REFI · Chicago Atlantic Real Estate Finance, Inc. · Insider Trading

The price reported reflects the weighted-average purchase price from several discrete transactions executed throughout the Transaction Date at prices that ranged from $10.65 to $10.67 per share. Upon request, the Reporting Person has agreed to provide to the Issuer, any security holder of the Issuer or the staff of the Securities and Exchange Commission full information regarding the number of shares purchased at each price within the range set forth in this footnote.

On April 20, 2026, Mr. Sack was awarded 37,099 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 37,099 restricted shares of common stock will vest over a three-year period, with one-third of the restricted stock vesting after 12 months, 24 months and 36 months, respectively.

On April 20, 2026, Mr. Sack was awarded 37,099 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 37,099 restricted shares of common stock will vest over a three-year period, with one-third of the restricted stock vesting after 12 months, 24 months and 36 months, respectively.

On April 20, 2026, Mr. Sack was awarded 37,099 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 37,099 restricted shares of common stock will vest over a three-year period, with one-third of the restricted stock vesting after 12 months, 24 months and 36 months, respectively.

The price reported reflects the weighted-average purchase price from several discrete transactions executed throughout the Transaction Date at prices that ranged from $10.17 to $10.29 per share. Upon request, the Reporting Person has agreed to provide to the Issuer, any security holder of the Issuer or the staff of the Securities and Exchange Commission full information regarding the number of shares purchased at each price within the range set forth in this footnote.

The price reported reflects the weighted-average purchase price from (3) discrete transactions executed throughout the Transaction Date at prices that ranged from $10.32 to $10.42 per share. Upon request, the Reporting Person has agreed to provide to the Issuer, any security holder of the Issuer or the staff of the Securities and Exchange Commission full information regarding the number of shares purchased at each price within the range set forth in this footnote.

On April 20, 2026, Dr. Papastavrou was awarded 6,324 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 6,324 restricted shares of common stock will vest over a one-year period.

On April 20, 2026, Mr. Kite was awarded 37,099 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 37,099 restricted shares of common stock will vest over a three-year period, with one-third of the restricted stock vesting after 12 months, 24 months and 36 months, respectively.

On April 20, 2026, Mr. Silverman was awarded 32,462 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 32,462 restricted shares of common stock will vest over a three-year period, with one-third of the restricted stock vesting after 12 months, 24 months and 36 months, respectively.

On April 20, 2026, Mr. Sack was awarded 37,099 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 37,099 restricted shares of common stock will vest over a three-year period, with one-third of the restricted stock vesting after 12 months, 24 months and 36 months, respectively.

On April 20, 2026, Ms. Stavola was awarded 6,324 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 6,324 restricted shares of common stock will vest over a one year period.

On April 20, 2026, Mr. Cappell was awarded 37,099 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 37,099 restricted shares of common stock will vest over a three-year period, with one-third of the restricted stock vesting after 12 months, 24 months and 36 months, respectively.

On April 20, 2026, Mr. Konigsberg was awarded 6,324 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 6,324 restricted shares of common stock will vest over a one-year period.

On April 20, 2026, Mr. Mazarakis was awarded 37,099 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 37,099 restricted shares of common stock will vest over a three-year period, with one-third of the restricted stock vesting after 12 months, 24 months and 36 months, respectively.

The Reporting Person disclaims beneficial ownership of shares held in trust for which he serves as trustee or co-trustee.

On April 1, 2025, Mr. Kite was awarded 28,398 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 28,398 restricted shares of common stock will vest over a three-year period, with one-third of the restricted stock vesting after 12 months, 24 months and 36 months, respectively.

The reporting person disclaims beneficial ownership of these shares, except to the extent of his pecuniary interest therein.

On April 1, 2025, Dr. Papastavrou was awarded 5,071 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 5,071 restricted shares of common stock will vest over a one-year period.

On April 1, 2025, Mr. Sack was awarded 28,398 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 28,398 restricted shares of common stock will vest over a three-year period, with one-third of the restricted stock vesting after 12 months, 24 months and 36 months, respectively.

On April 1, 2025, Mr. Kite was awarded 28,398 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 28,398 restricted shares of common stock will vest over a three-year period, with one-third of the restricted stock vesting after 12 months, 24 months and 36 months, respectively.

The price reported is a weighted average price. The reporting person undertakes to provide the Company, any security holder of the Company, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares purchased at each specific price.

On April 1, 2025, Mr. Sack was awarded 28,398 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 28,398 restricted shares of common stock will vest over a three-year period, with one-third of the restricted stock vesting after 12 months, 24 months and 36 months, respectively.

On April 1, 2025, Mr. Kite was awarded 28,398 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 28,398 restricted shares of common stock will vest over a three-year period, with one-third of the restricted stock vesting after 12 months, 24 months and 36 months, respectively.

On April 1, 2025, Mr. Konigsberg was awarded 5,071 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 5,071 restricted shares of common stock will vest over a one-year period.

On April 1, 2025, Dr. Papastavrou was awarded 5,071 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 5,071 restricted shares of common stock will vest over a one-year period.

On April 1, 2025, Mr. Steiner was awarded 5,071 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 5,071 restricted shares of common stock will vest over a one year period.

Includes 185,931 shares distributed by Chicago Atlantic Management, LLC and Chicago Atlantic CRE Manager, LLC, the managing members of Chicago Atlantic Fund, LLC and Chicago Atlantic CRE Holdings, LLC, respectively, in connection with the distribution of shares of Chicago Atlantic Real Estate Finance, Inc. held by Chicago Atlantic Fund, LLC and Chicago Atlantic CRE Holdings, LLC to their members pursuant to the terms of their respective operating agreements for no consideration.

