William Bondurant - Aug 16, 2021 Form 4 Insider Report for CASTLIGHT HEALTH, INC. (CSLT)

Signature
/s/ Mary Ahern, as attorney-in-fact
Stock symbol
CSLT
Transactions as of
Aug 16, 2021
Transactions value $
-$38,930
Form type
4
Date filed
8/17/2021, 08:02 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 +1.25K +0.45% $0.00 281K Aug 16, 2021 Direct
transaction CSLT Class B Common Stock Options Exercise $0 +1.25K +0.44% $0.00 283K Aug 16, 2021 Direct
transaction CSLT Class B Common Stock Options Exercise $0 +3.13K +1.11% $0.00 286K Aug 16, 2021 Direct
transaction CSLT Class B Common Stock Options Exercise $0 +2.81K +0.98% $0.00 289K Aug 16, 2021 Direct
transaction CSLT Class B Common Stock Options Exercise $0 +17.6K +6.1% $0.00 306K Aug 16, 2021 Direct
transaction CSLT Class B Common Stock Options Exercise $0 +18.8K +6.12% $0.00 325K Aug 16, 2021 Direct
transaction CSLT Class B Common Stock Options Exercise $0 +16K +4.93% $0.00 341K Aug 16, 2021 Direct
transaction CSLT Class B Common Stock Sale -$38.9K -22.8K -6.68% $1.71 318K 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 -1.25K -100% $0.00* 0 Aug 16, 2021 Class B Common Stock 1.25K Direct F3, F4
transaction CSLT Restricted Stock Units (RSU) Options Exercise $0 -1.25K -20% $0.00 5K Aug 16, 2021 Class B Common Stock 1.25K Direct F3, F5
transaction CSLT Restricted Stock Units (RSU) Options Exercise $0 -3.13K -20% $0.00 12.5K Aug 16, 2021 Class B Common Stock 3.13K Direct F3, F5
transaction CSLT Restricted Stock Units (RSU) Options Exercise $0 -2.81K -14.29% $0.00 16.9K Aug 16, 2021 Class B Common Stock 2.81K Direct F3, F6
transaction CSLT Restricted Stock Units (RSU) Options Exercise $0 -17.6K -10% $0.00 158K Aug 16, 2021 Class B Common Stock 17.6K Direct F3, F7
transaction CSLT Restricted Stock Units (RSU) Options Exercise $0 -18.8K -9.09% $0.00 188K Aug 16, 2021 Class B Common Stock 18.8K Direct F3, F8
transaction CSLT Restricted Stock Units (RSU) Options Exercise $0 -16K -6.67% $0.00 224K Aug 16, 2021 Class B Common Stock 16K Direct F3, F9
* 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 $1.66 to $1.815 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 August 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 November 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 February 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, 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.
F9 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.