X0306 4 2022-06-10 0 0001540755 Anaplan, Inc. PLAN 0001249051 CALDERONI FRANK C/O ANAPLAN, INC. 50 HAWTHORNE STREET SAN FRANCISCO CA 94105 1 1 0 0 Chairman and CEO Common Stock 2022-06-10 4 M 0 51113 A 804555 D Common Stock 2022-06-10 4 M 0 9760 A 814315 D Common Stock 2022-06-10 4 M 0 8361 A 822676 D Common Stock 2022-06-10 4 M 0 4328 A 827004 D Common Stock 2022-06-13 4 S 0 25536 62.8308 D 801468 D Common Stock 2022-06-13 4 S 0 4877 62.8308 D 796591 D Common Stock 2022-06-13 4 S 0 4178 62.8308 D 792413 D Common Stock 2022-06-13 4 S 0 2163 62.8309 D 790250 D Common Stock 381459 I By trust Restricted Stock Units 2022-06-10 4 M 0 51113 0.00 D Common Stock 51113 51112 D Restricted Stock Units 2022-06-10 4 M 0 9760 0.00 D Common Stock 9760 39038 D Restricted Stock Units 2022-06-10 4 M 0 8361 0.00 D Common Stock 8361 58531 D Restricted Stock Units 2022-06-10 4 M 0 4328 0.00 D Common Stock 4328 47598 D The Reporting Person received Restricted Stock Units ("RSUs") that represent a contingent right to receive one share of Common Stock for each RSU upon the satisfaction of applicable vesting conditions. The shares were issued pursuant to vested RSUs. Includes 550 shares acquired by the Reporting Person pursuant to the Issuer's 2018 Employee Stock Purchase Plan in transactions that were exempt under Rule 16b-3(c). The sales reported represent shares of Common Stock required to be sold by the Reporting Person to cover tax withholding obligations in connection with the vesting and settlement of RSUs. These sales are mandated by the issuer's election under its equity incentive plans to require the satisfaction of tax withholding obligations to be funded by a "sell to cover" transaction and do not represent discretionary trades by the Reporting Person. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices within the range of $62.83 to $63.1406, inclusive. The Reporting Person undertakes to provide to the Issuer or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this Form 4. The shares are held by the Frank Calderoni & Brenda Zawatski Living Trust U/A/D 3/11/05, of which the Reporting Person and his wife are trustees and beneficiaries. The Reporting Person was granted RSUs which represent a contingent right to receive one share of Common Stock for each RSU. 50% of the RSUs vested on September 10, 2020, with the remainder vesting in equal quarterly installments thereafter provided that the Reporting Person remains in continuous service on each vesting date. Unless otherwise provided, on each vesting date, shares of Common Stock will automatically be sold to satisfy the Reporting Person's tax withholding obligations in a non-discretionary transaction. The Reporting Person was granted RSUs which represent a contingent right to receive one share of Common Stock for each RSU. The RSUs vest quarterly over 4 years with the first vest date on September 10, 2019, provided that the Reporting Person remains in continuous service on each vesting date. Unless otherwise provided, on each vesting date, shares of Common Stock will automatically be sold to satisfy the Reporting Person's tax withholding obligations in a non-discretionary transaction. The Reporting Person was granted RSUs which represent a contingent right to receive one share of Common Stock for each RSU. The RSUs vest quarterly over 4 years with the first vest date on June 10, 2020, provided that the Reporting Person remains in continuous service on each vesting date. Unless otherwise provided, on each vesting date, shares of Common Stock will automatically be sold to satisfy the Reporting Person's tax withholding obligations in a non-discretionary transaction. The Reporting Person was granted RSUs which represent a contingent right to receive one share of Common Stock for each RSU. The RSUs vest quarterly over 4 years with the first vest date on June 10, 2021, provided that the Reporting Person remains in continuous service on each vesting date. Unless otherwise provided, on each vesting date shares of Common Stock will automatically be sold tosatisfy the Reporting Person's tax withholding obligations in a non-discretionary transaction. /s/ Gary Spiegel - Attorney-in-Fact 2022-06-14