| $250 | Apr 6, 2023 | Friends of Brandon Johnson | — | — |
| $250 | Apr 6, 2023 | Friends of Brandon Johnson | — | — |
| $200 | Feb 7, 2022 | Friends of Sergio Mojica | — | — |
| $200 | Feb 7, 2022 | Friends of Sergio Mojica | — | — |
| $200 | Feb 7, 2022 | Friends of Sergio Mojica | — | — |
| $200 | Feb 7, 2022 | Friends of Sergio Mojica | — | — |
| $300 | Dec 11, 2019 | Troy for Chicago | — | — |
| $2,000 | Nov 9, 2018 | Troy for Chicago | President | Chicago Principals and Administrators Association |
| $2,000 | Nov 9, 2018 | Troy for Chicago | President | Chicago Principals and Administrators Association |
| $2,000 | Nov 9, 2018 | Troy for Chicago | President | Chicago Principals and Administrators Association |
| $2,000 | Nov 9, 2018 | Troy for Chicago | President | Chicago Principals and Administrators Association |
| $2,000 | Nov 9, 2018 | Troy for Chicago | President | Chicago Principals and Administrators Association |
| $2,500 | Sep 20, 2018 | Troy for Chicago | Not employed | Not employed |
| $2,500 | Sep 20, 2018 | Troy for Chicago | President | Chicago Principals and Administrators Association |
| $2,500 | Sep 20, 2018 | Troy for Chicago | President | CPAA |
| $2,500 | Jul 10, 2018 | Troy for Chicago | President | CPAA |
| $2,500 | Jul 10, 2018 | Troy for Chicago | President | Chicago Principals and Administrators Association |
| $2,500 | Jul 9, 2018 | Troy for Chicago | President | Chicago Principals & Admin Assn |
| $3,000 | Jun 6, 2018 | Troy for Chicago | President | Chicago Principals & Admin Assn |
| $3,000 | Jun 6, 2018 | Troy for Chicago | President | Chicago Principals & Admin Assn |
| $3,000 | Jun 6, 2018 | Troy for Chicago | President | Chicago Principals & Admin Assn |
| $3,000 | Jun 6, 2018 | Troy for Chicago | President | Chicago Principals & Admin Assn |
| $100 | May 22, 2018 | Troy for Chicago | President | Chicago Principals & Admin Assn |
| $100 | May 22, 2018 | Troy for Chicago | President | Chicago Principals & Admin Assn |
| $100 | May 22, 2018 | Troy for Chicago | President | Chicago Principals & Admin Assn |
| $197 | Jan 31, 2018 | Troy for Chicago | President | Chicago Principals & Admin Assn |
| $18 | Jan 31, 2018 | Troy for Chicago | President | Chicago Principals & Admin Assn |
| $197 | Jan 31, 2018 | Troy for Chicago | President | Chicago Principals & Admin Assn |
| $18 | Jan 31, 2018 | Troy for Chicago | President | Chicago Principals & Admin Assn |
| $18 | Jan 31, 2018 | Troy for Chicago | President | Chicago Principals & Admin Assn |
| $197 | Jan 31, 2018 | Troy for Chicago | President | Chicago Principals & Admin Assn |
| $733 | Jan 22, 2018 | Troy for Chicago | President | Chicago Principals & Admin Assn |
| $17 | Jan 22, 2018 | Troy for Chicago | President | Chicago Principals & Admin Assn |
| $733 | Jan 22, 2018 | Troy for Chicago | President | Chicago Principals & Admin Assn |
| $17 | Jan 22, 2018 | Troy for Chicago | President | Chicago Principals & Admin Assn |
| $733 | Jan 22, 2018 | Troy for Chicago | President | Chicago Principals & Admin Assn |
| $17 | Jan 22, 2018 | Troy for Chicago | President | Chicago Principals & Admin Assn |
| $250 | Dec 20, 2017 | United with Delia | — | — |
| $160 | Apr 14, 2016 | Friends of Chuy Garcia | — | — |