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

Role
Chief Financial Officer
Signature
/s/ Mary Ahern, as attorney-in-fact
Stock symbol
CSLT
Transactions as of
May 16, 2021
Transactions value $
-$38,273
Form type
4
Date filed
5/18/2021, 06:51 PM
Next filing
Aug 17, 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 +625 +0.26% $0.00 243K May 16, 2021 Direct F1
transaction CSLT Class B Common Stock Options Exercise $0 +1.25K +0.51% $0.00 244K May 16, 2021 Direct
transaction CSLT Class B Common Stock Options Exercise $0 +1.25K +0.51% $0.00 246K May 16, 2021 Direct
transaction CSLT Class B Common Stock Options Exercise $0 +3.13K +1.27% $0.00 249K May 16, 2021 Direct
transaction CSLT Class B Common Stock Options Exercise $0 +2.81K +1.13% $0.00 252K May 16, 2021 Direct
transaction CSLT Class B Common Stock Options Exercise $0 +17.6K +7% $0.00 269K May 16, 2021 Direct
transaction CSLT Class B Common Stock Options Exercise $0 +18.8K +6.97% $0.00 288K May 16, 2021 Direct
transaction CSLT Class B Common Stock Options Exercise $0 +16K +5.57% $0.00 304K May 16, 2021 Direct
transaction CSLT Class B Common Stock Sale -$38.3K -23.8K -7.81% $1.61 280K May 17, 2021 Direct F2, F3

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 -625 -100% $0.00* 0 May 16, 2021 Class B Common Stock 625 Direct F4, F5
transaction CSLT Restricted Stock Units (RSU) Options Exercise $0 -1.25K -50% $0.00 1.25K May 16, 2021 Class B Common Stock 1.25K Direct F4, F6
transaction CSLT Restricted Stock Units (RSU) Options Exercise $0 -1.25K -16.67% $0.00 6.25K May 16, 2021 Class B Common Stock 1.25K Direct F4, F7
transaction CSLT Restricted Stock Units (RSU) Options Exercise $0 -3.13K -16.67% $0.00 15.6K May 16, 2021 Class B Common Stock 3.13K Direct F4, F7
transaction CSLT Restricted Stock Units (RSU) Options Exercise $0 -2.81K -12.5% $0.00 19.7K May 16, 2021 Class B Common Stock 2.81K Direct F4, F8
transaction CSLT Restricted Stock Units (RSU) Options Exercise $0 -17.6K -9.09% $0.00 176K May 16, 2021 Class B Common Stock 17.6K Direct F4, F9
transaction CSLT Restricted Stock Units (RSU) Options Exercise $0 -18.8K -8.33% $0.00 206K May 16, 2021 Class B Common Stock 18.8K Direct F4, F10
transaction CSLT Restricted Stock Units (RSU) Options Exercise $0 -16K -6.25% $0.00 240K May 16, 2021 Class B Common Stock 16K Direct F4, F11
* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id Content
F1 Includes 1,397 shares of Class B Common Stock acquired under the issuer's employee stock purchase plan on February 28, 2021.
F2 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.
F3 Represents the weighted average sales price per share. The shares sold at prices ranging from $1.5401 to $1.74 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.
F4 Each RSU represents a contingent right to receive one (1) share of the Class B Common Stock upon settlement for no consideration.
F5 1/4th of the RSUs vested on May 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.
F6 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.
F7 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.
F8 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.
F9 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.
F10 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.
F11 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.