| $11,000 | Jan 20, 2021 | Friends of Kathleen Bailey | attorney | self employed |
| $11,000 | Jan 20, 2021 | Friends of Kathleen Bailey | attorney | self employed |
| $5,000 | Oct 13, 2020 | Friends of Kathleen Bailey | attorney | self employed |
| $5,000 | Oct 13, 2020 | Friends of Kathleen Bailey | attorney | self employed |
| $5,000 | Aug 31, 2020 | Friends of Kathleen Bailey | attorney | self employed |
| $5,000 | Aug 31, 2020 | Friends of Kathleen Bailey | attorney | self employed |
| $5,000 | Jul 24, 2020 | Friends of Kathleen Bailey | attorney | self employed |
| $5,000 | Jul 24, 2020 | Friends of Kathleen Bailey | attorney | self employed |
| $2,000 | Jun 18, 2020 | Friends of Kathleen Bailey | attorney | self employed |
| $2,000 | Jun 18, 2020 | Friends of Kathleen Bailey | attorney | self employed |
| $20,000 | May 11, 2020 | Friends of Kathleen Bailey | attorney | self employed |
| $20,000 | May 11, 2020 | Friends of Kathleen Bailey | attorney | self employed |
| $5,000 | Mar 14, 2020 | Friends of Kathleen Bailey | attorney | self employed |
| $5,000 | Mar 14, 2020 | Friends of Kathleen Bailey | — | — |
| $5,000 | Mar 4, 2020 | Friends of Kathleen Bailey | attorney | self employed |
| $5,000 | Mar 4, 2020 | Friends of Kathleen Bailey | — | — |
| $2,000 | Jan 7, 2020 | Friends of Kathleen Bailey | — | — |
| $2,000 | Jan 7, 2020 | Friends of Kathleen Bailey | — | — |
| $2,000 | Jan 7, 2020 | Friends of Kathleen Bailey | attorney | self employed |
| $5,500 | Dec 19, 2019 | Friends of Kathleen Bailey | — | — |
| $5,500 | Dec 19, 2019 | Friends of Kathleen Bailey | attorney | self employed |
| $20,000 | Oct 1, 2019 | Friends of Kathleen Bailey | attorney | self employed |
| $20,000 | Oct 1, 2019 | Friends of Kathleen Bailey | — | — |
“the ward with no alderman”