation, as amended, to increase the number of shares of Common Stock the Company is authorized to issue from 250,000,000 shares to 750,000,000
shares (the “Charter Amendment”); 
 WHEREAS, the Company has amended its 2004 Stock Incentive Plan, as amended (the
“Plan”) to increase the shares available for awards under the Plan to 80,000,000 shares of the Company’s Common Stock (the “Plan Amendment”); and 
 WHEREAS, the Stockholders desire to make certain consents, waivers and ratifications in connection with (i) the 2008 Agreement and the
transactions contemplated thereby; (ii) the issuance of the Initial Notes to the Initial Investors; (iii) the issuance of the Subsequent Notes (including, without limitation, Subsequent Notes issued pursuant to the Special Purchase Right
or a Qualifying Investment after the date hereof) to the Subsequent Investors; (iv) the terms of the Section 5(a) Preferred Stock and Section 5(b) Preferred Stock, as set forth in the Notes; (v) the Series E Waiver
(vi) the filing of the Series F Certificate of Designations with the Secretary of State of Delaware; (vii) the issuance of the Series F Preferred Stock and, if applicable, the 2008 Warrants, upon conversion of the Notes;
(viii) the Charter Amendment; and (ix) the Plan Amendment. 
  

					
	Consent and Waiver Agreement	  	2	  	

 NOW, THEREFORE, in consideration of the foregoing and the promises and covenants set forth herein
and for other good and valuable consideration, the receipt and sufficiency of which is hereby acknowledged, the parties hereto consent and agree as follows: 
 1. Consents. Each undersigned Stockholder hereby consents to, ratifies and confirms (a) the 2008 Agreement and the transactions contemplated thereby; (b) the issuance of the Initial Notes to the
Initial Investors; (c) the issuance of the Subsequent Notes to the Subsequent Investors (including, without limitation, Subsequent Notes issued pursuant to the Special Purchase Right or a Qualifying Investment after the date hereof);
(d) the terms of the Section 5(a) Preferred Stock and Section 5(b) Preferred Stock, as set forth in the Notes; (e) the filing of the Series F Certificate of Designations with the Secretary of State of Delaware;
(f) the issuance of the Series F Preferred Stock and, if applicable, the 2008 Warrants, upon conversion of the Notes; (g) the Charter Amendment and the transactions contemplated thereby; and (h) the Plan Amendment and the
transactions contemplated thereby. Each Stockholder understands that his, her or its consent hereunder is irrevocable unless otherwise agreed to in writing by the Company. 
 2. Series E Waiver. Each undersigned Series E Preferred Stockholder, solely with respect to the issuance of (i) the Notes
(including, without limitation, the Initial Notes and any Subsequent Notes issued pursuant to the Special Purchase Right or a Qualifying Investment after the date hereof), (ii) the Series F Preferred Stock upon conversion of the Notes,
(iii) 2008 Warrants in connection with a Qualifying Investment (if applicable), (iv) the Common Stock upon conversion of the Series F Preferred Stock and (v) the Common Stock upon exercise of the 2008 Warrants (if applicable) on
behalf of such Series E Preferred Stockholder and his, her or its representatives, successors and assigns hereby: 
 (a)
waives the application and effect of Section 5(d)(iv) [Adjustment of Series E Conversion Price Upon Issuance of Additional Shares of Common Stock] of the Series E Certificate of Designations, and any rights, powers or preferences
such Series E Preferred Stockholder may have thereunder; 
 (b) waives the application and effect of
Section 8(a) [Adjustments to Warrant Price and Warrant Shares] of each December 2006 Warrant, and any rights such Series E Preferred Stockholder may have thereunder; 
 (c) understands that his, her or its waiver hereunder is irrevocable unless otherwise agreed to in writing by the Company; and 

(d) acknowledges that, as a result of his, her or its waiver hereunder, the Series E Conversion Price (as defined in the
Series E Certificate of Designations) and the Warrant Price (as defined in each December 2006 Warrant) shall not be adjusted as a result of the issuance of the Notes (including, without limitation, the Initial Notes and any Subsequent Notes
issued pursuant to the Special Purchase Right or a Qualifying Investment after the date hereof), the Series F Preferred Stock and/or the 2008 Warrants (if applicable). 
  

					
	Consent and Waiver Agreement	  	3	  	

 3. Waiver of Provisions of December 2006 Agreements. Each undersigned Series E Preferred
Stockholder that is a party to the December 2006 Agreement, on behalf of such Series E Preferred Stockholder hereby: 
 (a) hereby waives Section 3.1 [Right of First Refusal] of the December 2006 Agreement with respect to (i) the transactions contemplated by the 2008 Agreement and (ii) the issuance of any Subsequent Notes issued after the date
hereof (including, without limitation, the issuance of Subsequent Notes pursuant to the Special Purchase Right or a Qualifying Investment); 
 (b) waives Sections 4.2 [Creation of Senior or Pari Passu Equity; Issuance of Equity Securities], 4.9 [Restrictions on Indebtedness], 4.13 [Adjustments to Warrants] and 4.14 [Credit Agreement] of the December
2006 Agreement, solely for the purposes of effecting the transactions contemplated by the 2008 Agreement; 
 (c) waives
Sections 4.7 [Change to Charter/By-laws] and 4.10 [Change in Authorized Capital Stock] of the December 2006 Agreement, solely with respect to the Charter Amendment; 
 (d) agrees that any grant or issuance of awards under the Plan after the Plan Amendment is completed shall not be deemed to be
“Additional Shares of Common Stock” as such term is defined in the Certificate of Powers, Designations, Preferences and Rights of the Series E Preferred Stock and the Warrants issued in connection with the December 2006 Agreement if
such grant or issuance (i) complies with Section 4.12 [Issuance of Compensatory Equity Awards] of the December 2006 Agreement, and (ii) does not exceed the maximum number of shares available for awards under the Plan; and 

