Craig Squillace has worked for a number of years on various cases, particularly vehicular accident cases, at Clifford Law Offices. He also has worked on claims due to medical negligence, product liability, transportation litigation, and municipal liability. In 2015, he obtained a record $4 million settlement in Will County on behalf of a family who lost their 60-year-old mother in a tragic trucking crash. He was part of the Clifford Law Offices team that reached a settlement with a major automobile manufacturing company, a tire dealership and an automobile dealership involving the rollover of a sport utility vehicle that severely injured six passengers. He was also part of the team that obtained an $11 million settlement for an insurance executive who was killed in a small airplane crash. In 2000, Craig contributed to writing a chapter for the Illinois Trial Lawyers' Product Liability/Premises Liability Seminar on "Motor Vehicle Cases," a reference tool used by lawyers across the state. In 2007 and 2008 he also moderated a seminar for the Chicago Bar Association Young Lawyers Association.

Craig carries a caseload that involves all areas of personal injury work from the wrongful deaths of those killed because of a lack of barriers on Illinois' highways to those hurt on unsafe premises to construction accidents as well as many vehicular accidents. 

Craig is a hard-working, bright, young attorney with whom everyone enjoys working. He was named one of the Top 40 Attorneys Under 40 by the Law Bulletin Publishing Company in Chicago in 2008. Craig has been elected to the Illinois Trial Lawyers' Association Board of Managers. He sits on the Chicago Bar Association Judicial Evaluation Committee. He also manages to find time to give back to the community as a part of a dedicated group on the Planning Committee for the March of Dimes' Comcast Sportsnet Sports Awards. The annual event raises funds for helping children with birth defects.