X0306 4 2021-12-03 0001835567 Pear Therapeutics, Inc. PEAR 0001881045 Maricich Yuri C/O PEAR THERAPEUTICS, INC. 200 STATE STREET, 13TH FLOOR BOSTON MA 02109 0 1 0 0 Chief Medical Officer Class A Common Stock 2021-12-03 4 A 0 73620 A 73620 D Stock Option (Right to Buy) 0.02 2021-12-03 4 A 0 73620 A 2025-05-05 Common Stock 73620 73620 D Stock Option (Right to Buy) 0.68 2021-12-03 4 A 0 44172 A 2027-12-13 Common Stock 44172 44172 D Stock Option (Right to Buy) 0.14 2021-12-03 4 A 0 176689 A 2026-05-10 Common Stock 176689 176689 D Stock Option (Right to Buy) 0.72 2021-12-03 4 A 0 103068 A 2028-03-21 Common Stock 103068 103068 D Stock Option (Right to Buy) 1.08 2021-12-03 4 A 0 88344 A 2029-03-14 Common Stock 88344 88344 D Stock Option (Right to Buy) 1.09 2021-12-03 4 A 0 103068 A 2030-03-24 Common Stock 103068 103068 D Stock Option (Right to Buy) 1.29 2021-12-03 4 A 0 220862 A 2031-01-26 Common Stock 220862 220862 D Received in accordance with the terms of the Business Combination Agreement (the "Business Combination Agreement") dated as of June 21, 2021, by and among Thimble Point Acquisition Corp., Oz Merger Sub, Inc. and Pear Therapeutics (US), Inc. (f/k/a Pear Therapeutics, Inc.) ("Private Pear"), in exchange for 50,000 shares of common stock of Private Pear previously held by Mr. Maricich. 100% of the shares subject to this option are fully vested and exercisable. Received in accordance with the terms of the Business Combination Agreement in exchange for an option to acquire 50,000 shares of common stock of Private Pear for $0.02 per share. Received in accordance with the terms of the Business Combination Agreement in exchange for an option to acquire 30,000 shares of common stock of Private Pear for $1.00 per share. Received in accordance with the terms of the Business Combination Agreement in exchange for an option to acquire 120,000 shares of common stock of Private Pear for $0.20 per share. Received in accordance with the terms of the Business Combination Agreement in exchange for an option to acquire 70,000 shares of common stock of Private Pear for $1.05 per share. 25% of the shares underlying the option vested or shall vest on March 14, 2020 and an additional 2.0833 and 1/3% of the shares vested or shall vest on the last day of each calendar month thereafter. Received in accordance with the terms of the Business Combination Agreement in exchange for an option to acquire 60,000 shares of common stock of Private Pear for $1.58 per share. 25% of the shares underlying the option vested or shall vest on March 24, 2021 and an additional 2.0833 and 1/3% of the shares vested or shall vest on the last day of each calendar month thereafter. Received in accordance with the terms of the Business Combination Agreement in exchange for an option to acquire 70,000 shares of common stock of Private Pear for $1.60 per share. 25% of the shares underlying the option vested or shall vest on January 26, 2022 and an additional 2.0833 and 1/3% of the shares vested or shall vest on the last day of each calendar month thereafter. Received in accordance with the terms of the Business Combination Agreement in exchange for an option to acquire 150,000 shares of common stock of Private Pear for $1.89 per share. /s/ Stacie S. Aarestad, Attorney-in-Fact 2021-12-07