(e) understands that his, her or its waiver and agreements hereunder are irrevocable unless otherwise agreed to in writing by the
Company. 
 4. Waiver of Provisions of the 2005 Agreement. Each undersigned Common Stockholder that is a party to the 2005 Agreement
on behalf of such Common Stockholder hereby: 
 (a) waives Sections 3.4 [Right of First Refusal] of the 2005 Agreement
with respect to (i) the transactions contemplated by the 2008 Agreement, and (ii) the issuance of any Subsequent Notes issued after the date hereof (including, without limitation, the issuance of Subsequent Notes pursuant to the Special
Purchase Right or a Qualifying Investment); 
 (b) waives 4.2 [Creation of Senior or Pari Passu Equity; Issuance of Equity
Securities], 4.9 [Restrictions on Indebtedness] and 4.13 [Adjustments to Warrants] of the 2005 Agreement, solely for the purposes of effecting the transactions contemplated by the 2008 Agreement; 
 (c) waives Sections 4.7 [Change to Charter/By-laws] and 4.10 [Change in Authorized Capital Stock] solely with respect to the Charter
Amendment; and 
  

					
	Consent and Waiver Agreement	  	4	  	

 (d) understands that his, her or its waiver hereunder is irrevocable unless otherwise
agreed to in writing by the Company. 
 5. Counterparts. This Agreement may be executed in two or more counterparts, each of which
shall be deemed an original, but all of which together shall constitute one and the same instrument. This Agreement may be executed via facsimile, which shall be deemed an original. 
 6. Severability. If any provision of this Agreement shall be declared void or unenforceable by any judicial or administrative authority, the
validity or enforceability of any other provision and of the entire Agreement shall not be affected. 
 7. Enforceability. Upon
execution of this Agreement by the undersigned Stockholders, the validity of any waiver, consent or amendment made hereunder shall be unaffected by the failure of any one or more stockholders of the Company to execute this Agreement. 
 8. Governing Law. This Agreement is made under, shall be governed by and construed and enforced in accordance with, the laws of the State of New
York applicable to agreements made and to be performed solely therein, without giving effect to principles or conflicts of laws. 
 9.
Further Assurances. Following the date hereof, each party shall execute, deliver, acknowledge and file, or shall cause to be executed, acknowledged, delivered and filed, all such further instruments, certificates and other documents and shall
take, or cause to be taken, such other actions as may reasonably be requested by any other party in order to carry out the provisions of this Agreement. 
 10. Confidentiality. Each undersigned Stockholder hereby agrees that, except as required by law, to hold in confidence the 2008 Agreement, this Agreement, all of the terms thereof and all of the transactions
contemplated thereby and hereby until such time as the material terms thereof and hereof are publicly disclosed by the Company (which the Company agrees to do in compliance with applicable law). 
 [Signature pages follow] 
  

					
	Consent and Waiver Agreement	  	5	  	

 IN WITNESS WHEREOF, the parties hereto have executed this Agreement as of the date first above
written. 
  

			
	COMPANY:
	
	VERTICAL COMMUNICATIONS, INC.
		
	By:	 	 /s/ Kenneth M. Clinebell

		 	Kenneth M. Clinebell
		 	Chief Financial Officer and Secretary

					
	STOCKHOLDERS:
	
	PATHFINDER VENTURES IV, L.L.C.
		
	By:	 	RRS Investments II, L.L.C., an
		 	Arizona limited liability company
		
	By:	 	Stolworthy Revocable Trust, its Manager
			
		 	By:	 	 /s/ R. Randy Stolworthy

		 		 	R. Randy Stolworthy, its Trustee

			
	SPECIAL SITUATIONS FUND III QP, L.P.
		
	 By:
	 	 /s/ David Greenhouse

	 Name:
	 	 David Greenhouse

	 Title:
	 	 Managing Director

	
	SPECIAL SITUATIONS FUND III, L.P.
		
	 By:
	 	 /s/ David Greenhouse

	 Name:
	 	 David Greenhouse

	 Title:
	 	 Managing Director

	
	SPECIAL SITUATIONS CAYMAN FUND, L.P.
		
	 By:
	 	 /s/ David Greenhouse

	 Name:
	 	 David Greenhouse

	 Title:
	 	 Managing Director

	
	SPECIAL SITUATIONS PRIVATE EQUITY FUND, L.P.
		
	 By:
	 	 /s/ David Greenhouse

	 Name:
	 	 David Greenhouse

	 Title:
	 	 Managing Director

	
	SPECIAL SITUATIONS TECHNOLOGY FUND, L.P.
		
	 By:
	 	 /s/ David Greenhouse

	 Name:
	 	 David Greenhouse

	 Title:
	 	 Managing Director

	
	SPECIAL SITUATIONS TECHNOLOGY FUND II, L.P.
		
	 By:
	 	 /s/ David Greenhouse

	 Name:
	 	 David Greenhouse

	 Title:
	 	 Managing Director

	
	 /s/ Claudio Chiuchiarelli

	CLAUDIO CHIUCHIARELLI
	
	 /s/ Jacqueline Chiuchiarelli

	JACQUELINE CHIUCHIARELLI

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