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 * Chan M.P. Eric 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)
Chief Accounting Officer
(Last)         (First)         (Middle)
C/O CASTLIGHT HEALTH, INC., 150 SPEAR STREET, SUITE 400
3. Date of Earliest Transaction (MM/DD/YYYY)
5/16/2020
(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  5/16/2020    M    4688  A $0.00  43540  D   
Class B Common Stock  5/16/2020    M    1563  A $0.00  45103  D   
Class B Common Stock  5/16/2020    M    1875  A $0.00  46978  D   
Class B Common Stock  5/16/2020    M    6250  A $0.00  53228  D   
Class B Common Stock  5/18/2020    S(1)    4705  D $0.7578 (2) 48523  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) 5/16/2020    M        4688    (4)  (4) Class B Common Stock  4688  $0.00  28125  D   
Restricted Stock Units (RSU)   (3) 5/16/2020    M        1563    (5)  (5) Class B Common Stock  1563  $0.00  10933  D   
Restricted Stock Units (RSU)   (3) 5/16/2020    M        1875    (6)  (6) Class B Common Stock  1875  $0.00  20625  D   
Restricted Stock Units (RSU)   (3) 5/16/2020    M        6250    (7)  (7) Class B Common Stock  6250  $0.00  93750  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 $0.75 to $0.7617 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, 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.
(5)  1/16th of the RSUs vested on May 16, 2018, and the remainder will vest 1/16th quarterly in equal installments, subject to the continuing service of the Reporting Person on each vesting date.
(6)  1/16th of the RSUs vested on May 16, 2019, and the remainder will vest 1/16th quarterly in equal installments, subject to the continuing service of the Reporting Person on each vesting date.
(7)  1/16th of the RSUs vest on May 16, 2020, and the remainder will vest 1/16th quarterly in equal installments, subject to the continuing service of the Reporting Person on each vesting date.

Reporting Owners
Reporting Owner Name / Address
Relationships
Director 10% Owner Officer Other
Chan M.P. Eric
C/O CASTLIGHT HEALTH, INC.
150 SPEAR STREET, SUITE 400
SAN FRANCISCO, CA 94105


Chief Accounting Officer

Signatures
/s/ Trevor Dutcher, by power of attorney 5/19/2020
**Signature of Reporting Person Date
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