Dupage Policy Journal

DuPage County Board Chair Deb Conroy paid former opponent Pete DiCianni’s marketing company W!n Marketing.

The quarterly report released by Friends of Deborah Conroy details a March 4 payment to W!n Marketing in the amount of $1,230.71. The expense report was the first released after Conroy became chair.

DiCianni is listed as the president/CEO of W!n Marketing. The firm provides political strategy and tactics, direct mail, web development and print services in aid of campaigns. It is unclear what work the firm is conducting for Conroy’s campaign.

However, DiCianni has a history of supporting Conroy and other Democrats.

In early 2022, DiCianni said, “You know what? (Deb Conroy) is my friend,” while running against her for the chairman position in the DuPage County Board of Commissioners election.

Despite his designation as a Republican, DiCianni has made millions off of Democratic politicians looking to get elected or maintain power.

In 2021 the DuPage Policy Journal revealed Democrat-backed Coalition for Better Government is a frequent client of another DiCianni company, DiCianni Graphics, which provides political marketing services.

While doing work for the Coalition for Better Government, DiCianni worked alongside Dominic Longo, who was convicted of voter fraud, and John "Quarters" Boyle, who served as the Coalition for Better Government's special events director as recently as 2002. Boyle later served time in prison for stealing at least $4 million, largely in quarters, from the Illinois Tollway using his armored truck company.

“At W!n Marketing we realize that political campaigns move at a fast pace and timing is very important,” W!n Marketing’s about us webpage reads.

“We know your time is valuable and you need to be spending it with the people discussing the issues. We also know that during a long campaign the issues can change and new issues can develop. As a candidate you need to be focused on these issues and when you want to respond to them you need to respond fast. W!n Marketing was developed to provide you with the flexibility to adapt to the never-ending change of a political campaign. When working with W!n Marketing you will have all the tools at your fingertips to develop a message for your constituents that relates to them. At W!n Marketing we offer the most thorough, creative, professional, efficient direct mail program in the business.”