X0306 4 2018-07-09 0 0001433714 CASTLIGHT HEALTH, INC. CSLT 0001718608 Cohen Seth B. C/O CASTLIGHT HEALTH, INC. 150 SPEAR ST., SUITE 400 SAN FRANCISCO CA 94105 1 0 0 0 Class B Common Stock 2018-07-09 4 S 0 3290 4.50 D 322226 D Class B Common Stock 2018-07-09 4 S 0 200 4.525 D 322026 D Class B Common Stock 2018-07-10 4 S 0 1400 4.50 D 320626 D Class B Common Stock 2018-07-11 4 S 0 5110 4.5088 D 315516 D This transaction was effected pursuant to a 10b5-1 trading plan previously adopted by the Reporting Person. Represents the aggregate of sales effected on the same day at different prices. Represents the weighted average sales price per share. The shares sold at prices ranging from $4.50 to $4.55 per share. Full information regarding the number of shares sold at each price 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. /s/ Jennifer Chaloemtiarana, by power of attorney 2018-07-11