X0306 4 2022-08-11 0 0001785592 Leafly Holdings, Inc. /DE LFLY 0001746070 Kennedy Brendan 4111 E. MADISON ST., SUITE 143 SEATTLE WA 98112 0 0 1 0 Common Stock 2022-08-11 4 S 0 50000 2.2143 D 4047603 D Common Stock 2022-08-12 4 S 0 50000 2.0849 D 3997603 D Common Stock 2022-08-15 4 S 0 50000 2.0157 D 3947603 D Common Stock 2022-08-11 4 S 0 5052 2.2143 D 126466 I By Cavendish Privateers LLC Common Stock 2022-08-12 4 S 0 5000 2.0849 D 121466 I By Cavendish Privateers LLC Common Stock 2022-08-15 4 S 0 4948 2.0157 D 116518 I By Cavendish Privateers LLC The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $2.12 to $2.45, 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 this footnote 1 to this Form 4. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $1.975 to $2.23, 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 this footnote 2 to this Form 4. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $1.995 to $2.17, 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 this footnote 3 to this Form 4. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $2.12 to $2.45, 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 this footnote 4 to this Form 4. The Reporting Person is the sole member of Cavendish Privateers LLC and has sole voting and investment power with respect to the shares held by Cavendish Privateers LLC. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $1.975 to $2.23, 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 this footnote 6 to this Form 4. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $1.995 to $2.17, 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 this footnote 7 to this Form 4. /s/ Brendan Kennedy 2022-08-19