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

Role: Chief Accounting Officer
Signature: /s/ Mary Ahern, as attorney-in-fact
Stock symbol: CSLT
Transactions as of: Aug 16, 2021
Transactions value $: -$13,210
Form type: 4
Date filed: 8/17/2021, 08:04 PM
Previous filing: May 18, 2021
Next filing: Nov 18, 2021

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	CSLT	Class B Common Stock	Options Exercise	$0	+4.69K	+4.68%	$0.00	105K	Aug 16, 2021	Direct
transaction	CSLT	Class B Common Stock	Options Exercise	$0	+1.56K	+1.49%	$0.00	106K	Aug 16, 2021	Direct
transaction	CSLT	Class B Common Stock	Options Exercise	$0	+1.88K	+1.76%	$0.00	108K	Aug 16, 2021	Direct
transaction	CSLT	Class B Common Stock	Options Exercise	$0	+6.25K	+5.77%	$0.00	115K	Aug 16, 2021	Direct
transaction	CSLT	Class B Common Stock	Options Exercise	$0	+6.25K	+5.46%	$0.00	121K	Aug 16, 2021	Direct
transaction	CSLT	Class B Common Stock	Sale	-$13.2K	-7.74K	-6.41%	$1.71	113K	Aug 17, 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	-4.69K	-49.99%	$0.00	4.69K	Aug 16, 2021	Class B Common Stock	4.69K		Direct	F3, F4
transaction	CSLT	Restricted Stock Units (RSU)	Options Exercise	$0	-1.56K	-33.39%	$0.00	3.12K	Aug 16, 2021	Class B Common Stock	1.56K		Direct	F3, F5
transaction	CSLT	Restricted Stock Units (RSU)	Options Exercise	$0	-1.88K	-14.29%	$0.00	11.3K	Aug 16, 2021	Class B Common Stock	1.88K		Direct	F3, F6
transaction	CSLT	Restricted Stock Units (RSU)	Options Exercise	$0	-6.25K	-9.09%	$0.00	62.5K	Aug 16, 2021	Class B Common Stock	6.25K		Direct	F3, F7
transaction	CSLT	Restricted Stock Units (RSU)	Options Exercise	$0	-6.25K	-6.67%	$0.00	87.5K	Aug 16, 2021	Class B Common Stock	6.25K		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.