In the beginning of the campaign, Jason Ross Decker began posting against Maldonado in various Midlothian, Illinois Facebook groups, claiming Maldonado to be inexperienced, pointed out the fact that Maldonado had previously received a DUI and that he refused to be interviewed although L'Heureux would. Originally, Jacob Conway ran as a trustee under Maldonados slate, but on January 15, 2021, Conway announced in an interview with Jason Ross Decker that him and Maldonado had decided to both campaign on their own due to dissagreements.
On December 29, 2020 Robert Maldonado live streamed on Facebook pointing out that L'Heureux had fraudulently carried out a political lottery multiple days before it was scheduled to occur, and never notified candidates that L'Heureux was affiliated with. Not only this but L'Heureux also held the lottery in private, which Maldonado claimed was an attack on democracy. Maldonado demanded on the same stream that an investigation be launched and Maldonado threatened legal action.