Thomas Piccolo started his winning streak with Strategic Image Management in 2009, following two years of victories supporting Florida state and local races. After interning in the White House Office of Presidential Personnel in 2006, he ran for the Florida State House, District 53. In 2010, Piccolo began driving winning messages and strategies for dozens of campaigns throughout Florida. He helped retain and flip seats, including two notable Democrat victories using TEA Party candidates to siphon Republican votes in swing districts.