X0206 3 2018-01-01 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 124898 D Class B Common Stock 6375 D Class B Common Stock 13125 D Class B Common Stock 38672 D Class B Common Stock 60000 D Director Stock Option (right to buy) 2.99 2026-02-23 Class B Common Stock 5146 D Represents an award of restricted stock units ("RSUs"). The RSUs will vest in equal quarterly installments over one year, beginning on February 17, 2018. Each RSU represents a contingent right to receive one share of the Issuer's Class B common stock upon settlement for no consideration. Represents an award of RSUs. The RSUs will vest in equal quarterly installments over two years, beginning on February 15, 2018. Each RSU represents a contingent right to receive one share of the Issuer's Class B common stock upon settlement for no consideration. Represents an award of RSUs. The RSUs will vest in equal quarterly installments over three years, beginning on February 16, 2018. Each RSU represents a contingent right to receive one share of the Issuer's Class B common stock upon settlement for no consideration. Represents an award of RSUs. 25% of the RSUs will vest on February 16, 2018 and the remainder will vest on each quarterly anniversary thereafter in equal installments. Each RSU represents a contingent right to receive one share of the Issuer's Class B common stock upon settlement for no consideration. The shares subject to the stock option will vest in 48 equal monthly installments beginning on January 24, 2018, until such time as the option is 100% vested, subject to the continuing service of the Reporting Person on each vesting date. /s/ Jennifer Chaloemtiarana, by power of attorney 2018-01-03