The final door in the eternal federal case against Chicago’s once-mighty Duff family has closed. On January 27, Terrence Dolan, former operations manager for a Chicago-based company, Windy City Maintenance, was sentenced in federal court to 21 months of imprisonment followed by three years supervised release, ordered to pay $20,000 in restitution to the City of Chicago, and fined another $1,100 for his part in falsely indicating the firm as female-owned in winning a lucrative city contract back. Dolan was the last of six defendants to be sentenced in a joint probe by the FBI, the IRS, the Department of Labor and the City of Chicago. He had pleaded guilty in October to 11 counts of mail fraud.