FORM 4
[ ] Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).         	UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP OF SECURITIES
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                      	Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934 or Section 30(h) of the Investment Company Act of 1940	                      	

1. Name and Address of Reporting Person *

Nolan Mangini Siobhan	2. Issuer Name and Ticker or Trading Symbol

CASTLIGHT HEALTH, INC. [ CSLT ]	5. Relationship of Reporting Person(s) to Issuer (Check all applicable)

_____ Director                    _____ 10% Owner
__X__ Officer (give title below)    _____ Other (specify below)
President	
(Last)         (First)         (Middle)

C/O CASTLIGHT HEALTH, INC., 150 SPEAR ST., SUITE 400	3. Date of Earliest Transaction (MM/DD/YYYY)

11/16/2019		
(Street)

SAN FRANCISCO, CA 94105
(City)       (State)       (Zip)	4. If Amendment, Date Original Filed (MM/DD/YYYY)

 	6. Individual or Joint/Group Filing (Check Applicable Line)

_X _ Form filed by One Reporting Person
___ Form filed by More than One Reporting Person	

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned	
1.Title of Security
(Instr. 3)	2. Trans. Date	2A. Deemed Execution Date, if any	3. Trans. Code
(Instr. 8)	4. Securities Acquired (A) or Disposed of (D)
(Instr. 3, 4 and 5)	5. Amount of Securities Beneficially Owned Following Reported Transaction(s)
(Instr. 3 and 4)	6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)	
			Code	V	Amount	(A) or (D)	Price				
Class B Common Stock 	11/16/2019 	 	M	  	2500 	A	$0 	320556 	D 	 	
Class B Common Stock 	11/16/2019 	 	M	  	1875 	A	$0 	322431 	D 	 	
Class B Common Stock 	11/16/2019 	 	M	  	15625 	A	$0 	338056 	D 	 	
Class B Common Stock 	11/16/2019 	 	M	  	6250 	A	$0 	344306 	D 	 	
Class B Common Stock 	11/16/2019 	 	M	  	11250 	A	$0 	355556 	D 	 	
Class B Common Stock 	11/16/2019 	 	M	  	23062 	A	$0 	378618 	D 	 	
Class B Common Stock 	11/16/2019 	 	M	  	25862 	A	$0 	404480 	D 	 	
Class B Common Stock 	11/18/2019 	 	S(1)	  	31656 	D	$1.3445 (2)	372824 	D 	 	

Table II - Derivative Securities Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)	
1. Title of Derivate Security
(Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Trans. Date	3A. Deemed Execution Date, if any	4. Trans. Code
(Instr. 8)	5. Number of Derivative Securities Acquired (A) or Disposed of (D)
(Instr. 3, 4 and 5)	6. Date Exercisable and Expiration Date	7. Title and Amount of Securities Underlying Derivative Security
(Instr. 3 and 4)	8. Price of Derivative Security
(Instr. 5)	9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)	10. Ownership Form of Derivative Security: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)	
				Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares					
Restricted Stock Units (RSU) 	 (3)	11/16/2019 	 	M 	  	  	2500  	 (4)	 (4)	Class B Common Stock 	2500 	$0 	0 	D 	 	
Restricted Stock Units (RSU) 	 (3)	11/16/2019 	 	M 	  	  	1875  	 (5)	 (5)	Class B Common Stock 	1875 	$0 	1875 	D 	 	
Restricted Stock Units (RSU) 	 (3)	11/16/2019 	 	M 	  	  	15625  	 (6)	 (6)	Class B Common Stock 	15625 	$0 	46875 	D 	 	
Restricted Stock Units (RSU) 	 (3)	11/16/2019 	 	M 	  	  	6250  	 (7)	 (7)	Class B Common Stock 	6250 	$0 	31250 	D 	 	
Restricted Stock Units (RSU) 	 (3)	11/16/2019 	 	M 	  	  	11250  	 (8)	 (8)	Class B Common Stock 	11250 	$0 	101260 	D 	 	
Restricted Stock Units (RSU) 	 (3)	11/16/2019 	 	M 	  	  	23062  	 (9)	 (9)	Class B Common Stock 	23062 	$0 	299813 	D 	 	
Restricted Stock Units (RSU) 	 (3)	11/16/2019 	 	M 	  	  	25862  	 (10)	 (10)	Class B Common Stock 	25862 	$0 	387931 	D 	 	
Performance Stock Unit (PSU) 	 (11)	11/16/2019 	 	A 	  	103449 (10) 	  	 (11)	8/16/2021 	Class B Common Stock 	103449 	$0 	103449 	D 	 	

Explanation of Responses:	
(1) 	Represents the aggregate number of shares sold by the Reporting Person to cover taxes and fees due upon the release and settlement of the RSUs. The Reporting Person did not sell or otherwise dispose of any of the shares reported on this Form 4 for any reason other than to cover required taxes and fees.	
(2) 	Represents the weighted average sales price per share. The shares sold at prices ranging from $1.275 to $1.42 per share. Full information regarding the number of shares sold at each price shall be provided upon request to the staff of the U.S. Securities and Exchange Commission, the Issuer, or a security holder of the Issuer.	
(3) 	Each RSU represents a contingent right to receive one (1) share of the Class B Common Stock upon settlement for no consideration.	
(4) 	1/4th of the RSUs vested on November 16, 2016, and the remainder will vest 1/16th quarterly over three years in equal installments, subject to the continuing service of the Reporting Person on each vesting date.	
(5) 	1/4th of the RSUs vested on February 16, 2017, and the remainder will vest 1/16th quarterly over three years in equal installments, subject to the continuing service of the Reporting Person on each vesting date.	
(6) 	1/4th of the RSUs vested on August 16, 2017, and the remainder will vest 1/16th quarterly over three years in equal installments, subject to the continuing service of the Reporting Person on each vesting date.	
(7) 	1/4th of the RSUs vested on February 16, 2018, and the remainder will vest 1/16th quarterly over three years in equal installments, subject to the continuing service of the Reporting Person on each vesting date.	
(8) 	1/16th of the RSUs vested on May 16, 2018, and the remainder will vest 1/16th quarterly thereafter in equal installments, subject to the continuing service of the Reporting Person on each vesting date.	
(9) 	1/16th of the RSUs vested on May 16, 2019, and the remainder will vest 1/16th quarterly thereafter in equal installments, subject to the continuing service of the Reporting Person on each vesting date.	
(10) 	1/16th of the RSUs vested on November 16, 2019, and the remainder will vest 1/16th quarterly thereafter in equal installments, subject to the continuing service of the Reporting Person on each vesting date.	
(11) 	Each PSU represents a contingent right to receive one (1) share of the Class B Common Stock upon settlement for no consideration. The PSU vests on August 17, 2020, subject to the continuing service of the Reporting Person on such date.	

Reporting Owners	
Reporting Owner Name / Address	Relationships	
	Director	10% Owner	Officer	Other	
Nolan Mangini Siobhan
C/O CASTLIGHT HEALTH, INC.
150 SPEAR ST., SUITE 400
SAN FRANCISCO, CA 94105			President		

Signatures		
/s/ Trevor Dutcher, by power of attorney		11/19/2019	
**Signature of Reporting Person		Date

Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.	
*	If the form is filed by more than one reporting person, see Instruction 4(b)(v).	
**	Intentional misstatements or omissions of facts constitute Federal Criminal Violations. See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).	
Note:	File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.	
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB control number.