Document:

EX-10.10.3

 Exhibit 10.10.3 

TRANSACTION BONUS AGREEMENT 

This Transaction Bonus Agreement (this “Agreement”) is entered into as of October 26, 2012, by and between Connecture,
Inc., a Delaware corporation (the “Company”), and Robert Douglas Schneider (“Executive”). 
 PRELIMINARY
STATEMENT 
 The Company desires to incentivize Executive to further the growth and profitability of the Company. 

AGREEMENT 
 NOW, THEREFORE, in
consideration of the premises hereof, and of the mutual promises and agreements contained herein, the parties hereto, intending to be legally bound, hereby agree as follows: 

1. Transaction Bonus. Subject to the terms and conditions of this Agreement, the Company will pay to Executive a transaction bonus in an
amount equal to $76,199, payable in a single lump sum within ten (10) business days after the closing date of the first Transaction that occurs after the date of this Agreement (the “Transaction Bonus”). For purposes of
this Agreement, “Transaction” has the meaning given such term in the Executive Performance Option Agreement by and between the Company and the Executive dated December 31, 2011. The Transaction Bonus may be paid in cash or in
kind, or in some combination thereof, as determined by the Company. 
 2. Forfeiture. In order to receive the Transaction Bonus
described above, Executive must be employed by the Company continuously from the date of this Agreement through the closing date of the Transaction in the position of Chief Executive Officer of the Company. If Executive’s employment with the
Company terminates for any reason before the closing date of the Transaction, or Executive ceases to be the Chief Executive Officer of the Company before the closing date of the Transaction, then any and all rights to a Transaction Bonus shall
terminate and be forfeited, and no payment shall be made. The Company will deduct from any payments made pursuant to this Agreement an amount equal to the federal, state and local taxes, if any, required by law to be withheld by the Company with
respect to such payments. 
 3. 280G Compliance. Notwithstanding anything contained in this Agreement to the contrary, to the extent
that any portion of the Transaction Bonus would constitute a “parachute payment” within the meaning of Section 280G of the Internal Revenue Code of 1986, as amended (the “Code”), the amount of the Transaction Bonus
shall be reduced to the amount that would result in no portion of the Transaction Bonus being subject to the excise tax imposed pursuant to Section 4999 of the Code. 

4. Effect on Other Benefits; Unfunded, Unsecured Obligation. 

(a) Any payments made pursuant to this Agreement shall not be counted as compensation for purposes of any other employee
benefit plan, program or agreement sponsored, maintained or contributed to by the Company unless expressly provided for in such employee benefit plan, program or agreement. 

 (b) This Agreement shall at all times be entirely unfunded, and no provisions
shall at any time be made with respect to segregating assets of the Company for payment of any benefits hereunder. Additionally, nothing contained herein shall be construed as giving Executive, his beneficiary, or any other person or entity, any
equity or other interest of any kind in any assets of the Company or creating a trust of any kind or a fiduciary relationship of any kind between the Company and any such person. As to any claim for any unpaid amounts under this Agreement,
Executive, his beneficiary, and any other person having a claim for payment shall be unsecured creditors. 
 5. No Obligation. This
Agreement shall not give Executive any right to continued employment or service with the Company or its subsidiaries or interfere in any way with the right of the Company or its subsidiaries to terminate Executive’s employment or service at any
time. 
 6. Miscellaneous. Executive shall not have the power or right to transfer, assign, anticipate, mortgage, or otherwise
encumber his interest under this Agreement, nor shall such interest be subject to seizure for the payment of Executive’s debts, judgments, alimony, or separate maintenance or be transferable by operation of law in the event of Executive’s
bankruptcy, insolvency, divorce or separation. This Agreement shall be binding upon and shall inure to the benefit of the Company and its successors and assigns. This Agreement supersedes all previous agreements, written or oral, between the parties
related to the subject matter hereof. This Agreement may be amended only by written agreement signed by the parties. Upon payment of the Transaction Bonus, or any earlier dissolution, wind-down or split-up of the Company, this Agreement will be
cancelled and of no further effect. The payment under this Agreement is intended to be exempt from Section 409A of the Code under the “short-term deferral” exemption. The Company does not guarantee any particular tax treatment of the
compensation arrangement in this Agreement. 
 7. Governing Law. This Agreement shall be governed by and construed in accordance with
the laws of the State of Delaware, without regard to the conflict of laws principles thereof. 
 [Remainder of Page Intentionally Left
Blank] 

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

			
	 Executive:

	
	 /s/ Robert Douglas Schneider

	Robert Douglas Schneider
	
	CONNECTURE, INC.
		
