According to federal records, Herro gave $190,000 in the weeks leading up to the 2010 elections to the New Prosperity Foundation, which formed in late 2009 and showed serious political power, running ads against Democratic candidates in the Midwest, including Senate candidate Alexi Giannoulias. A report in the Huffington Post said the New Prosperity Foundation is
New Prosperity wasn't the only Republican group that benefited from Herro's largesse. He also donated $10,000 to American Crossroads, a 527 group founded a year ago by Karl Rove, and its tax-exempt partner Crossroads Grassroots Policy Strategies. American Crossroads is the group that spent millions backing then-U.S. Rep. Mark Kirk in the fall election for U.S. Senate.
Herro overwhlemingly gives to Republicans, including U.S. Reps. from Illinois Robert Schilling, Judy Biggert, Peter Roskam, Randy Hultgren, Adam Kinzinger, Robert Dold, and Aaron Schock. In 2007, Herro spent $75,000 on opponents of Chicago Ald. Joe Moore (49th Ward), a strong proponent of a living wage ordinance for big-box retailers. At the time, the Moore campaign highighted a donation Herro made to the Swift Boat Vets, a political group that smeared Sen. John Kerry's military record during the 2004 presidential campaign.