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

Role
Chief Financial Officer
Signature
/s/ Mary Ahern, as attorney-in-fact
Issuer symbol
N/A
Transactions as of
16 May 2021
Net transactions value
-$38,273
Form type
4
Filing time
18 May 2021, 18:51:19 UTC
Next filing
17 Aug 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 +625 +0.26% $0.000000 243,084 16 May 2021 Direct F1
transaction CSLT Class B Common Stock Options Exercise $0 +1,250 +0.51% $0.000000 244,334 16 May 2021 Direct
transaction CSLT Class B Common Stock Options Exercise $0 +1,250 +0.51% $0.000000 245,584 16 May 2021 Direct
transaction CSLT Class B Common Stock Options Exercise $0 +3,125 +1.3% $0.000000 248,709 16 May 2021 Direct
transaction CSLT Class B Common Stock Options Exercise $0 +2,812 +1.1% $0.000000 251,521 16 May 2021 Direct
transaction CSLT Class B Common Stock Options Exercise $0 +17,606 +7% $0.000000 269,127 16 May 2021 Direct
transaction CSLT Class B Common Stock Options Exercise $0 +18,750 +7% $0.000000 287,877 16 May 2021 Direct
transaction CSLT Class B Common Stock Options Exercise $0 +16,031 +5.6% $0.000000 303,908 16 May 2021 Direct
transaction CSLT Class B Common Stock Sale $38,273 -23,750 -7.8% $1.61 280,158 17 May 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% $0.000000* 0 16 May 2021 Class B Common Stock 625 Direct F4, F5
transaction CSLT Restricted Stock Units (RSU) Options Exercise $0 -1,250 -50% $0.000000 1,250 16 May 2021 Class B Common Stock 1,250 Direct F4, F6
transaction CSLT Restricted Stock Units (RSU) Options Exercise $0 -1,250 -17% $0.000000 6,250 16 May 2021 Class B Common Stock 1,250 Direct F4, F7
transaction CSLT Restricted Stock Units (RSU) Options Exercise $0 -3,125 -17% $0.000000 15,625 16 May 2021 Class B Common Stock 3,125 Direct F4, F7
transaction CSLT Restricted Stock Units (RSU) Options Exercise $0 -2,812 -12% $0.000000 19,688 16 May 2021 Class B Common Stock 2,812 Direct F4, F8
transaction CSLT Restricted Stock Units (RSU) Options Exercise $0 -17,606 -9.1% $0.000000 176,057 16 May 2021 Class B Common Stock 17,606 Direct F4, F9
transaction CSLT Restricted Stock Units (RSU) Options Exercise $0 -18,750 -8.3% $0.000000 206,250 16 May 2021 Class B Common Stock 18,750 Direct F4, F10
transaction CSLT Restricted Stock Units (RSU) Options Exercise $0 -16,031 -6.2% $0.000000 240,469 16 May 2021 Class B Common Stock 16,031 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.