	By:	 	 /s/ James Purko

	Name: James Purko
	Title: Chief Financial Officer

  
 3EX-10.10.4

 Exhibit 10.10.4 

Connecture, Inc. 
 18500 W.
Corporate Drive 
 Suite 250 

Brookfield, WI 53045 

December 31, 2013 
 Mr. Douglas
Schneider 
 136 N. Milwaukee Street 
 Apt 509 

Milwaukee, WI 53202 
  

	Re:	Bonus Agreement 

 Dear Doug: 

In consideration for your work for Connecture, Inc., a Delaware corporation (the “Company”), the Company will pay
you a Bonus (as described below) upon the earliest Payment Event (as defined below) to occur after the date of this letter (the “Agreement”), subject to the conditions described herein, so long as you are continuously
employed by the Company (or any controlled affiliate) or its successor from the date of this Agreement through the Payment Event. If your continuous employment with the Company (or any controlled affiliate) and its successor terminates for any
reason before the Payment Event, you will forfeit any and all rights to the Bonus. 
 Subject to the terms of this Agreement, the Bonus will
be paid to you upon the earliest to occur of the following payment events (“Payment Event”): (i) on or within 20 days after the closing of the first public offering of capital stock of the Company that is effected
pursuant to a registration statement filed with, and declared effective by, the Securities and Exchange Commission under the Securities Act of 1933, as amended (“IPO”); provided, however if either the Company or the
Company’s underwriters determine that payment of the Bonus on or within 20 days after the IPO may jeopardize the success of the IPO or subject the Company to other adverse consequences, the Bonus related to an IPO will be paid on
October 1, 2014; (ii) on the closing of a Change of Control (“Change of Control”), as defined in the Connecture, Inc. 2010 Stock Incentive Plan, as may be amended from time to time (the
“Plan”); (iii) on or within 20 days after the closing of an equity financing that results in gross proceeds to the Company of at least $20,000,000 (“Financing”); or (iv) October 1, 2014. 

The amount of the Bonus will depend on which Payment Event triggers the right to payment as follows: 

 

															
	IPO	 	 	Change of Control	 	 	Financing	 	 	October 1, 2014	 
	$	1,300,000	  	 	$	1,000,000	  	 	$	1,000,000	  	 	$	1,000,000	  

 The Company will pay the Bonus to you in a single lump sum; provided, however, that if net sale proceeds
payable upon a Change of Control are contingent, deferred, or conditional (i.e., escrowed or subject to any earn-out or similar arrangement), then a corresponding portion of the Bonus will be paid to you on the earlier of (x) the date on which
such deferred portion is paid so long as you are continuously employed by the Company (or any controlled affiliate) or its successor from the date of this Agreement through such date, or (y) the date your employment is terminated by the Company
(or any controlled affiliate) or its successor without Cause (as defined in the Plan). For purposes of this Agreement, an asset sale transaction will not be considered a termination of your employment if you are employed by the successor. 

 Notwithstanding anything to the contrary in this Agreement, if the Payment Event is
October 1, 2014, the Company’s obligation to make any Bonus payment will be suspended to the extent and for so long as (x) the making of such Bonus payment would result in a violation or a breach of any covenant contained in any loan
or other bona fide agreement to which the Company or any of its subsidiaries is a party or (y) the Company and its subsidiaries do not have a sufficient amount of cash to support the working capital needs of its business, as determined by the
Company’s board of directors in its sole discretion, and, in each case, subject to Section 409A of the Code and the Treasury Regulations thereunder; provided, however, that, with respect to any suspended Bonus payment, if at any time after
such suspension the conditions in clause (x) and (y) above are both no longer present, then the Company shall make such Bonus payment within 5 business days thereafter. 

The Bonus may be paid in cash or in kind, or in some combination thereof, as determined by the Company in its sole discretion. 

All payments under this Agreement will be subject to all applicable tax withholdings. Notwithstanding anything in this Agreement to the
contrary, in the event that any portion of any payment to you under this Agreement or otherwise may become subject to the excise tax under Section 4999 of the Internal Revenue Code (the “Code”) or may be nondeductible to
the Company (or any affiliate) or its successor under Section 280G of the Code, payment of those amounts shall be contingent upon the Company obtaining the approval of Company stockholders as provided in Section 280G of the Code and the
Treasury Regulations thereunder, and the Company is under no obligation to seek such approval. If such stockholder approval is not obtained, then the portion of the payment under this Agreement that would otherwise cause any amount to be
nondeductible to the Company or its successor under Section 280G of the Code shall be forfeited and you will have no further claim of right to such amount. 

This Agreement contains the entire understanding of the Company and you with respect to the subject matter hereof and supersedes any and all
prior understandings, written or oral. This Agreement may be amended or otherwise modified only by a written instrument signed by both the Company and you. This Agreement and the rights hereunder will be governed by and construed in all respects in
accordance with the laws of the State of Delaware, without regard to its conflict of laws rules. You are not permitted to assign this Agreement or any of your rights hereunder to any other party. 

You acknowledge that you are an employee “at-will” and the Company may terminate your employment at any time for any reason, with or
without cause. You agree that you will sign a release of claims in favor of the Company and its affiliates no later than the date of the first scheduled payment of the Bonus, and no Bonus will be paid if you do not sign the release by that date.
Upon payment of the Bonus, or any earlier dissolution or wind-down of the Company, this Agreement will be cancelled and of no further effect. 

The payments under this Agreement are intended to be exempt from application of Section 409A of the Code. The Company does not guarantee
any particular tax treatment of the compensation arrangement in this Agreement. 
 This Agreement may be executed in counterparts which
together shall be deemed to constitute one instrument. 

  
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 Please acknowledge your agreement to the foregoing by countersigning this Agreement in the space
provided below. 
  

			
	Connecture, Inc.
		
	By:	 	 /s/ James Purko

	Name:	 	James Purko
	Title:	 	CFO

  

	
	Acknowledged and agreed:
	
	 /s/ Robert Douglas Schneider

	Douglas Schneider

 [Signature Page to Bonus Agreement] 

  
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