Includes shares acquired through the Registrant's dividend reinvestment plan.

On April 1, 2025, Mr. Silverman was awarded 8,993 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 8,993 restricted shares of common stock will vest over a three-year period, with one-third of the restricted stock vesting after 12 months, 24 months and 36 months, respectively.

On April 1, 2025, Mr. Mazarakis was awarded 28,398 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 28,398 restricted shares of common stock will vest over a three-year period, with one-third of the restricted stock vesting after 12 months, 24 months and 36 months, respectively.

On April 1, 2025, Dr. Bodmeier was awarded 28,398 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 28,398 restricted shares of common stock will vest over a three-year period, with one-third of the restricted stock vesting after 12 months, 24 months and 36 months, respectively.

On April 1, 2025, Mr. Cappell was awarded 28,398 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 28,398 restricted shares of common stock will vest over a three-year period, with one-third of the restricted stock vesting after 12 months, 24 months and 36 months, respectively.

The Reporting Person's sale of Issuer's common stock reported herein was transacted by the Reporting Person's broker as a result of a new margin requirement recently instituted for the account. Upon discovery of such transaction, the Reporting Person acquired an equivalent number of Issuer's shares in the open market. The Reporting Person realized short-swing profits of $105 under Section 16(b) of the Securities Exchange Act of 1934, as amended, as a result of the sale and subsequent purchase of the Issuer's common shares reported herein. The Reporting Person has voluntarily disgorged to the Issuer all of such short-swing profits realized by the Reporting Person from such transactions.

The Reporting Person's sale of Issuer's common stock reported herein was transacted by the Reporting Person's broker as a result of a new margin requirement recently instituted for the account. Upon discovery of such transaction, the Reporting Person acquired an equivalent number of Issuer's shares in the open market. The Reporting Person realized short-swing profits of $105 under Section 16(b) of the Securities Exchange Act of 1934, as amended, as a result of the sale and subsequent purchase of the Issuer's common shares reported herein. The Reporting Person has voluntarily disgorged to the Issuer all of such short-swing profits realized by the Reporting Person from such transactions.

On April 1, 2024, Mr. Cappell was awarded 43,655 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 43,655 restricted shares of common stock will vest over a three year period, with one-third of the restricted stock vesting after 12 months, 24 months and 36 months, respectively.

On April 1, 2024, Dr. Papastavrou was awarded 4,811 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 4,811 restricted shares of common stock will vest over a one year period.

On April 1, 2024, Mr. Gulbrandsen was awarded 4,811 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 4,811 restricted shares of common stock will vest over a one year period.

Includes 836,970 shares distributed by Chicago Atlantic Management, LLC and Chicago Atlantic CRE Manager, LLC, the managing members of Chicago Atlantic Fund QP, LLC and Chicago Atlantic CRE Holdings, LLC, respectively, in connection with the distribution of shares of Chicago Atlantic Real Estate Finance, Inc. held by Chicago Atlantic Fund QP, LLC and Chicago Atlantic CRE Holdings, LLC to their members pursuant to the terms of their respective operating agreements for no consideration.

On April 1, 2024, Mr. Sack was awarded 11,388 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 11,388 restricted shares of common stock will vest over a three year period, with one-third of the restricted stock vesting after 12 months, 24 months and 36 months, respectively.

On April 1, 2024, Mr. Mazarakis was awarded 43,655 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 43,655 restricted shares of common stock will vest over a three year period, with one-third of the restricted stock vesting after 12 months, 24 months and 36 months, respectively.

On April 1, 2024, Mr. Herbst was awarded 4,811 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 4,811 restricted shares of common stock will vest over a one year period.

On April 1, 2024, Mr. Steiner was awarded 4,811 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 4,811 restricted shares of common stock will vest over a one year period.

Includes 185,931 shares distributed by Chicago Atlantic Management, LLC and Chicago Atlantic CRE Manager, LLC, the managing members of Chicago Atlantic Fund, LLC and Chicago Atlantic CRE Holdings, LLC, respectively, in connection with the distribution of shares of Chicago Atlantic Real Estate Finance, Inc. held by Chicago Atlantic Fund, LLC and Chicago Atlantic CRE Holdings, LLC to their members pursuant to the terms of their respective operating agreements for no consideration.

Includes shares acquired through the Registrant's dividend reinvestment plan.

On April 1, 2024, Mr. Konigsberg was awarded 4,811 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 4,811 restricted shares of common stock will vest over a one year period.

On April 1, 2024, Dr. Bodmeier was awarded 43,655 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 43,655 restricted shares of common stock will vest over a three year period, with one-third of the restricted stock vesting after 12 months, 24 months and 36 months, respectively.

On April 1, 2024, Mr. Silverman was awarded 5,717 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 5,717 restricted shares of common stock will vest over a three year period, with one-third of the restricted stock vesting after 12 months, 24 months and 36 months, respectively.

On June 1, 2023, Mr. Sack was awarded 27,500 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 27,500 restricted shares of common stock will vest over a three year period, with one-third of the restricted stock vesting after 12 months, 24 months and 36 months, respectively.

On June 1, 2023, Mr. Cappell was awarded 85,100 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 85,100 restricted shares of common stock will vest over a three year period, with one-third of the restricted stock vesting after 12 months, 24 months and 36 months, respectively.

On June 1, 2023, Mr. Mazarakis was awarded 85,100 restricted shares of common stock under the Chicago Atlantic Real Estate Finance, Inc. 2021 Omnibus Incentive Plan. Pursuant to the terms of the award agreement, the 85,100 restricted shares of common stock will vest over a three year period, with one-third of the restricted stock vesting after 12 months, 24 months and 36 months, respectively.