| $500 | Mar 13, 2026 | IUOE Local 399 Political Education Fund | — | — |
| $500 | Apr 12, 2025 | IUOE Local 399 Political Education Fund | — | — |
| $175 | Nov 3, 2024 | IUOE Local 399 Political Education Fund | — | — |
| $180 | Jun 10, 2024 | IUOE Local 399 Political Education Fund | — | — |
| $300 | Mar 25, 2024 | IUOE Local 399 Political Education Fund | — | — |
| $600 | Aug 14, 2023 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $2,000 | Aug 11, 2023 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $2,000 | Aug 11, 2023 | IUOE Local 399 Political Education Fund | — | — |
| $300 | Mar 29, 2023 | IUOE Local 399 Political Education Fund | — | — |
| $175 | Mar 10, 2023 | IUOE Local 399 Political Education Fund | — | — |
| $1,000 | Feb 16, 2023 | Friends of Matt O'Shea | — | — |
| $1,000 | Feb 16, 2023 | Friends of Matt O'Shea | Assistant Engineer | Chicago Park District |
| $1,000 | Feb 16, 2023 | Friends of Matt O'Shea | Assistant Engineer | Chicago Park District |
| $250 | Jun 22, 2022 | 19th Ward Democratic Org | — | — |
| $500 | Jun 4, 2022 | Committee to Elect Jacqueline Griffin | — | — |
| $500 | Mar 10, 2022 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $500 | Mar 10, 2022 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $400 | Mar 17, 2021 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $300 | Mar 17, 2021 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $300 | Mar 17, 2021 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $400 | Mar 25, 2020 | IUOE Local 399 Political Education Fund | — | — |
| $200 | Sep 17, 2019 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $500 | Sep 17, 2019 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $300 | Mar 4, 2019 | IUOE Local 399 Political Education Fund | — | — |
| $500 | Aug 27, 2018 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $350 | Aug 27, 2018 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $500 | Aug 27, 2018 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $350 | Aug 27, 2018 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $250 | Jun 20, 2018 | 19th Ward Democratic Org | — | — |
| $250 | Jun 20, 2018 | 19th Ward Democratic Org | — | — |
| $300 | May 9, 2018 | IUOE Local 399 Political Education Fund | — | — |
| $500 | Aug 7, 2017 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $500 | Aug 7, 2017 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $196 | Aug 4, 2017 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $196 | Aug 4, 2017 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $300 | May 18, 2017 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $300 | May 18, 2017 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $300 | May 18, 2017 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $300 | May 18, 2017 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $250 | Apr 7, 2017 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $250 | Apr 7, 2017 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $250 | Apr 7, 2017 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $250 | Apr 7, 2017 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $88 | Aug 10, 2016 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $88 | Aug 10, 2016 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $88 | Aug 10, 2016 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $500 | Aug 10, 2016 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $500 | Aug 10, 2016 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $88 | Aug 10, 2016 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $500 | Aug 10, 2016 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $88 | Aug 10, 2016 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $88 | Aug 10, 2016 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $300 | Mar 14, 2016 | IUOE Local 399 Political Education Fund | — | — |
| $300 | Mar 14, 2016 | IUOE Local 399 Political Education Fund | — | — |
| $369 | Aug 20, 2015 | IUOE Local 399 Political Education Fund | — | — |
| $63 | Aug 19, 2015 | IUOE Local 399 Political Education Fund | — | — |
| $300 | Mar 19, 2015 | IUOE Local 399 Political Education Fund | — | — |
| $1,000 | Jun 24, 2014 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $1,000 | Jun 24, 2014 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $1,000 | Jun 24, 2014 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $100 | Jun 1, 2014 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $100 | Jun 1, 2014 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $300 | Apr 11, 2014 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $300 | Apr 11, 2014 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $438 | Aug 12, 2013 | IUOE Local 399 Political Education Fund | — | — |
| $200 | Apr 30, 2013 | IUOE Local 399 Political Education Fund | — | — |
| $286 | Aug 1, 2012 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $600 | Aug 1, 2012 | IUOE Local 399 Political Education Fund | Engineer | Chicago Park District |
| $300 | Feb 23, 2012 | IUOE Local 399 Political Education Fund | — | — |
| $300 | Aug 30, 2011 | IUOE Local 399 Political Education Fund | — | — |
| $500 | Aug 24, 2010 | IUOE Local 399 Political Education Fund | — | — |
| $500 | Aug 24, 2010 | IUOE Local 399 Political Education Fund | — | — |
| $500 | Aug 24, 2010 | IUOE Local 399 Political Education Fund | — | — |
| $200 | Nov 22, 2006 | IUOE Local 399 Political Education Fund | — | — |
| $200 | Nov 22, 2006 | IUOE Local 399 Political Education Fund | — | — |
| $200 | May 8, 2006 | IUOE Local 399 Political Education Fund | — | — |
| $200 | Nov 16, 2005 | IUOE Local 399 Political Education Fund | — | — |
| $100 | Feb 5, 2004 | IUOE Local 399 Political Education Fund | — | — |
| $100 | Feb 5, 2004 | IUOE Local 399 Political Education Fund | — | — |
| $100 | Jan 7, 2004 | IUOE Local 399 Political Education Fund | — | — |
| $100 | Jan 7, 2004 | IUOE Local 399 Political Education Fund | — | — |
| $190 | Oct 19, 2001 | IUOE Local 399 Political Education Fund | — | — |
| $190 | Oct 19, 2001 | IUOE Local 399 Political Education Fund | — | — |
| $200 | Sep 2, 2000 | IUOE Local 399 Political Education Fund | — | — |