X0306 4 2019-01-10 1 0001419625 Apptio Inc APTI 0001381752 McIlwain Matthew S 999 THIRD AVENUE, 34TH FLOOR SEATTLE WA 98104 1 0 0 0 Class A Common Stock 2018-12-13 4 G 0 3600 0.00 D 58584 D Class A Common Stock 2018-12-21 4 G 0 3000 0.00 D 55584 D Class A Common Stock 2018-12-21 4 G 0 14971 0.00 D 40613 D Class A Common Stock 2019-01-10 4 D 0 23916 D 0 I See Footnote Class A Common Stock 2019-01-10 4 D 0 40613 D 0 D Stock Option (right to buy) 14.31 2019-01-10 4 D 0 30000 D 2025-11-05 Common Stock 30000 0 D Disposed of pursuant to the merger agreement between Apptio, Inc., Bellevue Parent, LLC, and Bellevue Merger Sub, Inc. (the "Merger Agreement") in exchange for a cash payment of $38.00 per share. Shares held by the McIlwain Family GST Trust. Includes 4,652 restricted stock units which vested solely as a result of the consummation of the Merger Agreement, which were cancelled and automatically converted into the right to receive a cash payment of $38.00 per share. Includes 7,545 options which vested solely as a result of the consummation of the Merger Agreement, which were cancelled and automatically converted into the right to receive a cash payment of $38.00 per share, less the applicable exercise price of the option, subject to any required withholding of taxes. Includes 22,455 vested options which were cancelled and automatically converted into the right to receive $38.00 per share, less the applicable per share exercise price and subject to any applicable withholding taxes. 1/3rd of the shares subject to the option shall become vested on September 29, 2017 and 1/36th of the shares subject to the option shall vest monthly thereafter for the next 24 months. The option is subject to an early exercise right and may be exercised in full prior to the vesting of the shares underlying the option, subject to the issuer's right of repurchase. /s/ John Morrow Attorney-in-Fact for Matthew S McIlwain 2019-01-11