X0306 4 2020-12-31 0 0001433714 CASTLIGHT HEALTH, INC. CSLT 0001742487 O'Meara Maeve C/O CASTLIGHT HEALTH, INC. 150 SPEAR STREET, SUITE 400 SAN FRANCISCO CA 94105 1 1 0 0 Chief Executive Officer Class B Common Stock 2020-12-31 4 M 0 33300 0.00 A 1257374 D Class B Common Stock 2020-12-31 4 F 0 16511 1.30 D 1240863 D Restricted Stock Units (RSU) 2020-12-31 4 M 0 33300 0.00 D Class B Common Stock 33300 0 D Represents the number of shares of Class B Common Stock that have been withheld by the Issuer to satisfy its income tax withholding and remittance obligations in connection with the net settlement of the RSUs and does not represent a sale by the Reporting Person. Each RSU represents a contingent right to receive one (1) share of the Class B Common Stock upon settlement for no consideration. 33.3% of the RSUs vested on each of December 31, 2018, December 31, 2019 and December 31, 2020, subject to the continuing service of the Reporting Person on each vesting date. /s/ Mary Ahern, as attorney-in-fact 2021-01-05