M.P. Eric Chan - 16 Aug 2021 Form 4 Insider Report for CASTLIGHT HEALTH, INC.

Role: Chief Accounting Officer
Signature: /s/ Mary Ahern, as attorney-in-fact
Issuer symbol: N/A
Transactions as of: 16 Aug 2021
Net transactions value: -$13,210
Form type: 4
Filing time: 17 Aug 2021, 20:04:54 UTC
Previous filing: 18 May 2021
Next filing: 18 Nov 2021
SEC: View on sec.gov

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	CSLT	Class B Common Stock	Options Exercise	$0	+4,687	+4.7%	$0.000000	104,862	16 Aug 2021	Direct
transaction	CSLT	Class B Common Stock	Options Exercise	$0	+1,563	+1.5%	$0.000000	106,425	16 Aug 2021	Direct
transaction	CSLT	Class B Common Stock	Options Exercise	$0	+1,875	+1.8%	$0.000000	108,300	16 Aug 2021	Direct
transaction	CSLT	Class B Common Stock	Options Exercise	$0	+6,250	+5.8%	$0.000000	114,550	16 Aug 2021	Direct
transaction	CSLT	Class B Common Stock	Options Exercise	$0	+6,250	+5.5%	$0.000000	120,800	16 Aug 2021	Direct
transaction	CSLT	Class B Common Stock	Sale	$13,210	-7,739	-6.4%	$1.71	113,061	17 Aug 2021	Direct	F1, F2

Derivative Securities (e.g., puts, calls, warrants, options, convertible securities)

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Underlying Class	Amount	Exercise Price	Ownership	Footnotes
transaction	CSLT	Restricted Stock Units (RSU)	Options Exercise	$0	-4,687	-50%	$0.000000	4,688	16 Aug 2021	Class B Common Stock	4,687		Direct	F3, F4
transaction	CSLT	Restricted Stock Units (RSU)	Options Exercise	$0	-1,563	-33%	$0.000000	3,118	16 Aug 2021	Class B Common Stock	1,563		Direct	F3, F5
transaction	CSLT	Restricted Stock Units (RSU)	Options Exercise	$0	-1,875	-14%	$0.000000	11,250	16 Aug 2021	Class B Common Stock	1,875		Direct	F3, F6
transaction	CSLT	Restricted Stock Units (RSU)	Options Exercise	$0	-6,250	-9.1%	$0.000000	62,500	16 Aug 2021	Class B Common Stock	6,250		Direct	F3, F7
transaction	CSLT	Restricted Stock Units (RSU)	Options Exercise	$0	-6,250	-6.7%	$0.000000	87,500	16 Aug 2021	Class B Common Stock	6,250		Direct	F3, F8

* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id	Content
F1	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.
F2	Represents the weighted average sales price per share. The shares sold at prices ranging from $1.6601 to $1.815 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.
F3	Each RSU represents a contingent right to receive one (1) share of the Class B Common Stock upon settlement for no consideration.
F4	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.
F5	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.
F6	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.
F7	1/16th of the RSUs vested 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.
F8	1/16th of the RSUs vested on May 16, 2021, and the remainder will vest 1/16th quarterly in equal installments, subject to the continuing service of the Reporting Person on each vesting date.