X0306 4 2014-05-27 0001532063 Express Scripts Holding Co. ESRX 0001252016 WENTWORTH TIMOTHY C C/O EXPRESS SCRIPTS HOLDING COMPANY ONE EXPRESS WAY ST. LOUIS MO 63121 0 1 0 0 President Common Stock 2014-05-27 4 M 0 41029 46.49 A 142331.667 D Common Stock 2014-05-27 4 M 0 86160 47.61 A 228491.667 D Common Stock 2014-05-27 4 S 0 105677 70.47 D 122814.667 D Common Stock 2014-05-28 5 G 0 25425 0 D 97389.667 D Non-Qualified Stock Option (Right-to-Buy) 46.49 2014-05-27 4 M 0 41029 D 2021-02-25 Express Scripts Holding Company Common Stock 41029 0 D Non-Qualified Stock Option (Right-to-Buy) 47.61 2014-05-27 4 M 0 86160 D 2022-02-24 Express Scripts Holding Company Common Stock 86160 43081 D The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $70.38 to $70.71, inclusive. The Reporting Person undertakes to provide to Express Scripts Holding Company, any security holder of Express Scripts Holding Company, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price. Grant of stock option pursuant to the Medco Health Solutions, Inc. Amended and Restated Stock Incentive Plan. All shares vested on February 25, 2014. Grant of stock option pursuant to the Medco Health Solutions, Inc. Amended and Restated Stock Incentive Plan. Vests in three equal installments on February 24, 2013, February 24, 2014, and February 24, 2015. /s/ Timothy C. Wentworth 2014-05-29