In 1983, Webb moved to the "Cleveland Plain Dealer", where he continued doing investigative work. A 1985 series, "Doctoring the Truth," uncovered problems in the State Medical Board and led to an Ohio House investigation which resulted in major revisions to the state Medical Practice Act. Webb then moved to the paper's statehouse bureau, where he covered statewide issues and won numerous regional journalism awards. In 1984, Webb wrote a story titled “Driving Off With Profits” which claimed that the promoters of a race in Cleveland paid themselves nearly 1 million dollars from funds that should have gone to the city of Cleveland. The article resulted in a lawsuit against Webb's paper which the plaintiffs won. A jury awarded the plaintiffs over 13 million dollars and the case was later settled. In 1986, Webb wrote a article saying that the Chief Justice of the Ohio Supreme Court, Frank D. Celebrezze accepted contributions from groups with organized crime connections. Celebrezze eventually sued the "Plain Dealer" and won an undisclosed out of court settlement.