| Date | Amount | Purpose | Recipient | Funder |
| 12-13-2000 | 75,000 | To support the annual reedition of "The Index of Leading Cultural Indicators" [Editor's note: usually done by William J. Bennett. Grant recipient is: Empower America Research Center] | Empower America | The Lynde and Harry Bradley Foundation, Inc. |
| 12-31-1999 | 75,000 | Reissuing "The Index of Leading Cultural Indicators." (William J. Bennett) | Empower.org | John M. Olin Foundation, Inc. |
| 12-31-1995 | 100,000 | The John M. Olin Fellowship in Cultural Policy Studies for William J. Bennett | Heritage Foundation, The | John M. Olin Foundation, Inc. |
| 12-31-1994 | 125,000 | The John M. Olin Fellowship in Cultural Policy Studies for William J. Bennett | Heritage Foundation, The | John M. Olin Foundation, Inc. |
| 12-31-1993 | 125,000 | The Cultural Policy Studies Program under the direction of William J. Bennett | Heritage Foundation, The | John M. Olin Foundation, Inc. |
| 12-31-1992 | 75,000 | To support the Cultural Policy Studies Program under the direction of William J. Bennett | Heritage Foundation, The | John M. Olin Foundation, Inc. |
| 12-31-1992 | 100,000 | To support a John M. Olin Fellowship for William J. Bennett | Hudson Institute, Inc. | John M. Olin Foundation, Inc. |
| 12-31-1991 | 175,000 | To support a John M. Olin Fellowship for William J. Bennett | Hudson Institute, Inc. | John M. Olin Foundation, Inc. |
| 12-31-1990 | 125,000 | To support a John M. Olin Fellowship for William J. Bennett, 1991 | Hudson Institute, Inc. | John M. Olin Foundation, Inc. |
| 12-31-1989 | 50,000 | To support a John M. Olin Fellowship for William J. Bennett | Hudson Institute, Inc. | John M. Olin Foundation, Inc. |