X0306 4/A 2020-09-14 2020-09-16 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 2020-09-14 4 C 0 30000 A 518453 D Class A Common Stock 2020-09-14 4 C 0 30000 0.00 D Class B Common Stock 30000 0 D Each share of issuer's Class A Common Stock is convertible at any time at the option of the holder into one (1) share of Class B Common Stock. In addition, each share of Class A Common Stock will convert automatically into one (1) share of Class B Common Stock upon the transfer, whether or not for value, to any transferee who is not a "Permitted Transferee", as defined in the issuer's Restated Certificate of Incorporation in effect as of the date hereof. The shares of Class A Common Stock have no expiration date. Each share of the issuer's Class A Common Stock will convert automatically into one (1) share of Class B Common Stock upon the earliest to occur of the following: (a) the first date on which the number of shares of Class A Common Stock then outstanding is less than 15,340,384 shares, (b) March 19, 2024, or (c) a time and date approved in writing by holders of at least a majority of the then-outstanding shares of Class A Common Stock. This amended Form 4 is being filed solely to report the conversion of the Class A Common Stock issued in connection with the exercise of an option to purchase Class A Common Stock to Class B Common Stock. All other transactions reported on the Form 4 filed on September 16, 2020 remain the same. /s/ Alex Shvartsman, by power of attorney 2020-10-20