X0306 4 2021-11-05 0 0001551306 Progyny, Inc. PGNY 0001789513 Bealer Jennifer C/O PROGYNY, INC. 1359 BROADWAY, 2ND FL NEW YORK NY 10018 0 1 0 0 EVP, General Counsel Common Stock 2021-11-05 4 S 0 5041 64.657 D 66590 D Common Stock 2021-11-05 4 S 0 1700 65.104 D 64890 D Common Stock 2021-11-05 4 S 0 2157 66.277 D 62733 D Common Stock 2021-11-05 4 S 0 981 67.094 D 61752 D Common Stock 2021-11-05 4 S 0 211 68.058 D 61541 D Common Stock 2021-11-08 4 A 0 30000 0 A 91541 D Common Stock 2021-11-08 4 S 0 3463 64.605 D 88078 D Common Stock 2021-11-08 4 S 0 11499 65.660 D 76579 D Common Stock 2021-11-08 4 S 0 6963 66.554 D 69616 D Common Stock 2021-11-08 4 S 0 200 67.165 D 69416 D Employee Stock Option (Right to Buy) 66.66 2021-11-08 4 A 0 115000 0 A 2031-11-07 Common Stock 115000 115000 D Shares sold pursuant to a Rule 10b5-1 trading plan entered into on June 28, 2021. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $64.51 to $65.47, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of 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 footnotes (2), (4), (5), (6), (8), (9), (10) and (11). The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $65.59 to $66.55, inclusive. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $66.60 to $67.51, inclusive. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $67.79 to $68.32, inclusive. Represents the number of shares of Issuer common stock underlying restricted stock units ("RSUs"). Each RSU represents a contingent right to receive one share of Issuer common stock. One-fourth (1/4th) of the RSUs will vest on November 8, 2022 and the remainder of the shares will vest in equal quarterly installments thereafter through November 8, 2025, subject to the Reporting Person continuing to provide service through each such date. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $64.11 to $65.04, inclusive. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $65.13 to $66.12, inclusive. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $66.15 to $67.12, inclusive. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $67.16 to $67.17, inclusive. One-fourth (1/4th) of the shares subject to the option will vest November 8, 2022 and the remainder of the shares will vest in equal quarterly installments thereafter through November 8, 2025, subject to the Reporting Person continuing to provide service through each such date. /s/ Jennifer Bealer 2021-11-09