X0306 4 2021-12-19 0 0001654672 PINEAPPLE, INC. PNPL 0001782399 Hurwitz Randy J C/O PINEAPPLE, INC. 10351 SANTA MONICA BLVD., SUITE #420 LOS ANGELES CA 90025 1 0 0 0 Common Stock, $0.0000001 par value 2021-12-19 4 A 0 10000 A 605000 D Common Stock, $0.0000001 par value 2021-12-19 4 A 0 132000 A 639000 I See Footnotes The Shares of the Issuer's common stock reported herein were acquired by the Reporting Person in connection with his position as a member of the Issuer's Board of Directors. The Reporting Person owns 387,000 shares held by 63rd Place LLC ("63rd Place"), as the Reporting Person, a Manager of 63rd Place, holds shared voting and dispositive power over such shares. The Reporting Person disclaims beneficial ownership in such shares held by 63rd Place, except for his pecuniary interest therein. The Reporting Person owns 252,000 Represents shares held by Barr & Associates, LLC ("Barr & Associates"), as the Reporting Person, a Manager of Barr & Associates, holds shared voting and dispositive power over such shares. The Reporting Person disclaims beneficial ownership in such shares held by Barr & Associates, except for his pecuniary interest therein. /s/ Randy J. Hurwitz 2022-02-23