| $1,500 | Dec 31, 2025 | Preckwinkle for President | Attorney | Self Employed |
| $1,500 | Dec 31, 2025 | Preckwinkle for President | Attorney | Self Employed |
| $1,500 | Feb 11, 2025 | Preckwinkle for President | Attorney | Self Employed |
| $1,500 | Feb 11, 2025 | Preckwinkle for President | Attorney | Self Employed |
| $1,500 | Feb 19, 2024 | Preckwinkle for President | Attorney | Thomas R. Raines Attorney at Law, LLC |
| $1,500 | Feb 19, 2024 | Preckwinkle for President | Attorney | Thomas R. Raines Attorney at Law, LLC |
| $1,000 | Nov 1, 2023 | 8th Ward Regular Democratic Org | Attorney | Self Employed |
| $1,000 | Nov 1, 2023 | 8th Ward Regular Democratic Org | Attorney | Self Employed |
| $1,000 | Nov 1, 2023 | 8th Ward Regular Democratic Org | Attorney | Self Employed |
| $1,000 | Jan 30, 2023 | 8th Ward Regular Democratic Org | Attorney | Self Employed |
| $10,000 | Jan 30, 2023 | 8th Ward Regular Democratic Org | Attorney | Self Employed |
| $1,000 | Jan 30, 2023 | 8th Ward Regular Democratic Org | Attorney | Self Employed |
| $1,000 | Jan 30, 2023 | 8th Ward Regular Democratic Org | Attorney | Self Employed |
| $10,000 | Jan 30, 2023 | 8th Ward Regular Democratic Org | Attorney | Self Employed |
| $1,500 | Jan 31, 2022 | Preckwinkle for President | Attorney | Thomas R. Raines Attorney at Law, LLC |
| $1,500 | Jan 31, 2022 | Preckwinkle for President | Attorney | Thomas R. Raines Attorney at Law, LLC |
| $1,000 | Dec 29, 2018 | Neighbors for Harry Osterman | Attorney | Self |
| $1,000 | Dec 29, 2018 | Neighbors for Harry Osterman | Attorney | Self |
| $1,000 | Dec 29, 2018 | Neighbors for Harry Osterman | Attorney | Self |
| $1,500 | Mar 19, 2018 | Preckwinkle for President | Attorney | Thomas R. Raines Attorney at Law |
| $1,500 | Mar 19, 2018 | Preckwinkle for President | Attorney | Thomas R. Raines Attorney at Law |
| $1,500 | Mar 19, 2018 | Preckwinkle for President | Attorney | Thomas R. Raines Attorney at Law |
| $1,500 | Mar 19, 2018 | Preckwinkle for President | Attorney | Thomas R. Raines Attorney at Law |
| $1,000 | Apr 3, 2015 | Citizens to Re-elect John Pope for Committeeman | Thomas R Raines LLC | Attorney |
| $1,000 | Apr 3, 2015 | Citizens to Re-elect John Pope for Committeeman | Thomas R Raines LLC | Attorney |
| $2,500 | Feb 4, 2015 | Friends of JoAnn Thompson | Attorney At Law | Thomsl R. Raines, LLC |
| $2,500 | Feb 4, 2015 | Friends of JoAnn Thompson | Attorney At Law | Thomsl R. Raines, LLC |
| $5,000 | Oct 23, 2014 | Taxpayers for Quinn | Attorney | Self |
| $5,000 | Oct 23, 2014 | Taxpayers for Quinn | Attorney | Self |
| $5,000 | Oct 23, 2014 | Taxpayers for Quinn | Attorney | Self |
| $5,000 | Oct 23, 2014 | Taxpayers for Quinn | Attorney | Self |
| $4,500 | Sep 30, 2014 | Taxpayers for Quinn | Attorney | Self |
| $4,500 | Sep 30, 2014 | Taxpayers for Quinn | Attorney | Self |
| $4,500 | Sep 30, 2014 | Taxpayers for Quinn | Attorney | Self |
“the ward with no alderman”